$40 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 8/22. 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.
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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 Yorknonstop$177
Orlando
Orlando1 stop$162
Los Angeles
Los Angelesnonstop$211
Las Vegas
Las Vegas1 stop$240
San Francisco
San Francisco1 stop$280
Miami
Miaminonstop$201
Boston
Bostonnonstop$187
Washington, D.C.
Baltimorenonstop$220
Fort Lauderdale
Fort Lauderdale1 stop$182
Denver
Denvernonstop$217
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$109
Dallas
Dallasnonstop$159
Tampa
Tampanonstop$171
Houston
Houstonnonstop$180
San Diego
San Diegononstop$307
Honolulu
Honolulu1 stop$667
Philadelphia
Philadelphia1 stop$240
New York
New Yorknonstop$177
Orlando
Orlando1 stop$162
Los Angeles
Los Angelesnonstop$211
Las Vegas
Las Vegas1 stop$240
San Francisco
San Francisco1 stop$280
Miami
Miaminonstop$201
Boston
Bostonnonstop$187
Washington, D.C.
Baltimorenonstop$220
Fort Lauderdale
Fort Lauderdale1 stop$182
Denver
Denvernonstop$217
Seattle
Seattlenonstop$355
Atlanta
Atlantanonstop$109
Dallas
Dallasnonstop$159
Tampa
Tampanonstop$171
Houston
Houstonnonstop$180
San Diego
San Diegononstop$307
Honolulu
Honolulu1 stop$667
Philadelphia
Philadelphia1 stop$240

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

Wed, Jun 24 - Mon, Jun 29
Frontier Logo
12:04 pm - 3:18 pm
MDW
-
ATL
2h 14mnonstop
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
$109Frontier
Thu, Aug 20 - Sat, Aug 22
Frontier Logo
12:27 pm - 3:41 pm
MDW
-
ATL
2h 14mnonstop
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
$114Frontier
Wed, Jun 10 - Wed, Jun 10
Frontier Logo
12:04 pm - 3:18 pm
MDW
-
ATL
2h 14mnonstop
Frontier Logo
9:05 pm - 10:11 pm
ATL
-
MDW
2h 06mnonstop
$115Frontier
Thu, Jul 2 - Wed, Jul 8
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, Jul 1 - Wed, Jul 8
Southwest Logo
7:10 pm - 9:45 pm
MDW
-
HOU
2h 35mnonstop
Southwest Logo
9:25 pm - 11:50 pm
HOU
-
MDW
2h 25mnonstop
$180Southwest
Wed, Sep 9 - Wed, Sep 16
Southwest Logo
12:35 pm - 7:20 pm
MDW
-
MCO
5h 45m
1 stop
Southwest Logo
7:35 am - 9:20 am
MCO
-
MDW
2h 45mnonstop
$181Southwest
Thu, Jul 2 - Sun, Jul 5
Southwest Logo
7:45 pm - 10:55 pm
MDW
-
LGA
2h 10mnonstop
Southwest Logo
6:00 am - 7:20 am
LGA
-
MDW
2h 20mnonstop
$182Southwest
Tue, Jul 21 - Tue, Jul 28
Delta Logo
6:00 am - 12:21 pm
MDW
-
EWR
5h 21m
1 stop
Delta Logo
6:00 am - 9:08 am
EWR
-
MDW
4h 08m
1 stop
$197Delta
Wed, Aug 12 - Tue, Aug 18
Delta Logo
5:10 pm - 10:46 pm
MDW
-
HOU
5h 36m
1 stop
Delta Logo
10:50 am - 4:15 pm
HOU
-
MDW
5h 25m
1 stop
$197Delta
Fri, Jul 3 - Tue, Jul 7
Delta Logo
9:17 am - 3:59 pm
MDW
-
EWR
5h 42m
1 stop
Delta Logo
6:00 am - 9:08 am
EWR
-
MDW
4h 08m
1 stop
$202Delta
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 3 days was to New York, at $65 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 3 days was $79.

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 15% 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 $328.

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 $393, 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 $187 (return) on average. On the other hand, the most expensive months are June and February, when the average cost of round-trip tickets is $401 and $350 respectively.

Good to know

Low seasonJanuary
Cheapest flight$40
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 7% increase in price.
Flight from Chicago Midway Airport to Atlanta

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 $125 one-way - $200 round-trip; Dallas $171 one-way - $376 round-trip; Orlando $179 one-way - $331 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.
7.9
SouthwestOverall score based on 4275 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

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.

4.0 OkayAnonymous, May 2026
MDW - LAX
Read more Southwest reviews

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.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

No gluten free snacks. Seats felt worn or bare bones even though it was a new 737 MAX 8.

One major problem that was very unprofessional and uncalled for. Plane landed and we had to wait 20 minutes to get off the plane since they were waiting for someone to come to the gate to drive the jetway. Southwest couldn't have someone available and waiting for the plane to land? Is there only one person in Hobby airport who knows to drive the jetway? Was he at lunch? In the bar? Uncomfortable and uncalled for!

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

I'm glad it wasn't only 75% full because I could get a good seat

if I was good. Not happy that I have to pay extra money to get the seat I need for lake room, but I guess that’s a sign of the times.

Seats were very comfortable. They tilted back. Drinks and snacks were free and served 3 times. Attendants were awesome.

