Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (2023)


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A weekly roundup of air travel and airport news

Jim Glab

Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (13)

In this week’s roundup, low-cost Frontier Airlines adds four seasonal routes out of San Francisco International for the summer; JSX revives a California intrastate route; United drops two more small cities; two U.S. airlines introduce in-flight Wi-Fi using Elon Musk’s satellite network; Air India trims U.S. schedules due to a shortage of 777 pilots; international route news comes from Finnair, Delta, American and Lufthansa; American and its Chilean partner seek to launch code-sharing on South American routes; a Santa Clara-based aviation firm announces its second eVTOL route with United; a new bill in Congress would let TSA create a no-fly list for unruly passengers; the State Department warns of lengthy processing times for passport applications and renewals; and a federal judge sets a trial date for the Justice Department’s antitrust suit against the JetBlue-Spirit merger.

Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (14)

In domestic route news,Frontier Airlines plans to introduce four new seasonal nonstop routes from San Francisco International in May and June. The low-cost carrier is set to begin daily flights from SFO to Orlando on May 10 and to Chicago Midway on May 21, followed by three weekly SFO-Detroit flights starting June 22 and four weekly roundtrips from SFO to Cleveland as of June 23. SFO-Orlando and SFO-Cleveland nonstops are already offered by United, while Delta has nonstop SFO-Detroit service. There are no nonstops between SFO and Chicago Midway, but United has frequent nonstop service to Chicago O’Hare; American and Alaska also offer SFO-ORD service. Frontier is offering introductory one-way fares from San Francisco to Orlando ($59), Chicago ($69), Detroit ($99) and Cleveland ($99), but they must be purchased by April 4 for travel May 10 through Aug. 15 on “select days of the week,” with some blackout dates around holidays. Frontier’s expanded seasonal service at Cleveland will also include flights to San Diego starting June 8, as well as flights to Charlotte, North Carolina, and Dallas-Fort Worth, both beginning May 12.


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The business-class regional carrier JSX is set to resume intrastate seasonal service on April 6 between Monterey and Santa Ana’s Orange County Airport with small-jet flights on Thursdays, Fridays, Sundays and Mondays. The Points Guy reports that United is planning to drop two more small cities from its network: Springfield, Illinois, on May 31 and Erie, Pennsylvania, on June 1. Both are served from Chicago O’Hare by United Express/SkyWest. It notes that American is due to add Chicago-Springfield service June 1 and that it already has Erie flights from its Charlotte hub.

Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (15)

Elon Musk’s Starlink satellite network is the latest provider to bring in-flight internet service to the airline industry,and it is rolling out on two U.S. carriers — at no cost to users.

Hawaiian Airlines does not currently offer in-flight Wi-Fi, but passengers should soon be able to access the internet if they’re on one of the airline’s Airbus A321neos. A company spokesperson tells us that Hawaiian will begin to offer free high-speed Starlink Wi-Fi this summer on the A321s, “with additional connectivity capabilities coming this fall across the airline’s wide-body aircraft.” With the high-speed link, passengers will be able to stream content, play live games with friends on the ground, collaborate on work projects in real time, and post those Instagram photos from their island trips. “Connecting to the internet will be seamless when guests walk on board, without registration pages or payment portals,” the spokesperson said.

Hawaiian will be the second U.S. airline to offer free Starlink satellite Wi-Fi. The first is the regional carrier JSX, which recently started offering the service on its 30-passenger jets. A few weeks ago, The Points Guy reporter Zach Graff conducted a series of technical tests of Starlink on a JSX flight and came away quite impressed. He connected four separate devices to the Starlink service and found the connections were “outstanding.” “Each device measured download speeds in excess of 100 Mbps. Upload speeds, which hovered between five and 20 Mbps, were just as impressive,” he wrote. “But the real show-stopper was the ping, a measure that generally indicates how much buffering you’ll experience during data-intensive tasks. The ping clocked in between 28 and 150 milliseconds in the four tests — an incredible feat for inflight Wi-Fi. Just by the measure of these speeds alone, I could quickly tell that this would be my fastest inflight experience ever.”

