$43 Find Cheap Flights from Chicago Midway Airport to North America

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 4/11. 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 North America

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
Newarknonstop$98
Orlando
Orlandononstop$121
Los Angeles
Los Angeles1 stop$196
Las Vegas
Las Vegas1 stop$166
San Francisco
San Francisco1 stop$231
Miami
Miaminonstop$103
Boston
Bostonnonstop$157
Washington, D.C.
Baltimore1 stop$145
Denver
Denver1 stop$160
Fort Lauderdale
Fort Lauderdale1 stop$136
Seattle
Seattlenonstop$182
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$99
Tampa
Tampa1 stop$123
Houston
Houston1 stop$149
Cancún
Cancúnnonstop$281
Honolulu
Honolulu1 stop$407
San Diego
San Diego1 stop$178
New York
Newarknonstop$98
Orlando
Orlandononstop$121
Los Angeles
Los Angeles1 stop$196
Las Vegas
Las Vegas1 stop$166
San Francisco
San Francisco1 stop$231
Miami
Miaminonstop$103
Boston
Bostonnonstop$157
Washington, D.C.
Baltimore1 stop$145
Denver
Denver1 stop$160
Fort Lauderdale
Fort Lauderdale1 stop$136
Seattle
Seattlenonstop$182
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$99
Tampa
Tampa1 stop$123
Houston
Houston1 stop$149
Cancún
Cancúnnonstop$281
Honolulu
Honolulu1 stop$407
San Diego
San Diego1 stop$178

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

Sat, Apr 11 - Tue, Apr 14
Frontier Logo
6:40 am - 9:55 am
MDW
-
ATL
2h 15mnonstop
Frontier Logo
6:26 pm - 7:31 pm
ATL
-
MDW
2h 05mnonstop
$82Frontier
Thu, Apr 16 - Thu, Apr 23
Frontier Logo
2:15 pm - 5:21 pm
MDW
-
ATL
2h 06mnonstop
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
$83Frontier
Wed, Apr 8 - Wed, Apr 15
Frontier Logo
2:56 pm - 6:02 pm
MDW
-
ATL
2h 06mnonstop
Frontier Logo
6:26 pm - 7:31 pm
ATL
-
MDW
2h 05mnonstop
$84Frontier
Thu, Apr 16 - Tue, Apr 21
Frontier Logo
6:00 am - 9:15 am
MDW
-
ATL
2h 15mnonstop
Frontier Logo
9:10 pm - 10:14 pm
ATL
-
MDW
2h 04mnonstop
$85Frontier
Thu, May 7 - Sun, May 10
Frontier Logo
6:00 am - 9:15 am
MDW
-
ATL
2h 15mnonstop
Frontier Logo
9:15 pm - 10:19 pm
ATL
-
MDW
2h 04mnonstop
$86Frontier
Sat, Apr 4 - Tue, Apr 14
Multiple Airlines Logo
6:30 am - 10:40 am
MDW
-
MIA
3h 10mnonstop
Multiple Airlines Logo
3:12 pm - 10:14 pm
MIA
-
MDW
8h 02m
1 stop
$103Multiple Airlines
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
5:00 am - 7:40 am
MDW
-
HOU
2h 40mnonstop
Southwest Logo
7:00 am - 9:25 am
HOU
-
MDW
2h 25mnonstop
$197Southwest
Sat, Apr 18 - Sat, Apr 25
Southwest Logo
12:55 pm - 5:15 pm
MDW
-
HOU
4h 20m
1 stop
Southwest Logo
8:20 pm - 10:45 pm
HOU
-
MDW
2h 25mnonstop
$203Southwest
Tue, Apr 7 - Tue, Apr 7
Southwest Logo
6:10 am - 1:00 pm
MDW
-
LAX
8h 50m
1 stop
Southwest Logo
7:30 pm - 9:55 am
LAX
-
MDW
12h 25m
1 stop
$205Southwest
Sat, May 16 - Wed, May 20
Southwest Logo
6:05 pm - 8:50 pm
MDW
-
HOU
2h 45mnonstop
Southwest Logo
11:10 am - 3:40 pm
HOU
-
MDW
4h 30m
1 stop
$207Southwest
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 72 hours was to New York, at $55 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 $66.

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 $205 on average. Morning departures are around 17% 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 $311.

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 $374, 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 $167 (return) on average. On the other hand, the most expensive months are March and February, when the average cost of round-trip tickets is $303 and $295 respectively.

Good to know

Low seasonJanuary
Cheapest flight$43
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 14% increase in price.
Flight from Chicago Midway Airport to Dallas/Fort Worth Airport

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 $120 one-way - $153 round-trip; Orlando $119 one-way - $190 round-trip; Phoenix $136 one-way - $258 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 4318 reviews
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

Could not get my connecting flight boarding pass until four hrs before departure! Ver annoying especially since the staff could not explain why!

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.

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.

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

It’s a 2 1/2 hour flight so good and comfort was not my real concern. Safety, easy, fast was what I was looking for. The crews were great, plane was clean, boarding from CBX was fantastic! Definitely traveling this way again.

The money you save flying volaris is not worth it

Is was a good short flight with some turbulence! I would fly Volaris again.

We had boarding passes for the next flight but we could not catch the flight in the small airport just because volaris closed the boarding at the counters an hour before for which we had to sepnd almost 3+ hours to catch next flight. There are hardly anyone who can speak english, but thank God, we have found an young man who could not only speak English but helped us book for the next flight. The air crafts are noisy and scary sometimes to hear that squeeking noises during the take off and during the flight. They do not even offer a cup of coffee for free in flight. The prices are super high and the services are zero. That’s pretty much for this airlines in summary.

Unfortunately it was not a good flight got canceled had to be at the airport all night long to get a different flight to another airport my first flight with Volaris was very bad. Poor services

The boarding , and it would be nice if they would let us know head of time about flight changes

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

The flight was delayed by two hours. I had paid for extended leg room. Due to the delay, the plane was different and I didn't end up having extended leg room. I finally was able to reach Volaris on Whats App and they gave me an airline credit. I wanted a refund to the credit card since I hardly ever fly Volaris. Other than that, it was a very comfortable flight.

In Mexico charges too much for my luggage and I ask for help and nothing one lady she just disappeared 😡😡😡😡😡never going to fly there

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.

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 !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

First of all we hade waited 3 hours in the airplane waiting to leave. Second the return schedule was changed and it messed up my entire vaction. I won't buy never again another flight and recommend to nobody traveling with them.

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.

Everything you need to know for your flight to North America

Information on your arrival and departure airports