$43 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 2/19. 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
Newarknonstop$102
Orlando
Orlandononstop$105
Los Angeles
Los Angeles1 stop$190
Las Vegas
Las Vegas1 stop$168
Miami
Miaminonstop$86
San Francisco
San Francisco1 stop$244
Boston
Bostonnonstop$135
Washington, D.C.
Baltimore1 stop$119
Denver
Denver1 stop$124
Fort Lauderdale
Fort Lauderdale1 stop$118
Seattle
Seattlenonstop$197
Atlanta
Atlantanonstop$87
Dallas
Dallasnonstop$90
Tampa
Tampa1 stop$130
Houston
Houstonnonstop$84
Honolulu
Honolulu1 stop$413
San Diego
San Diego1 stop$160
Philadelphia
Philadelphia1 stop$128
New York
Newarknonstop$102
Orlando
Orlandononstop$105
Los Angeles
Los Angeles1 stop$190
Las Vegas
Las Vegas1 stop$168
Miami
Miaminonstop$86
San Francisco
San Francisco1 stop$244
Boston
Bostonnonstop$135
Washington, D.C.
Baltimore1 stop$119
Denver
Denver1 stop$124
Fort Lauderdale
Fort Lauderdale1 stop$118
Seattle
Seattlenonstop$197
Atlanta
Atlantanonstop$87
Dallas
Dallasnonstop$90
Tampa
Tampa1 stop$130
Houston
Houstonnonstop$84
Honolulu
Honolulu1 stop$413
San Diego
San Diego1 stop$160
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

Sun, Feb 22 - Thu, Feb 26
Frontier Logo
6:15 am - 10:28 am
MDW
-
MIA
3h 13mnonstop
Frontier Logo
11:28 am - 1:56 pm
MIA
-
MDW
3h 28mnonstop
$86Frontier
Sat, Mar 7 - Mon, Mar 9
Frontier Logo
6:00 am - 10:13 am
MDW
-
MIA
3h 13mnonstop
Frontier Logo
5:05 am - 7:47 pm
MIA
-
MDW
15h 42m
1 stop
$90Frontier
Thu, Apr 23 - Mon, Apr 27
Frontier Logo
4:09 pm - 7:03 pm
MDW
-
DFW
2h 54mnonstop
Frontier Logo
8:03 pm - 10:21 pm
DFW
-
MDW
2h 18mnonstop
$90Frontier
Sat, Mar 7 - Mon, Mar 9
Frontier Logo
6:00 am - 10:13 am
MDW
-
MIA
3h 13mnonstop
Frontier Logo
5:05 am - 7:47 pm
MIA
-
MDW
15h 42m
1 stop
$91Frontier
Sat, Mar 28 - Mon, Apr 6
Frontier Logo
9:16 pm - 11:59 pm
MDW
-
DFW
2h 43mnonstop
Frontier Logo
8:55 pm - 11:13 pm
DFW
-
MDW
2h 18mnonstop
$91Frontier
Wed, Feb 18 - Wed, Feb 25
Multiple Airlines Logo
7:00 am - 5:02 pm
MDW
-
FLL
9h 02m
1 stop
Multiple Airlines Logo
12:09 pm - 7:07 pm
FLL
-
MDW
7h 58m
1 stop
$118Multiple Airlines
Fri, Apr 17 - Sun, Apr 19
Southwest Logo
7:50 pm - 10:55 pm
MDW
-
LGA
2h 05mnonstop
Southwest Logo
6:00 am - 7:25 am
LGA
-
MDW
2h 25mnonstop
$137Southwest
Wed, Mar 4 - Fri, Mar 6
Southwest Logo
8:30 am - 11:40 am
MDW
-
LGA
2h 10mnonstop
Southwest Logo
9:55 pm - 11:20 pm
LGA
-
MDW
2h 25mnonstop
$143Southwest
Wed, Apr 1 - Mon, Apr 6
Southwest Logo
5:50 pm - 7:55 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
11:55 pm - 5:20 am
LAS
-
MDW
3h 25mnonstop
$178Southwest
Mon, Feb 23 - Wed, Feb 25
Southwest Logo
5:00 pm - 7:05 pm
MDW
-
LAS
4h 05mnonstop
Southwest Logo
11:40 pm - 5:05 am
LAS
-
MDW
3h 25mnonstop
$179Southwest
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 Miami, at $62 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 $79.

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 $365, 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 May and January, when the average cost of round-trip tickets is $279 and $268 respectively.

