$80 Find Cheap Flights from Chicago Midway Airport to North America - Compare and Save

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 North America departing on 9/24. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midway to North America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
Newark1 stop$202
Orlando
Orlando1 stop$209
Los Angeles
Los Angeles1 stop$198
Las Vegas
Las Vegas1 stop$239
San Francisco
San Francisco2 stops$267
Miami
Miami1 stop$181
Boston
Bostonnonstop$217
Fort Lauderdale
Fort Lauderdale1 stop$142
Washington, D.C.
Baltimorenonstop$177
Denver
Denvernonstop$213
Seattle
Seattlenonstop$317
Atlanta
Atlantanonstop$148
Dallas
Dallasnonstop$203
Tampa
Tampanonstop$209
Houston
Houstonnonstop$183
Cancún
Cancún1 stop$348
San Diego
San Diego1 stop$267
Honolulu
Honolulu2 stops$620
New York
Newark1 stop$202
Orlando
Orlando1 stop$209
Los Angeles
Los Angeles1 stop$198
Las Vegas
Las Vegas1 stop$239
San Francisco
San Francisco2 stops$267
Miami
Miami1 stop$181
Boston
Bostonnonstop$217
Fort Lauderdale
Fort Lauderdale1 stop$142
Washington, D.C.
Baltimorenonstop$177
Denver
Denvernonstop$213
Seattle
Seattlenonstop$317
Atlanta
Atlantanonstop$148
Dallas
Dallasnonstop$203
Tampa
Tampanonstop$209
Houston
Houstonnonstop$183
Cancún
Cancún1 stop$348
San Diego
San Diego1 stop$267
Honolulu
Honolulu2 stops$620

Book Cheap Midway to North America 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 North America 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 North America

Tue, Sep 22 - Wed, Sep 30
Frontier Logo
6:25 am - 9:25 am
MDW
-
ATL
2h 00mnonstop
Frontier Logo
4:55 pm - 5:51 pm
ATL
-
MDW
1h 56mnonstop
$148Frontier
Wed, Aug 26 - Tue, Sep 8
Frontier Logo
6:05 am - 9:22 am
MDW
-
ATL
2h 17mnonstop
Frontier Logo
9:44 pm - 10:47 pm
ATL
-
MDW
2h 03mnonstop
$148Frontier
Thu, Sep 10 - Mon, Sep 14
Southwest Logo
7:55 am - 4:10 pm
MDW
-
MIA
7h 15m
1 stop
Southwest Logo
7:15 am - 9:20 am
MIA
-
MDW
3h 05mnonstop
$181Southwest
Wed, Sep 16 - Thu, Sep 17
Southwest Logo
9:25 am - 1:25 pm
MDW
-
MIA
3h 00mnonstop
Southwest Logo
6:25 pm - 10:25 pm
MIA
-
MDW
5h 00m
1 stop
$181Southwest
Wed, Aug 26 - Wed, Sep 2
Delta Logo
12:46 pm - 3:45 pm
MDW
-
ATL
1h 59mnonstop
Delta Logo
9:03 am - 9:59 am
ATL
-
MDW
1h 56mnonstop
$209Delta
Tue, Dec 8 - Mon, Dec 14
Delta Logo
5:09 pm - 8:09 pm
MDW
-
ATL
2h 00mnonstop
Delta Logo
11:09 am - 12:05 pm
ATL
-
MDW
1h 56mnonstop
$215Delta
Thu, Aug 13 - Mon, Aug 17
Multiple Airlines Logo
2:49 pm - 8:04 pm
MDW
-
ATL
28h 15m
2 stops
Multiple Airlines Logo
8:59 pm - 10:03 pm
ATL
-
MDW
2h 04mnonstop
$216Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
2:49 pm - 8:04 pm
MDW
-
ATL
28h 15m
2 stops
Multiple Airlines Logo
8:50 am - 9:51 am
ATL
-
MDW
2h 01mnonstop
$238Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Volaris Logo
8:23 pm - 9:55 am
MDW
-
CUN
13h 32m
1 stop
Volaris Logo
10:40 am - 7:04 pm
CUN
-
MDW
8h 24m
1 stop
$348Volaris
Fri, Aug 28 - Mon, Aug 31
Volaris Logo
8:23 pm - 9:55 am
MDW
-
CUN
13h 32m
1 stop
Volaris Logo
10:40 am - 7:04 pm
CUN
-
MDW
8h 24m
1 stop
$364Volaris
Booking Insights

KAYAK's insights & trends for Midway to North America flights

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

What is the cheapest Chicago Midway Airport to North America flight route?

