$79 Find Cheap Flights from Chicago Midway Airport to United States - Compare and Save

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Cheap Flights from Midway to the United States

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
New York
New York1 stop$244
Orlando
Orlando1 stop$213
Los Angeles
Los Angeles1 stop$197
Las Vegas
Las Vegasnonstop$229
San Francisco
San Francisco1 stop$255
Miami
Miami1 stop$204
Boston
Boston1 stop$221
Fort Lauderdale
Fort Lauderdale1 stop$120
Washington, D.C.
Baltimore1 stop$168
Denver
Denver1 stop$176
Seattle
Seattle2 stops$273
Atlanta
Atlanta1 stop$142
Tampa
Tampanonstop$211
San Diego
San Diegononstop$260
Honolulu
Honolulu1 stop$561
Philadelphia
Philadelphia1 stop$176
New York
New York1 stop$244
Orlando
Orlando1 stop$213
Los Angeles
Los Angeles1 stop$197
Las Vegas
Las Vegasnonstop$229
San Francisco
San Francisco1 stop$255
Miami
Miami1 stop$204
Boston
Boston1 stop$221
Fort Lauderdale
Fort Lauderdale1 stop$120
Washington, D.C.
Baltimore1 stop$168
Denver
Denver1 stop$176
Seattle
Seattle2 stops$273
Atlanta
Atlanta1 stop$142
Tampa
Tampanonstop$211
San Diego
San Diegononstop$260
Honolulu
Honolulu1 stop$561
Philadelphia
Philadelphia1 stop$176
Booking Insights

Price, demand and travel trends for Chicago Midway Airport to the United States flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

Are flights from Chicago Midway Airport to the United States cheaper or more expensive than last year?

Fares from Chicago Midway Airport to the United States are running about 18% higher than they were around this time last year, averaging $330 round-trip.

What are the cheapest fares from Chicago Midway Airport to the United States right now?

Here are the cheapest round-trip fares from Chicago Midway Airport to the United States on KAYAK in the last week:

• Minneapolis St Paul (MSP) from $118
• Fort Lauderdale (FLL) from $120
• Atlanta Hartsfield-Jackson (ATL) from $142
• Baltimore/Washington (BWI) from $168
• Denver Intl (DEN) from $176

What’s the cheapest month to fly from Chicago Midway Airport to the United States?

January is the cheapest time of year to fly, with average fares of $259. Prices are highest in July, when average flight costs increase to around $369.

When is the best time to book flights from Chicago Midway Airport to the United States?

Book your flights 5 weeks before your trip. KAYAK data collected over the past 12 months shows that booking in this window can save you around 29% compared to booking last-minute (within 2 weeks of departure).

Which airport in the United States is the cheapest to fly to from Chicago Midway Airport?

Based on KAYAK data from the past 12 months, the cheapest airports to fly into the United States are:

• Dallas/Fort Worth (DFW) from $200
• Atlanta Hartsfield-Jackson (ATL) from $201
• Minneapolis St Paul (MSP) from $265

What’s the cheapest day to fly from Chicago Midway Airport to the United States?

Thursday tends to be the cheapest day to fly from Chicago Midway Airport to the United States, while Sunday is the most expensive. Fares run about 12% higher that day, based on the past 12 months of KAYAK data.

What's the cheapest time of day to fly from Chicago Midway Airport to the United States?

Data from the past 12 months shows it's cheapest to fly to the United States during the afternoon with average prices of $318. The morning is the most expensive time to fly, with average prices of $347.

Key details for Chicago Midway Airport to the United States flights

Low season

September

Cheapest flight

$79
Beat the crowds with an average 29% drop in travelers.
The most popular month to fly with an average 5% increase in travelers.
One-way flight from Chicago Midway Airport to Atlanta

Your Chicago Midway Airport to the United States flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • Is now a good time to book a flight from Chicago Midway Airport to the United States?

    Yes. Fares from Chicago Midway Airport to the United States are low right now. As a rule of thumb, a round-trip under $223 (cheaper than most fares this year) is a good deal, so if you spot one at or below that, it's a good time to book.

  • How much should I budget for a flight from Chicago Midway Airport to the United States?

    Over the past 12 months, round-trip fares from Chicago Midway Airport to the United States have ranged from $223 to $450.