Air India, suffering from a shortage of Boeing 777 pilots, is trimming its U.S. schedules until it can staff up.The airline’s San Francisco-Delhi service has been reduced from 10 flights a week to seven from now through June 30, while its New York JFK-Mumbai schedule will be trimmed from daily service to four flights a week during the month of May, and Newark-Delhi service has been suspended from now through May 1. “Several Air India flights to North America have been canceled or delayed in the last few months,” Simple Flying said. “And all of it was primarily due to a crew shortage, ranging from an inadequate number of pilots or delays in the U.S. visas for flight attendants. In February, Air India had to cancel some flights to San Francisco and at least one to Vancouver. Many of the flights that were able to operate to North America faced delays of around 10-12 hours.”

Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (16)

In other international route news,Finnair this week resumed summer seasonal service to Helsinki from Chicago O’Hare with four weekly flights and from Seattle with three. Finnair already flies year-round from Los Angeles, New York JFK and Dallas-Fort Worth. Delta has resumed nonstop service from its Minneapolis-St. Paul hub to Tokyo Haneda after a three-year suspension of the route. Last year, American Airlines had to suspend some international service because Boeing was late in delivering the new 787s that the carrier was planning to use for that service, and apparently the problem is still lingering. American is suspending Philadelphia-Madrid flights during May and early June, citing the late delivery of Boeing Dreamliners.

Lufthansa, citing “strong demand” for transatlantic flights this summer, plans to bring its 509-passenger Airbus A380s back to the U.S., operating daily Boston-Munich service beginning June 1 and daily New York JFK-Munich flights starting July 4. Delta, citing routine seasonal adjustments to its network based on future demand, plans to eliminate six transatlantic routes during the 2023-2024 winter season, which begins in late October. Routes getting the axe include Atlanta to Dusseldorf and Stuttgart, Germany, along with New York JFK to Berlin, Copenhagen, Geneva and Stockholm.

American Airlines and its partner JetSmart, a low-cost Chilean carrier, have filed with the U.S. Transportation Department for approval to begin code-sharing. The partnership would put American’s AA code onto both domestic and international flights operated by JetSmart, according to That carrier flies to 23 points within Chile and to eight other countries in South America. American currently flies to JetSmart’s Santiago base from Miami and Dallas-Fort Worth; it recently suspended New York JFK-Santiago service.

Santa Clara-based Archer Aviation has announced the second air taxi route it plans to operate for United Airlines, using Archer’s four-passenger electric vertical takeoff and landing aircraft (eVTOL). Expected to launch in 2025, the route would carry passengers between downtown Chicago and United’s hub at Chicago O’Hare, operating from Vertiport Chicago, in the Illinois Medical District near The Loop. “From there, passengers will be able to travel to and from ORD via Archer’s Midnight aircraft in approximately 10 minutes. A similar trip by car can take upwards of an hour or more during rush hour traffic,” Archer and United said. They noted that the initial routes developed as part of their “urban mobility project” will focus on airport-to-city center transportation and will later expand to include service to surrounding communities. Last fall, the two companies said that their first eVTOL route would connect United’s Newark hub to the downtown Manhattan heliport, near Battery Park and convenient to the Wall Street financial district. The Archer eVTOLs operate at speeds of up to 150 mph with a range of up to 100 miles.

Although the number of “disruptive passenger” incidents has dropped off from its COVID-19-era peak — especially after the mask mandate ended — it’s still a lot higher than it was before the pandemic, and a bipartisan bill introduced in Congress this week would authorize the Transportation Security Administration to create its own no-fly list to ban troublesome individuals from commercial flights. Currently, unruly flyers face travel bans from the airline they were flying at the time of an incident, but there are no industrywide bans (except the FBI no-fly list, which targets people with suspected links to terrorists). A similar bill was pushed last year with the backing of airline unions, but it went nowhere. The new bill would let TSA decide how long to ban someone and would provide for an appeal process.

