$44 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 1/23. 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
Newarknonstop$105
Orlando
Orlandononstop$93
Los Angeles
Los Angelesnonstop$156
Las Vegas
Las Vegas1 stop$134
Miami
Miaminonstop$99
San Francisco
San Francisco1 stop$238
Boston
Boston1 stop$126
Washington, D.C.
Baltimore1 stop$128
Denver
Denver1 stop$113
Fort Lauderdale
Fort Lauderdale1 stop$122
Seattle
Seattle1 stop$182
Atlanta
Atlantanonstop$92
Dallas
Dallasnonstop$89
Tampa
Tampa1 stop$128
Houston
Houstonnonstop$87
Honolulu
Honolulu2 stops$468
San Diego
San Diego1 stop$162
Philadelphia
Philadelphia1 stop$128
New York
Newarknonstop$105
Orlando
Orlandononstop$93
Los Angeles
Los Angelesnonstop$156
Las Vegas
Las Vegas1 stop$134
Miami
Miaminonstop$99
San Francisco
San Francisco1 stop$238
Boston
Boston1 stop$126
Washington, D.C.
Baltimore1 stop$128
Denver
Denver1 stop$113
Fort Lauderdale
Fort Lauderdale1 stop$122
Seattle
Seattle1 stop$182
Atlanta
Atlantanonstop$92
Dallas
Dallasnonstop$89
Tampa
Tampa1 stop$128
Houston
Houstonnonstop$87
Honolulu
Honolulu2 stops$468
San Diego
San Diego1 stop$162
Philadelphia
Philadelphia1 stop$128

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

Fri, Jan 23 - Fri, Jan 30
Frontier Logo
9:45 am - 12:30 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
1:30 pm - 3:49 pm
DFW
-
MDW
2h 19mnonstop
$89Frontier
Sun, Jan 11 - Sun, Jan 18
Frontier Logo
9:15 am - 12:05 pm
MDW
-
DFW
2h 50mnonstop
Frontier Logo
3:00 pm - 5:20 pm
DFW
-
MDW
2h 20mnonstop
$92Frontier
Sat, Feb 21 - Sat, Feb 28
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
10:44 am - 9:39 pm
DFW
-
MDW
10h 55m1 stop
$93Frontier
Mon, Jan 12 - Tue, Jan 27
Frontier Logo
4:31 pm - 8:18 pm
MDW
-
MCO
2h 47mnonstop
Frontier Logo
6:10 am - 12:05 pm
MCO
-
MDW
6h 55m1 stop
$93Frontier
Sat, Feb 14 - Sat, Feb 21
Frontier Logo
9:15 am - 12:00 pm
MDW
-
DFW
2h 45mnonstop
Frontier Logo
10:44 am - 9:33 pm
DFW
-
MDW
10h 49m1 stop
$94Frontier
Mon, Jan 12 - Sat, Jan 17
Multiple Airlines Logo
4:31 pm - 8:18 pm
MDW
-
MCO
2h 47mnonstop
Multiple Airlines Logo
8:45 pm - 12:02 am
MCO
-
MDW
28h 17m1 stop
$100Multiple Airlines
Tue, Jan 13 - Sat, Jan 17
Southwest Logo
3:40 pm - 5:45 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
6:20 am - 11:50 am
LAS
-
MDW
3h 30mnonstop
$145Southwest
Sat, Feb 14 - Sat, Feb 21
Southwest Logo
6:15 pm - 9:55 pm
MDW
-
TPA
2h 40mnonstop
Southwest Logo
7:45 pm - 9:30 pm
TPA
-
MDW
2h 45mnonstop
$147Southwest
Sat, Jan 17 - Tue, Jan 20
Southwest Logo
7:45 pm - 10:30 pm
MDW
-
LAX
4h 45mnonstop
Southwest Logo
11:30 am - 6:50 pm
LAX
-
MDW
5h 20m1 stop
$156Southwest
Sat, Feb 21 - Sat, Feb 28
Southwest Logo
6:15 pm - 9:55 pm
MDW
-
TPA
2h 40mnonstop
Southwest Logo
6:50 am - 8:35 am
TPA
-
MDW
2h 45mnonstop
$157Southwest
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 $39 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 $60.

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 $382, 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 $167 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $285 and $279 respectively.