  • What are the main airports serving the United States?

    The United States has 50 airports. The three busiest are Atlanta Hartsfield-Jackson (ATL) (8% of arrivals), New York LaGuardia (LGA) (6%) and Las Vegas Harry Reid Intl (LAS) (5%).

  • What airlines fly nonstop from Chicago Midway Airport to the United States?

    Based on the flight schedule for the next 3 months, 4 airlines offer nonstop flights on this route:

    • Southwest
    • Delta
    • Frontier
    • Allegiant Air

  • Where in the United States can I fly nonstop from Chicago Midway Airport?

    You can fly nonstop from Chicago Midway Airport to 46 destinations in the United States. Some of the most popular among KAYAK travelers include Atlanta, Dallas, New York, Washington, D.C. and Las Vegas.

  • Is it cheaper to fly with a layover from Chicago Midway Airport to the United States?

    Yes. Nonstop flights from Chicago Midway Airport to the United States average $319 over the past 12 months, but flights with a layover can cost less. The most affordable connecting airports are:

    • Cincinnati Cinci./N. Kentucky (CVG) from $165
    • Philadelphia (PHL) from $167
    • Newark (EWR) from $176

  • How long is a flight from Chicago Midway Airport to the United States?

    Nonstop flights take 2h 23m on average. The fastest scheduled flight takes 1h 45m, from Chicago Midway (MDW) to Atlanta Hartsfield-Jackson (ATL).

  • How often are flights from Chicago Midway Airport to the United States delayed and what's the average delay?

    19% of flights on this route are delayed by at least 15 minutes. The average delay is 2h 31m.

  • Which cabin classes are available on flights from Chicago Midway Airport to the United States?

    On flights from Chicago Midway Airport to the United States you can book Economy Class, Premium Economy Class, Business Class or First Class.

  • What are some popular landmarks in the United States?

    KAYAK travelers' favorite landmarks in the United States include:

    • Times Square
    • Universal Orlando Resort
    • New York City Center
    • San Antonio River Walk

  • What are the earliest and latest flights from Chicago Midway Airport to the United States?

    The earliest nonstop flight from Chicago Midway Airport to the United States departs at 5:00 am and the latest departs at 11:35 pm. Nonstop flights take about 2h 23m.

Your guide to booking Chicago Midway Airport to the United States flights

Get tips on when to book, when to fly and what to know before your trip.
  • If you can plan ahead, the sweet spot for booking your flight is 5 weeks before your trip. KAYAK data shows fares in this window are around 29% lower than last-minute bookings (made within 2 weeks of departure). Not ready to commit? Set a Price Alert and we'll let you know when prices change.
  • If your travel dates are flexible, book your trip for January when flights are typically cheapest and avoid July when prices are at their highest.
  • Flying on Thursday is usually the cheapest. Flights on Sunday cost about 12% more on average, so being flexible with your travel dates could help you save.
  • If arriving on time matters more than price, consider flying with one of the most punctual airlines on this route: Allegiant Air, Frontier, Delta and Southwest.
  • If you're looking to save, Dallas/Fort Worth (DFW) is the cheapest airport to fly into from Chicago Midway Airport. If you have onward travel, don't forget to factor in the cost of your journey by train, bus or domestic flight.
  • Start your trip in New York, which is the most popular destination in the United States. From there, it's easy to continue on to other popular destinations such as Las Vegas, Chicago and Orlando.
  • If you want the shortest trip, choose the Chicago Midway Airport to the United States nonstop route. If you'd rather save money, the route via Cincinnati Cinci./N. Kentucky (CVG) is usually the cheapest.

Reviews of the top 5 airlines serving from Midway to the United States

 
Need help choosing which airline to fly with from Midway to the United States? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
SouthwestOverall score based on 4214 reviews
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

8.0 ExcellentEmmalee, Oct 2026
Read more Southwest reviews

Multiple delays due to weather in Chicago, but the crew did their best to get flights rescheduled and on to their destination. I felt like the crews handled a frustrating situation very well, kudos to them! I was very glad to not have a cancelled flight.

Southwest’s point to point system caused a 2 hour delay due to the crew being late from their inbound flight. Also, the WiFi and entertainment didn’t work on the plane.