Flights less than $100 to Chicago, Detroit, Orlando coming to SFO (17)

If you’re planning to fly outside the U.S. this summer and you need to apply for or renew a passport, you better start the process now.The State Department warns travelers that the volume of passport applications this year is running 30% ahead of 2022 levels, so as of this week, “Routine processing will take 10-13 weeks and expedited processing, which costs an additional $60, will take 7-9 weeks,” the agency said. “These new processing times only apply to new applications submitted on or after March 24. Processing time begins the day we receive an application and do not include mailing time.” If you already have a passport, the State Department said it continues “to urge U.S. citizens to check their passport expiration date and renew now if they are planning international travel this year.”

A federal judge in Boston has set Oct. 16 for the start of a trial in the Justice Department’s antitrust suit challenging the JetBlue-Spirit Airlines merger.The judge scheduled four weeks for the trial, which will be held without a jury. At issue in the case is whether the combination of the two carriers would heighten competition in the airline industry, as JetBlue’s lawyers contend, or diminish it, as the Justice Department claims. JetBlue is eager to get the trial and any possible appeals underway because it has set July 2024 as the deadline to complete the merger. Meanwhile, the Transportation Department has rejected an exemption request from JetBlue that would have allowed the two airlines to operate under common ownership pending the formal combination of their operating certificates. DOT cited the pending Justice Department suit as the reason for denying the exemption request.


What airline is the cheapest right now? ›

Top 10 Cheapest Airlines
RankAirlineCost per Mile
1.Spirit Airlines$0.209
2.Frontier Airlines$0.225
3.Hawaiian Airlines$0.257
4. (T)Allegiant Air$0.322
6 more rows
May 2, 2023

Where is it cheap to fly to right now from Detroit? ›

Some of the cheapest domestic flights from Detroit include New York City, Myrtle Beach, Philadelphia, Austin, Fort Lauderdale, and Charlotte. If you're willing to travel further, popular international destinations like Aguadilla, Toronto, Montego Bay, and Cancun can also be affordable options.

What day flight fares are cheapest? ›

What day of the week are flights cheapest? According to, the cheapest tickets are on Tuesday, Wednesday, and Saturday. For business travel, Mondays and Fridays are peak travel days. Choose Tuesday through Thursday instead.

What month is the cheapest to fly to Chicago? ›

Top tips for finding cheap flights to Chicago. Book at least 2 weeks before departure in order to get a below-average price. High season is considered to be May, June and July. The cheapest month to fly from the United States is February.

What is the cheapest month to fly to San Francisco? ›

High season is considered to be May, June and July. The cheapest month to fly from United States is February. Enter your preferred departure airport and travel dates into the search form above to unlock the latest San Francisco flight deals.

Which airport is cheapest to fly into California? ›

Below is a list of seven of the cheapest places to fly into California from other parts of the US and other places around the world:
  1. Los Angeles. ...
  2. San Francisco. ...
  3. San Diego. ...
  4. Sacramento is among the cheapest cities to fly to in CA. ...
  5. San José ...
  6. Fresno. ...
  7. Palm Springs is one of the cheapest places to fly into CA.
Mar 22, 2023

How close to departure do flights get cheaper? ›

Specifically, plane tickets usually don't get cheaper closer to the departure date. Instead, flights tend to be the most inexpensive when you book between four months and three weeks before your departure date.

What is the least expensive airport to fly out of? ›

The cheapest airports in the U.S.

Pete Clearwater International Airport in Florida is the cheapest U.S. airport to travel out of, according to the report.

How far ahead should you book a flight? ›

Generally, you should book domestic flights one to four months in advance. For international flights, you should book at least six months in advance. You'll want to give yourself more time for research for the latter than when traveling on domestic itineraries.

Is it cheaper to buy flights at night? ›

Tuesday Around Midnight is the Cheapest Time to Book

However, this is only applicable to about 1.6% of U.S. markets, meaning that it's not likely you'll find the same savings on your specific route. And midnight later in the week actually gets more expensive. So put the "always book at midnight" myth to bed.

What time do flight prices drop on Tuesday? ›

Hopper has said Tuesday flights are usually cheaper only if you purchase them exactly at midnight, and even so, that saves only about $18 on average for 1.6 percent of domestic U.S. flights.

