$54 Find Cheap Flights from Chicago Midway Airport to United States

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to the United States departing on 5/26. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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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 72 hours
New York
New York1 stop$151
Orlando
Orlando1 stop$140
Los Angeles
Los Angelesnonstop$199
Las Vegas
Las Vegas1 stop$200
San Francisco
San Franciscononstop$265
Miami
Miami1 stop$132
Boston
Boston1 stop$160
Washington, D.C.
Baltimorenonstop$177
Fort Lauderdale
Fort Lauderdale1 stop$131
Denver
Denver1 stop$166
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$108
Tampa
Tampa1 stop$143
Houston
Houston1 stop$140
San Diego
San Diego2 stops$231
Honolulu
Honolulu1 stop$494
Philadelphia
Philadelphia1 stop$183
New York
New York1 stop$151
Orlando
Orlando1 stop$140
Los Angeles
Los Angelesnonstop$199
Las Vegas
Las Vegas1 stop$200
San Francisco
San Franciscononstop$265
Miami
Miami1 stop$132
Boston
Boston1 stop$160
Washington, D.C.
Baltimorenonstop$177
Fort Lauderdale
Fort Lauderdale1 stop$131
Denver
Denver1 stop$166
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$108
Tampa
Tampa1 stop$143
Houston
Houston1 stop$140
San Diego
San Diego2 stops$231
Honolulu
Honolulu1 stop$494
Philadelphia
Philadelphia1 stop$183

Book Cheap Midway to the United States Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to the United States that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midway to the United States

Thu, May 28 - Sat, May 30
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$108Frontier
Thu, May 28 - Sat, May 30
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$111Frontier
Mon, May 18 - Tue, May 19
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$112Frontier
Fri, May 29 - Tue, Jun 2
Frontier Logo
3:07 pm - 5:50 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
11:55 am - 2:12 pm
DFW
-
MDW
2h 17mnonstop
$113Frontier
Tue, May 12 - Wed, May 13
Multiple Airlines Logo
12:24 pm - 7:10 am
MDW
-
FLL
17h 46m
1 stop
Multiple Airlines Logo
3:11 pm - 10:02 pm
FLL
-
MDW
7h 51m
1 stop
$131Multiple Airlines
Tue, May 12 - Tue, May 19
Multiple Airlines Logo
12:24 pm - 7:10 am
MDW
-
FLL
17h 46m
1 stop
Multiple Airlines Logo
2:18 pm - 10:02 pm
FLL
-
MDW
8h 44m
1 stop
$132Multiple Airlines
Tue, Jun 2 - Tue, Jun 9
Southwest Logo
8:40 pm - 11:20 pm
MDW
-
HOU
2h 40mnonstop
Southwest Logo
4:30 pm - 6:55 pm
HOU
-
MDW
2h 25mnonstop
$169Southwest
Fri, Jul 3 - Sun, Jul 5
Southwest Logo
5:15 am - 8:15 am
MDW
-
LGA
2h 00mnonstop
Southwest Logo
6:00 am - 7:20 am
LGA
-
MDW
2h 20mnonstop
$177Southwest
Wed, May 27 - Tue, Jun 2
Delta Logo
10:59 am - 4:09 pm
MDW
-
HOU
5h 10m
1 stop
Delta Logo
1:06 pm - 9:09 pm
HOU
-
MDW
8h 03m
1 stop
$197Delta
Sat, May 30 - Tue, Jun 2
Delta Logo
5:10 pm - 10:26 pm
MDW
-
HOU
5h 16m
1 stop
Delta Logo
1:06 pm - 9:09 pm
HOU
-
MDW
8h 03m
1 stop
$208Delta
Booking Insights

KAYAK's insights & trends for Midway to the United States flights

Get data-powered insights and trends into flights from Midway to the United States to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to the United States flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to the United States from Chicago Midway Airport found in the last 72 hours was to New York, at $56 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Atlanta (ATL), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $76.

What is the cheapest time of day to fly to the United States?

The average price for all round-trip flights from Chicago Midway Airport to the United States depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to the United States is generally in the evening, when round-trip flights cost $207 on average. Morning departures are around 13% more expensive than evening flights, on average. The most expensive time of day to fly to the United States is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $323.

Can I save money by flying with a layover from Chicago Midway Airport to the United States?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $370, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to the United States, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Chicago Midway Airport to the United States is October, when tickets cost $189 (return) on average. On the other hand, the most expensive months are February and November, when the average cost of round-trip tickets is $347 and $343 respectively.