A) Checked my luggage at the gate but never got to pre board B) if we are helping with checking our carryon and waiting 40 minutes for it we should have some privileges c) luggage took 40-45 minutes to come.. d) I asked for another snack and was told the plane is full.. seriously a small snack

I like the staff members they were super nice and helpful very sweet people :)

Boarding process of asking for volunteers to check bags goes against the system you had before with 2 bags checked free. This process is more of a guilt trip than a caring attitude toward the customer. In addition bag-size scrutiny has increased which also slows down the process of boarding. My wife said she will not fly on your airline again unless there is no other option.

Overall good, just screaming kids in the area the whole flight.

OKay. I sat in the back of the plane and it was really loud between babies and little kids, and adults who.like to talk a lot and loudly most of the flight.

The first time I flew in the extra legroom section. It was difficult to notice a difference. I had bad luck with my neighbors. The crew was okay. Southwest has reduced the live TV options.

I flew twice this week on Southwest, was delayed over 2 hours both ways. From Pittsburgh to Chicago it was due to weather but the gate agents, pilot etc were great at updating everyone. Today from Midway to Pittsburgh the plane had come from an international location, kept getting delayed, no information was given until we were delayed for the third time. It was ridiculous, whoever scheduled that plane to fly to Pittsburgh after didn’t consider a lot of things.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

I'm 6' 2" and even in economy plenty of leg room

Horrible experience. Delta delayed the flight to 11pm which happens. Apparently the pilots were there but we were waiting for flight attendants to arrive from Detroit and they were delayed. They could have made arrangements but that’s fine. What was truly horrible was that at 10:50pm the pilot comes out and says the flight will be cancelled but hasn’t been cancelled yet in the system. It’s being cancelled because the pilots have timed out. As soon as that plane got delayed past 10:50pm delta knew it couldn’t fly. Yet they made us wait around for hours. When the flight finally got cancelled all the area hotels were booked and flights for the next day were unavailable until midday. All I wanted was to spend one day with my family before needing to fly abroad on another delta flight. That will be my last flight with them. I’ll take my 800k miles flown and annual spend to an airline that isn’t so thoughtless.

THI IS THE 3RD CONSECUTIVE FLIGHT FROM ORD TO MSP THAT HAS BEEN DELAYED 2+ HOURS. CRAZY

The plane was a rather tired 737-800, with old style small luggage bins. Poor air flow. USB charger in the infotainment system was not functioning. The flight was 2 hours late due to crew rest requirements (not their fault). On arrival in Seattle, waited on the tarmac for 30 minutes with very few updates from the crew.

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

Very easy to use and convenient, you can perform any action within the same portal

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

Stop changing gates. Stop cancelling flights Stop moving my seat.

The employees at Sioux Falls airport were friendly and helpful. As a veteran/retired military Allegiant allows two checked bags, one carry on bag and a seat on the plane all at no cost. The flight crew and pilots were friendly and very competent.

The check-in and flight crew employees are excellent. The flight was good and the seats were adequate.

The flights to and from Cincinnati were great at being on time for both, departures and arrivals. The planes could use some updating.

It was a dismal experience. The flight was delayed for 4 hours, and we spent hours in the plane, without air, during the summer. We were not provided with water, and the medical assistance was inadequate when it arose.

The landing the pilot was very smooth. The flight attendant was kind of rude.The boarding the plane in punta Gorda was not great made us wait out in the heat 😞

My exit seat was very comfortable Coffee was to be purchased but sodas free 😏

It was on time. Flight was comfortable. Staff was nice. It was the way a flight should always be.

The plane had originated in Las Vegas at 6:30 in the morning and flew to Moline where we boarded. The flight left around 12:30 PM and there were no boxed snacks available and many of the alcoholic beverages were unavailable. I would find it hard to believe that that many of the passengers coming from Las Vegas at 6:30 in the morning, drank and ate that much of the items. I can only come to the conclusion that someone failed to stock the plane for the round-trip. This is a huge revenue failure for the airline and disappointment for the passengers. The flight crew did not seem happy to be there and did not engage with passengers. Allegiant you can do better.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

I went to lower my tray table and it was very nasty. Looks like some one had left some food on it and then just closed it up.