What day of the week is cheapest to fly back? ›

If you're flying on a U.S. domestic flight, two of the best days to pay less on flights are Tuesday and Wednesday. The one day during the week you don't want to purchase your flight on is Friday. Travelers who purchase their tickets on Fridays are more likely to buy tickets that are more expensive than usual.

Do flight prices go up the more you search? ›

When searching for a great travel deal, it's best to search both logged in and anonymously to compare all the deals, because it can make a difference — but not a significant difference. Flight prices can vary based on the day and time at which you perform your search.

How many days is enough to visit Chicago? ›

How many days do you need in Chicago? 3-5 days is enough time to visit Chicago. For seeing the top tourist attractions and exploring some different areas, 3 days in Chicago is enough, just know your days will be packed. If you want a slightly slower-paced trip, 5 days will provide extra leisure time.

What are the 2 cheapest days to fly? ›

Tuesdays and Wednesdays are the cheapest days to fly domestically. The cheapest days to depart if you're flying within the U.S. are midweek — generally Tuesday or Wednesday. For economy tickets, Tuesdays are about 24% lower than peak prices on Sundays, which translates to savings of about $85 per ticket.

What month do flight prices drop? ›

Book a summer trip. Expedia data shows that August is the cheapest warm-weather month to fly, with average ticket prices nearly 10% lower compared with July. Tickets are also cheaper in August than during the December rush. For the lowest fares on domestic flights, travel in January or February.

What is the cheapest airport to fly into near San Francisco? ›

With an average price of $212 per person, Oakland Airport is the cheapest airport to fly into when planning your trip to San Francisco.

Why is flying to California so expensive? ›

"In part because of a holdover from (the COVID-19 pandemic), in part because of a labor shortage and in part because you make more money flying fewer airlines each of which is full of people paying higher prices," he said. Labor shortages in particular are taking a toll on the airline industry.

What is the cheapest state in California? ›

On average, Northern California is considerably cheaper than Southern California, as long as you avoid San Francisco and the Bay Area. Southern California is one of the most expensive areas in the country. But you can always find affordable pockets if you look in the right places.

How to travel California on a budget? ›

9 Tips for California on a Budget
  1. Book flights in advance.
  2. Factor in tax AND tip for all food and services.
  3. Remember portion sizes are huge…
  4. Don't bother looking on Airbnb.
  5. Book accommodation early (and factor in tax again!)
  6. Make sure you have CASH for petrol.
  7. Buy attraction tickets in advance.
Feb 6, 2022

Do seat upgrades get cheaper closer to flight? ›

Do seat upgrades usually get cheaper or more expensive as the flight gets closer? If the flight stays empty, upgrades get cheaper. If flight is full, upgrades get more expensive.

Will flight prices go down 2023? ›

Airfare prices took a nosedive during spring 2020 and generally stayed low just about every month until the end of 2021, when prices rapidly increased. In May 2022, airfares hit a record high. But airfares are finally dropping, with March 2023 prices down 16.8% from those May highs.

Do Southwest flights get cheaper closer to the date? ›

You can similarly score a price drop credit until 10 minutes before your flight — even if you've already checked in. Though Southwest flights typically get more expensive the closer time ticks toward departure, if you keep your eye on the airfare price, you might get a deal.

Which airport in Florida is cheapest to fly out of? ›

Miami International Airport is one of the cheapest airports to fly into Florida. This makes it a great option for those looking to save some cash while still experiencing all that this vibrant city has to offer.

What part of the year are flights cheapest? ›

"January and February are the cheapest months because you have so many families, students, teachers who can't travel, and you have a lot of folks that don't think about traveling cause they just went over the winter holiday," Keyes said.

Is it cheaper to fly into a bigger airport? ›

The Bottom Line: Although larger airports tend to have the cheapest flights, often there is no rhyme or reason as to whether you are better off flying out of a larger airport or a smaller airport. The best thing you can do is shop around, weigh your options and sign up for FareCompare alerts.