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

The average price of all round-trip flights from Chicago Midway Airport to the United States clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from Chicago Midway Airport to United States, look for departures on Saturdays and avoid leaving on a Thursday, as it's usually the priciest day. When flying back from United States, Tuesday is the cheapest day to fly and Sunday is the most expensive.

Good to know

Low seasonSeptember
Cheapest flight$44
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 2% increase in price.
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.

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

    The cheapest time of day to fly to the United States is generally in the evening, when round-trip flights cost $206 on average. Morning departures are around 16% 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 $267.

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 - $140 round-trip; Orlando $108 one-way - $188 round-trip; Phoenix $123 one-way - $190 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 4256 reviews
8.1Boarding
7.0Food
8.6Crew
8.0Comfort
7.5Entertainment
Airline reviews

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

4.0 OkayChad, Dec 2025
BNA - PNS
Read more Southwest reviews

Okay, not wonderful. Short flight. Wi-fi didn't work properly. Stuck waiting for a gate to open upon arrival for 20 or so minutes.

They sent a notice that they were boarding an hour early. We had to leave the club and run to the gate. They said sorry, that came from corporate and was a mistake. They did not have enough seating because the flight before it had not taken off on time. They moved our gate and delayed it for an hour.

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

Still a fan of open seating. Flight was on schedule and arrived on time. The 737 MAX is very comfortable.

Airline travel is always too cramped to really be pleasant, but the cabin crew on this flight did a pretty good job of making up for it by putting on some music during boarding and sprinkling a few funny remarks into the safety briefing and announcements, and just generally being friendly and helpful. It definitely reminded me of why I prefer the in-flight experience on Southwest!

No delays and arrived to destination 30 min early. Staff was super friendly.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

It was rough. The staff was unprofessional, the choice of on board drinks terrible, it was cramped in space at every airport, they always ran out of overhead bin space so they pressured people to check bags for free or we couldn’t leave on the plane— so I did check my bag to help, and they nearly lost my bag. My bag did not arrive on the luggage belt, another man on my flight and I had to waste our time going to the baggage office to search for our bags. I would only fly southwest again if it was my last choice. Also, my flights were consistently delayed over and over again— at one point they straight up told us we were waiting for the pilot to arrive.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

The plant way delayed departing by 3 hours. It was an old airplane with broken seats and armrests. The bathroom made a hollering sound. A really crappy flight experience and travel day all around.

Flight delays both to Detroits and return flight . The flight to Detroit was associated with mechanical difficulty

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

Wasn't a Delta issue I don't think, but seems there was a Delta flight at each of the 2 Dallas airports at the same exact time, both to Atlanta. I was evidently booked on the one at Love Airport, but the Carey transport shuttle took me to DFW instead and I ended up missing the flight by just a few minutes. Was able to book a Southwest flight from Love Airport, but was a big loss of time and an inconvenience.

Great. I had to modify a flight. That was easy and free. Thank You

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

It was fine. Nobody was outstandingly friendly but no one was rude and everything was smooth . The captain thanked us for flying but no one greeted me as I walked on the plane or as I exited which is the least they could do lol

Clean, friendly, roomy. But check-in from the phone link was terrible. Repeated attempts wouldn’t save at the final step. Just kept spinning! It was very frustrating. Finally, I used the app (vs website link) to check-in which worked very smoothly on the first attempt.

Check in on the web portal was cumbersome! After several attempts I finally got the boarding pass.

Excellent flight and even arrived 23 min early. No entertainment , or wi fi on board, but I downloaded a couple of movies beforehand which kept me entertained. Really like flying Allegiant airlines.

WE were delayed about an hour and never any communications from the employees working the gate. We also were moved to a total of three gates.

I love how they show love to their customers and care about them too.

I liked how when I got on board how fast we ended up taking off but what I truly disliked was how uncomfortable the seats were. There was truly never a time that I could ever get comfortable during both of my flights. The seats could get away during shorter flights but flights 3 hour plus makes it hard to enjoy.

The crew was great and the flight was very smooth. Can’t really judge food since I did not get any because it costs money. The seat was comfortable for what we bought. Thanks!