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

The cheapest ticket to North America from Chicago Midway Airport found in the last 5 days was to Atlanta, at $149 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 5 days was $149.

What is the cheapest time of day to fly to North America?

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

The cheapest time of day to fly to North America is generally in the evening, when round-trip flights cost $228 on average. Morning departures are around 10% more expensive than evening flights, on average. The most expensive time of day to fly to North America is generally in the afternoon, which is peak travel time and where the average cost of a ticket is $362.

Can I save money by flying with a layover from Chicago Midway Airport to North America?

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 $407, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Chicago Midway Airport to North America?

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 North America, 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 North America is October, when tickets cost $281 (return) on average. On the other hand, the most expensive months are July and June, when the average cost of round-trip tickets is $415 and $409 respectively.

Good to know

Low season

January

Cheapest flight

$80
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago Midway Airport to Atlanta

FAQs - booking North America flights

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

    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 North America.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to North America 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 North America?

    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 North America 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 North America?

    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 North America 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 North America

  • 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 $130 one-way - $227 round-trip; Dallas $178 one-way - $382 round-trip; Orlando $179 one-way - $324 round-trip

Reviews of the top 5 airlines serving from Midway to North America

 
Need help choosing which airline to fly with from Midway to North America? 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 4227 reviews
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
8.0Comfort
Airline reviews

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

8.0 ExcellentAnonymous, Jul 2026
MDW - MHT
Read more Southwest reviews

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.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Better and more food and drinks. Put msnbc and free speech tv on the news channel selection list.

after landing, we stay 2 hours on the taxi way before reaching the gate The airline and the crew were good though

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

My flight to Chicago left and landed early. My return flight left two minutes late and arrived 2 minutes late. My seat selections were ideal! There were no snacks going to Chicago and no snacks on the return trip. There are no charging outlets on board.

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 staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

It was poor a four hour delay and no explanation for the delay. What’s a 35 dollars going to do. It also made me miss my car rental,

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

The price was the only good thing about this flight. It was scary during takeoff when the plane tilted side to side. It made me feel very nervous as I have never had a take-off that unsmooth. There was no on-flight movie or music options and the only complimentary option was water. Other airlines offer trail mix or a caramel cookie and pop options as complimentary. This flight was a 2.5 hour flight. I understand for shorter flights not having options, but a flight 2 hours or longer should offer more complimentary options and in flight entertainment. Also the seats did not recline and for a longer flight reclining seats are a must for comfort.

A very pleasant flight but it would be greatly improved with wifi to help entertain kids

This is a no frills, get it done, efficient airline. The seat is a lawn chair. You better bring your own entertainment. If you want something other than water you need to pay for it. But they will get you to your destination quickly, on time, and then they will turn the flight around and go right back where they came from. Reliably. Couple times a week tops. If it fits into your schedule, you can’t get there cheaper or faster.

A three hour delay to board and then another hour on the tarmac because they couldn't get a tractor? Ugh.

Allegiant canceled the flight. The flight the next day was full. Allegiant did not provide any compensation besides a refund. Last time on Allegiant.

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.

Overall a good red eye. Crew chatted very loudly the whole time making it difficult to sleep.

The fly was 2 hours delayed and the plane was old and dirty. A very umcorfotable flight, which I won't recomend to anyone

Confusion over extra fees. Held up on ramp during boarding. Thin seat cushion. Minimal leg room.

The check-in is either at a kiosk that didn’t allow me to check-in because my middle name was not on the reservation or at an agent that cost $15.

The app doesn’t work. I am having a lot of trouble checking in for flight tomorrow. Very disconcerting. Then they es t to charge extra for checking in at the airport;(

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

The flight was 3 hrs delayed and no remorse from airline

During the flight I suddenly felt very sick, and no one from the crew even tried to help me or check on my condition. They seemed completely indifferent and showed no concern for my well-being. I was very disappointed by the lack of care and compassion. I hope the airline improves its customer service and trains its crew to respond better when passengers need assistance.

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.

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.

Everything you need to know for your flight to North America

Information on your arrival and departure airports