There was more leg room in what was most likely a basic assigned seat (row 25) then on other airlines I've flown lately.

They lost my luggage and have ruined first day of my vacation. Still don’t have it. I have nothing. I also paid for a seat I did not get. They changed both our seats with no notice. Will never fly this airline again.

My overall experience with JetBlue was pretty poor and disappointing. We originally booked a DIRECT flight home from Boston on 9/28 at 8:00pm even though it cost more than the non direct flights. With no reason other than "unforeseen circumstances", our flight home Monday was cancelled and we were rebooked on a 7:00am flight on 9/29 with a layover in JFK. We were traveling with sick kids coming home from a funeral of a loved one and needed to be at work on Tuesday so paying extra for a flight home Monday was something we had to do. The original direct flights were considerably more expensive than the non direct flights- so I don't understand how Jetblue did absolutely NOTHING to compensate or right their mistake. We will not be booking with them in the future because they are not reliable and they showed no remorse nor did they make any attempt to make things right. The least they could have done was credit the difference in cost of flight because I know our original flights cost more than the one we were rebooked on. Once again- we will not be flying with them in the future and will advise family and friends to be aware of the risk you run when giving them your business. Do better.

The flight attendant was snarky and the flight took off very late. I know it was an issue with air traffic control and the runways in Boston, so not really anyone's fault, but very frustrating, I missed an important meeting because of rgr delay. They didn't offer headphones to watch the TV, but luckily I remembered my own and was able to enjoy watching a movie.

Terrible. We originally booked a direct flight from BOS to MCO on 9/28 at 8:00pm and it was cancelled due to unforeseen circumstances and the flight we were rebooked on was on 9/29 at 7:00am with a layover in JFK. We were traveling with sick kids so leaving at such an early hour was absolutely miserable, and on top of that we all missed work which we couldn’t afford. On top of that- we paid a fortune for our flights to be direct without a layover and the flights with layovers were cheaper so at the very minimum we should have been refunded the difference. With absolutely no explanation or sympathy from JetBlue- we will avoid using them in the future due to the fact they aren’t reliable nor do they correct their mistakes.

Experience with JetBlue was poor. We were originally suppose to fly home on a direct flight on Monday the 28th at 8:00pm and we it was canceled due to “unforeseen circumstances” and we were rebooked on a 7am flight on Tuesday the 29th with a layover in JFK. Traveling with sick kids and waking up at an ungodly hour was miserable, and not only that it caused all of us to miss work. We intentionally flew our Monday on a direct flight and the direct flight was far more than the non direct flights on any given day. There was no compensation provided let alone a reasonable explanation. When you are charging people those type of prices for domestic same coast flights- you should be at least refunding the cost difference of the flights if you are rebooking them on a cheaper flight. I will never fly JetBlue again because they are unreliable and don’t correct their mistakes.

Wasn’t very happy with our flight home due to the fact it was cancelled with absolutely no reason. It was a direct flight at 8:00pm on Monday and they rebooked us for a 7am flight on Tuesday with a layover. Traveling with sick kids, getting up that early was miserable and on top of that we all missed a day of work that we couldn’t afford to with absolutely no apology or compensation from JetBlue. The original cost of the flights were astronomical because we flew out on Monday over Tuesday and also we paid extra for the direct flight then we would have for the flight with a layover. Super disappointed Jetblue truly could have cared less. Will avoid them in the future due to the fact they aren’t reliable nor compassionate for the inconvenience these changes cost their clients.

No WiFi, no power to charge phone, confusing boarding, delays

There is a considerable amount of people that use the wheel chair pre boarding along of large groups of family / friends. This is not right should be limited only to the person in need and the airline assistant. Some of these people use overhead bins that do not belong to them. The aircraft had a non functional wifi . The service was bad.

Flight was delayed 3 hours. No food on plane besides snacks

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

Better than expected. Staff were friendly and nice on both flights.

Just know that everything, and I mean everything is “ala cart”. 60$ just to put something in the overhead bin. I will never fly Frontier again nor do I recommend them to anyone else.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

Our flight was canceled for no known reason. We weren’t told until we were checking in at 5:00 am. This was after our last flight with Frontier where we sat on the plane for three hours (not an exaggeration) before we took off because of a mechanical issue. We won’t be flying Frontier again.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

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