Good to know

Low seasonDecember
Cheapest flight$43
Best time to beat the crowds but there is an average 20% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from Chicago Midway Airport to Miami

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 $207 on average. Morning departures are around 17% 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 $281.

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 $109 one-way - $143 round-trip; Orlando $100 one-way - $176 round-trip; Phoenix $108 one-way - $219 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 4278 reviews
8.0Comfort
7.0Food
8.6Crew
7.5Entertainment
8.1Boarding
Airline reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

10.0 ExcellentMeghan, Feb 2026
MCO - DEN
Read more Southwest reviews

I appreciate the staff who allowed me to board though I arrived a little late! Regarding the assigned seating, I had booked my flight before this change and wasn't aware of the change at the time, and so I didn't select a seat at booking as I didn't realize it was relevant. Better communication about the change would have been helpful for preparing.

Flight attendants very hospitable and friendly. Pilot flew a smooth take off and landing.

Paid for premium extra leg room but the bin space for rows 1-3 had to go in rows 4-6 and 4-6 had to go to 7-9 because flight attendants have snacks and their luggage upfront. So we pay extra to have to fight thru traffic to get our bags. Only 2nd day of new seating so hope they fix this.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

Comfort seating was on the tight side. Maybe it was a smaller plane(?)

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

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.

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!

Cancelled my flight, said next flight was 30hrs later. Had to come out of pocket $500 to get on a SW flight

All of our flights were canceled, though every other airline was flying out and in

We were on the tarmac waiting for a gate at Logan for 40, minutes. The crew handled it well. Can't blame the airline.

That gate is like a ducking shelter at Newark No where to sit Outlets that don’t work Bathrooms that are dirty

Everything was good. On time, boarding fast, flight attendants friendly.

Great, but seats are terrible. Way too cramped for any human.

Spirit has always and will always stink. Absolute worst airline around.

It was smooth sailing snags we had a really smooth landing and a great flight!

The entire experience was so surprisingly pleasant. And the blocked extra seat between us was such an amazing and nice bonus. Great experience all around and I can’t wait to fly with spirit again!

Everything was OK, the deicing took a long time, our connections were almost missed.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

Good for a budget airline! It was easy to get on, staff was really nice. Can’t say anything about the food or entertainment because it wasn’t available, which is fine.

I am writing to express my disappointment with my recent Frontier Airlines flight. I was charged $99 at the gate because my bag was said to be too large, yet once onboard there was no available overhead bin space, and I was required to place the bag under the seat in front of me anyway. This made the charge feel unnecessary and unfair. Additionally, before the flight even took off, I was asked to move from the seat I paid for into a middle seat so another passenger and her cat could have my seat to themselves. I was not offered compensation or an explanation for being moved from a paid seat. Between the unexpected bag fee and being forced to give up my seat, this experience fell well below acceptable customer service standards. I would appreciate a review of this situation and appropriate compensation.

It was costly and difficult to check in. $85 to take a small suitcase with me, carry on or checked and $75 on the return trip, Plus $25 if I didn't check my self in check in $25, because I couldn't do it on the kiosk. Small very uncomfortable seats, waited on the runway for near an hour each way. It was my worst flight to date.

It was ok. It was expensive to check 2 bags ($75.00 per bag), and then it took a long time to wait for shuttle to take us from one terminal to the terminal where the plane was taking off at LAX. And all of this for a flight where we had to pay for any food or drink that was not water.

It didn’t happen. I booked it and then was told it wasn’t available and then forced to pay far higher prices for a worse option

A 630departure flight Delayed 6hours! They changed my gate, I moved to the new gate. Had our flight on the screen for 12noon departure. I go get above to eat, check screen again and the flight was gone, no notice no announcement, nothing!! They sent my bag on the flight I wasn’t on, got it back to me 3days later. Thank goodness they did refund my money but I will NEVER fly them again.

Due to weather, my flight was delayed, further delayed, then canceled. I eventually got through to a support person who helped me find a different route out of MSP, but to get to DIA, they didn't want to, but eventually did help with the connection ticket purchase. But even this replacement flight was delayed time and time again, and I would have missed my connecting flights and I didn't want to get stuck in a layover city, so after 12 hours at the airport with two young boys who were very tired, we just cancelled our plans and spent the week at home, instead of Nana's.

Plane and crew on board were fine. Everything else was terrible.

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

Information on your arrival and departure airports