Plane was clean and comfortable. Flight attendants and gate staff were professional, friendly and efficient. Boarding and deplaning were orderly and efficient. All in all, the typical excellent Southwest experience.

Truly terrible. Will never willingly fly southwest again. Seats are worse than before they switched to assigned seating. One flight attendant was the opposite of helpful (rude, unhelpful, dismissive, and as my stranger seatmate said unprompted: a total prick). This caused me, 15 minutes into the flight, to book an alternate return flight home on a competing airline (first class 1.2k purchase instead of my existing planned flight) just so I would not have to ever be on that aircraft, with that terrible service person, with those horrific seats ever again.

I continue to be satisfied with Delta’s excellent service out of LGA. The digit id works well and gets me through security in no time. Whenever possible, I choose Delta.

Was revoked with Jet Blue due to delay from Kenya Air

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

Smooth flight. Left on time, and got in 15 minutes early. Onboard video was great

For some reason, TSA Atlanta didn’t have my bag on the flight on time and they don’t have to provide Delta a reason for that.

WiFi didn’t work on two of four planes. Flight attendants were not overly friendly or welcoming. Planes were extremely slow to board and deplane.

Delta does a great job with entertainment and free wifi. I can still be in touch with my colleagues while in the air.

Aside from a completely packed plane, I really have no complaints.

Bus to plane was delayed for no apparent reason and our luggage was still on the belt when they shut it off. Took about 20 minutes to turn it back on to get our luggage.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Seats were very uncomfortable and being charged for snacks and water.........

Allegiant actually impressed me, original inbound flight from PBG was so late they gave us a bird inbound from Des Moines and only left 1h late and gained 40 minutes back in the air. Comfortable flight with no frills but no complaints.

Flight was delayed. Crew was good but hot coffee was not available.

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.

THEY WENT OUT OF BUSINESS AND CANCELED FLIGHT. REPLACEMENT FLIGHTS WERE 300% HIGHER SO MY FAMILY COULD NOT GET TOGETHER. WHY AM I GETTING THIS SURVEY?????

If there WAS a flight it would have been EXCELENT..Maybe?

It would have been better IF IT HAD NOT BEEN CANCELED!!!!

The airline cancel mi flight, lost a lot of money!!!

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.

Flight was delayed for 12 h. They should stop overlooking flights.

There weren't enough employees at check in took awhile to get bags checked. There wasn't a wheel chair for me, I was sent to someone who turns out to work for a different airline, if My flight hadn't been delayed I probably would have missed my flight as it was, by the time I arrived at my gate, they started boarding in about 15 minutes. I don't know who took me to my gate, definitely was not the normal people who take passengers to the gate. I'm guessing she may have been in a management position. I wish I knew her name, she went beyond to help me. With that said everyone was kind, and were doing the best they could. So, I choose to say it was an Adventure, stressful start, but good. In the end went well. The situation was not only difficult for passengers but the employee's.

The staff at the check in counter was so rude. Made you feel Incompetent

Frontier scheduled a 40 minute connection in DEN. What they failed to mention was that they “close the doors” 20 mins prior to departure, which means you only have 20 mins. Not enough time. Possibly against DOT regulations. Filing complaint.

Flight was scheduled at 9:40pm. Got delayed to 10 am, the next day. crazy

The bag check, flight check-in, and onboard experience convinced my wife and me that we will actively go out of our way to avoid flying Frontier Airlines in the future. At bag check, we were informed that check-in could only be completed via the Frontier mobile app. Unfortunately, the app was extremely frustrating—sending us through repetitive, confusing loops that repeatedly forced us to decline add-on services with nearly every click. While most airline apps upsell, this one felt intentionally exhausting. As the process dragged on, we became genuinely concerned that my phone battery would die before check-in could be completed. We approached the bag check staff—who were standing together talking—and explained both our frustration and our predicament. They laughed. Later, my wife described the interaction as “gaslighting,” which felt accurate. We were then informed it would cost $25 per person simply to have our boarding passes printed. From that point forward, the tone of the experience was consistently hostile. The bag check employees were condescending and combative, behaving more like bullies than customer service staff. Unfortunately, that same attitude continued onboard. One flight attendant argued with me when I attempted to stow my backpack in the overhead bin. I explained that we had each paid $75 to check our bags specifically so we would not need to use carry-on space and could have adequate legroom. She demanded to see my ticket, pointed out that it said “no carry-on”—which I acknowledged—and I reiterated that this was precisely why we paid to check our bags. Her response was, “I don’t make the rules.” She then walked away, but not before asking if I “truly wanted to fly back to Chicago today?”—an unnecessary and unmistakable threat. It is also worth noting that despite booking our tickets together in the same transaction, we were not seated together. Upon our return to Chicago—where we could once again sit together—we compared onboard experiences. We both remarked on how unhappy the flight attendants appeared and how each of us was separately asked whether we would like to purchase a beverage. We declined. At no point was water mentioned as an option, leaving us with the clear impression that even water came at a cost—or that complimentary water, if available at all, was deliberately left unmentioned. Overall, the experience was shocking and deeply disappointing, but it was also a profound learning experience—one we will not forget and will not repeat. -Steve

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.

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

Information on your arrival and departure airports