How can seniors travel cheaply? ›

Public transportation – buses, metros, and trains are often the cheapest type of transportation available. Carpooling services – if you're traveling long-distance consider using apps like BlaBlaCar or Moovit to cut down on costs. Renting bikes – keep fit and save money by cycling around the town.

What is the least expensive travel site? ›

The 12 Best Websites for Booking Flights at the Cheapest Prices [April 2023]
  • Momondo.
  • Kayak.
  • Expedia.
  • Priceline.
  • Orbitz.
  • Agoda.
  • Hotwire.
  • Skyscanner.
Apr 6, 2023

What is the cheapest place to travel to? ›

The 10 Cheapest Countries to Visit
  1. Laos. Average daily cost: $15.
  2. Turkey. Average daily cost: $23. ...
  3. Indonesia. Average daily cost: $47. ...
  4. Thailand. Average daily cost: $52. ...
  5. Hungary. Average daily cost: $70. ...
  6. Costa Rica. Average daily cost: $81. ...
  7. Mexico. Average daily cost: $93. ...
  8. Dominican Republic. Average daily cost: $110. ...
Feb 19, 2023

Is it better to fly early or late? ›

The early bird may be known for catching the worm, but it also catches the best flights. In fact, people who get the first flight in the morning can usually expect a smoother trip, friendlier staff, a cleaner plane and, often, a cheaper ticket.

Is it a good idea to wait until the last minute to book a flight? ›

KEYES: Look, waiting until the last minute to book your flights is a strategy. It's just not a good one for getting cheap flights. Last-minute flights, they don't tend to go down in price, they almost always tend to go up. And that's especially true during a popular travel period like Christmas and New Year.

Can I book a flight the same day? ›

Depending on your airline's rules, however, you'll only need to “walk up” if you want to book extremely close-in. If you don't need to fly any sooner than 2-3 hours in the future (in most cases), you should be able to book and receive confirmation as you would any other itinerary.

What is the best time of day to search for flights? ›

According to Skyscanner's research, the best time to book on any given day is around 5 a.m. So, it's true that the early bird gets the worm. Or, the flight deal, that is. In addition, whether you want to save on domestic or international flights, you should also fire up your laptop on Sunday.

Do they still have red eye flights? ›

Yes. Red eye flights are definitely cheaper than flights departing at other times of the day. If you feel that taking a late flight won't be physically draining for you, then settle for a red eye flight. Flying with cheap red eye flight tickets during off-peak hours saves money.

Is cheapo air legit? ›

Is CheapOair trustworthy? CheapOair is a legitimate travel company that works with more than 400 carriers, including reputable brands like American Airlines, Southwest Airlines and JetBlue.

What is the most expensive day to fly? ›

According to Google, fares are less expensive if you fly in the middle of the week, rather than on the weekend. Over the past five years, flights that took off Monday to Wednesday were, on average, 12% to 20% cheaper than weekend flights. Sundays are a particularly expensive day to depart, Google said.

Why are Tuesday flights so cheap? ›

Back in those days, managers were manually updating prices and inputting discounts. Just after the new information posted, tickets were cheaper. Since the sale prices were always inputted on Tuesdays, it became well known that airline tickets were cheaper on Tuesday.

Why are tuesdays cheaper for flights? ›

According to the internet, the best day of the week to buy flights is a Tuesday. Apparently, this is due to airlines announcing deals on Monday evenings. By Tuesday at noon, other airlines are trying to match those deals. So Tuesday afternoons are the best time to hunt for reduced airfare.

What month are flights most expensive? ›

Airfare during the middle of summer is typically much more expensive – and the same goes for major holidays. Traveling during shoulder seasons – from mid-April through early June and late August through early October – is the key to more savings. If you can travel in the fall or winter instead, the savings can grow.

Why use incognito when booking flights? ›

Most aggregator or airline sites follow your search patterns through cookies and IP addresses. So if you check a flight price on a particular website and return to it after some time, you are likely to find a higher rate. To avoid this, you can use the incognito mode or delete all cookies after use.

Should I clear cookies when searching for flights? ›

According to Scott's Cheap Flights, there's no harm in clearing your cookies or searching for a flight in your browser's incognito mode, but know it won't do anything for you. However, there are other things you can do to save.