Crew was great. No entertainment and food and beverage was for purchase only, even water

It was canceled. The flight wasn’t rescheduled, everyone had to figure out their own new arrangements. They said we would get refunded our original fare and receive an additional $150. We received links for $100 only and they expired before we could activate them.

Spirit cancelled the flight very late last night, I was on the way to the airport when I found out

First time in a decade I threw up on the flight, turbulence was terrible!! The staff were kinda rude at times.

Boarding was good, clearly explained and efficient. Staff were helpful, I would've liked a place to get coffee that wasn't Starbucks

The most horrible flight ever not only Spirit delayed our flight 2 hours departure time for a 1 hour flight — that I could have driven FLL to TPA and spend less time on the road —- and they did the same on the return with 2-hr delay again!!! Then to top all, the rubber like and most unconfortable seats in the industry with no leg room!!! There should be an award for these kinds of companies measuring % of returning customers!!!

The flight was cancelled and Spirit said they could not rebook me on another flight for six days. They said they couldn't do anything for another six days.

Flight was on time, Newark staff, especially Nathan, very helpful, and plane crew to RDU very good without being pushy. We arrived early, and had a gentle landing.

See my last comment for the first leg. That should’ve been in here

Horrible. Arrived at my gate at 6:37 for a 6:50 flight and was denied by staff to board. Literally watched my flight leave from the window and it didn’t take off until after 7am. Tried to talk to staff and they were rude beyond compare. Will never fly with this airline again.

Our flight got rescheduled 48 hours later, the airline didn’t pay a penny for our expenses.

We had to sit and wait for almost an hour after landing and taxiing to the gate. The jet bridge was broken so we just waited and waited and waited and it was inconvenient, hot, and unnecessary.

Not clean and was told I would get a great seat and it was not great at all

Flight got delayed for 5 hours no good explanation was offered ;(

Horrible. I would never fly Frontier again. The booking process is tricky at best, but fraudulent in my opinion. Frontier customer service did nothing to rectify my purchase -- I ended up paying more than double what I could have gotten from other airlines and nearly triple what I thought I was buying from Frontier. Their booking practices are unfair to the consumer.

Delayed. Text notifications were slow. Not much information o what was happening. Boarding was slow and confusing. Wasn’t even offered water other flight. Had to ask. No entertainment at all. Felt like.a Greyhound bus.

When I wanted to check in 3 hours prior to boarding time, the employees mentioned “a little over an hour delay” so I waited for an hour then I went to go look for food in the terminal and most people from that flight were in the same area looking for food. Finally I decided after food to check to see if it’s anytime closer and now it’s 2 mins until boarding closes?! What are you kidding me? I didn’t receive anything via sms about boarding now nor via email or on the intercom. I luckily made it through, barely, and then there’s no room for my carry on mind you I’m in the very first row so I had to place my purse in one further row back and my carry on sections down. Not sure who pays for better seats to get your stuff placed all over the plane but that was the worst experience I’ve ever had flying with anyone.

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

There was no one at the counter to assist with our check in. The app didn’t work, so I arrived at the airport with time to check in and I couldn’t because no employees were there. When I finally got someone on the phone, it was inside the 60min rule and they said I could no longer check in and they could sell me another ticket. We had to scramble and pay an additional $800 for tickets and THEN AFTER (about 60 min from my original convo with customer service and 10min after original departure time) I had boarded my new flight, there was email saying my original flight from Frontier was delayed and leaving 2hr 50min later, but I STILL wouldn’t have been able to check in. Which means customer service should have been able to see it and let me check in because I was well within my check in time. When I call Frontier, they hang up on me. So their app didn’t work and they employees left and they take zero responsibility or assistance with their “customer service”

Terrible. Flight cancelled with no reasoning and no flights to rebook. Employees were useless and did nothing to help. Did not even know where to retrieve luggage from the cancelled flight. Flyers beware.

No fault of Frontier staff: plane was very late, reached Orlando at 1 am, took a while to get luggage. Weather, gov financial shutdown impact on TSA, air controllers seemed to have multiple flights backed up. Frontier staff seemed to cope as gracefully as possible. It did reassure me that I and my new hip could adapt to travel challenges. Food/entertainment were irrelevant to my trip.

Terrible. The canceled my entire flight when I requested a refund for a trip frontier canceled trip one way.

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

Information on your arrival and departure airports