Good to know

Low seasonJanuary
Cheapest flight$54
Best time to beat the crowds with an average 1% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

FAQs - booking United States flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to United States?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to United States.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to United States?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to United States is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to United States?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to United States with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to United States?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to United States up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to the United States

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $113 one-way - $166 round-trip; Dallas $171 one-way - $302 round-trip; Orlando $153 one-way - $279 round-trip

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.
8.0
SouthwestOverall score based on 4314 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

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

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Great. No choice for n/a. No food or entertainment options

No food is available without purchasing it and there is no in-flight entertainment. Both of these are OK because we got an inexpensive flight from Allegiant and, otherwise, our experience was excellent.

just had water and there was plenty of leg & seat room. But then i don't weight 220#s!!

Not totally their fault- screaming kids that had zero parent intervention.

It was cold on the flight. The crew was very pleasant. I didn't order any food. We were delayed due to Captain waiting on maintenance log. He kept us informed though. The flight itself was smooth. I would definitely fly with Allegiant again!

I had a fantastic experience with Allegiant. I had wheelchair assistance and they helped me find my luggage and brought me to my car. Even loaded my luggage. Wonderful service!! Thank you Allegiant!

Superb. Staff great. Great flight. As with other airlines, seating too tight and restrictive.

There is not one likable thing about this airline. It’s starts with the deceptive pricing and continues through the whole flight. The worst staff I’ve ever experienced way over priced bags absolutely no food or drink (unacceptable and you should be embarrassed) the seats are cramped and uncomfortable there is no entertainment there is nothing about this trash airline that constitutes any amount of money. It’s worse than spirit and way more expensive it is disgraceful. Do not travel with Allegiant I repeat do not bother no matter what they say the price is it is never ever going to be the right choice I’m mind blown at how awful the entire experience was I’m embarrassed that I chose so poorly I cannot reiterate enough how beyond horrible this company and its staff are, not one person on this flight or at the airport is qualified to sweep up trash on a city sidewalk they should certainly never be given any job that requires a brain or manners or communication with human beings, what a disgrace to the human race. Your criminal chiselers and should be put out to pasture

Great flight. Friendly staff. Free snacks and drinks would be nice. I would love fewer taxes and fees added on.

My 90 year old father flew with me. He needed wheel chair assistance and is nearly deaf. The staff was amazing with him.

Everyone was nice but it's budget. There's nothing free and no entertainment

The flight was delayed for over an hour. No one at the gate said anything about the flight being delayed. I had to rely on my phone for updates. Absolutely no communication at the gate.

The AC broke and we were onboard for 2 hrs waiting for them to fix it. It was so hot and we could not get any water or anything to drink. They finally let us off the plane after the second attempt and we boarded a new plane. We didn't land till 12:15am!

The boarding process was simple but the seats were very uncomfortable. The staff lady was also very hard to understand when she spoke over the intercom about procedures and updates. Other staff members seemed like they were just tired and didnt want to be on the plane. Im used to happy attendants and being able to understand what is said over the speakers.

There was no flight. Call the airline and confirmed. I have no idea why you think that I flew on the days that you say I did.

They cancelled our flight. 2 hours before we were supposed to take off and offered us nothing! We got our money back and that was it. No other flight to get to our cruise no working with another airline or with us to get there. Terrible customer service, no apology.

We get stuck in the plane when landed during 45min and no communication from the crew People were listening to their phone and music out loud and nobody told them anything I definitely want stop booking spirit flight it is a disaster

Good: It was cheap and they got us to our destination safely. Not so Good: Gates experience with many, many nauseatingly (almost) threatening announcements about bags size and how much they were going to charge us if our bag was too big, even to the point of having a gate agent roaming around through the passengers eyeballing bags size and making people go check their bags in the sizers.

Terrible. The flight was randomly delayed in Chicago causing us to miss our connection and they offered us a flight the next day at 6 am and it would have taken till 345 to get to Pensacola. They didn’t cover any fees. Our bags also supposedly were on the flight to Pensacola and we tried to get them yesterday after driving 6 hours and nobody was available. Worst company ever and will never use them again. Had to pay for a rental. Spirit is claiming in climate weather for the delay but there wasn’t any weather issuesz it’s a bunch of bullshit and I am not happy

Checking in at desk in Chicago was horrible. Person was not friendly never smiled and said my flight was not paid for so I had to give another credit card. Then it ended up that I was charged twice. Then after arriving at my destination had to wait on the phone a long time to speak to a person to fix the double charge! Thank goodness the flight was perfect.

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Everything you need to know for your flight from Midway to the United States

Information on your arrival and departure airports