Is there an app that tells you when flight prices drop? ›

Skyscanner. Skyscanner has a free flight app that is compatible with both Apple and Android devices and provides pricing alerts when a good deal becomes available. The app is easy to use and allows you to set alerts for specific dates or routes.

What month is best to visit Chicago? ›

The best times to visit Chicago are April through May and between September and October, when the temperatures are warm, a variety of festivals take place and crowds are manageable.

What is the best part of Chicago to stay in? ›

The best location to stay in Chicago, especially for first-time visitors, is the Loop, popularly referred to as Chicago Downtown or Chicago Loop. Located at the center of town, the Loop is where everything happens, and you can easily navigate your way to other parts of the city from there.

How can I save money on a trip to Chicago? ›

8 Ways To Save Money on Your Trip To Chicago
  1. Well begun is half done. ...
  2. Save on the accommodation. ...
  3. Walk the Chicago Riverwalk. ...
  4. Find the street markets, food trucks, and Happy Hours. ...
  5. Take the free trolleys. ...
  6. Repeat after me: “I won't spend money at Navy Pier.” ...
  7. Go to the Zoo (and other free attractions).
Jan 22, 2018

What are the cheapest days to fly in and out of airports? ›

Tuesdays and Wednesdays are the cheapest days to fly domestically. The cheapest days to depart if you're flying within the U.S. are midweek — generally Tuesday or Wednesday.

What are alternative airports to Detroit? ›

The nearest airport to Detroit is Windsor (YQG) Airport which is 6.3 miles away. Other nearby airports include Detroit (DTW) (18.1 miles), Flint (FNT) (57 miles) and Cleveland (CLE) (89.5 miles).

How much is the cheapest flight ticket from Detroit Michigan to Cleveland Ohio? ›

$135 Cheap flights from Detroit (DTW) to Cleveland (CLE) -

What is the best day of the week to buy a plane ticket? ›

Tuesdays may not be favorable for booking, but if you're hoping to score major savings, booking your departure on a Tuesday or Wednesday is a surefire way to do so. Mid-week flights offer the best deal prices in comparison to flights departing the rest of the week.

What day of the week is best to fly? ›

While it's important to note that the best day of the week to fly varies based on the route, typically, the best days of the week to fly are Tuesdays and Wednesdays. The general rule is that mid-week flights will be cheaper and quieter.

What airline uses Detroit as a hub? ›

The airport is a major hub for Delta Air Lines and is also a base for Spirit Airlines. Detroit serves as Delta's main gateway to Asia for the Eastern United States.

Which airline flies out of Detroit? ›

  • Aeromexico. Reservation Number: (800) 237-6639.
  • Air Canada. Evans Terminal. Reservation Number: ...
  • Air France. McNamara Terminal. Reservation Number: ...
  • Alaska Airlines. Evans Terminal. ...
  • American Airlines. Evans Terminal. ...
  • Delta Air Lines. McNamara Terminal. ...
  • Frontier Airlines. Evans Terminal. ...
  • JetBlue. Evans Terminal.

What is the largest airport in Detroit? ›

Detroit Metropolitan Airport (DTW) is one of the world's leading air transportation hubs with more than 1,100 flights per day to and from four continents.

What is the cheapest day of the week to fly one way? ›

What is this? If you're flying domestically, Monday, Tuesday, and Wednesday are the 3 cheapest days to fly. But Wednesday holds the biggest airfare savings, so if you can, plan to depart and return on a Wednesday. If you're flying internationally, Wednesday and Thursday are the cheapest days to fly.

Is one way flight cheaper than round trip? ›

Round-trip tickets are usually cheaper than one-ways, sometimes significantly so. NerdWallet compared fares across multiple international routes and found that, typically, buying two one-way tickets costs 20% more than a single roundtrip.

What is the cheapest time of year to fly from Michigan to Florida? ›

The cheapest flights are usually bought in January, September and December. High season months are April, May and June. However, it's not the rule and you should always search current flight deals. For example, the flight from Michigan to Florida is currently 52% cheaper than average.

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