$48 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 11/15. 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

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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
New Yorknonstop$139
Orlando
Orlandononstop$97
Los Angeles
Los Angeles1 stop$166
Las Vegas
Las Vegas1 stop$151
Miami
Miaminonstop$101
San Francisco
San Francisco1 stop$219
Boston
Boston1 stop$127
Washington, D.C.
Baltimorenonstop$88
Denver
Denvernonstop$94
Seattle
Seattle1 stop$171
Fort Lauderdale
Fort Lauderdale1 stop$138
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$97
Tampa
Tampanonstop$103
Cancún
Cancúnnonstop$261
Houston
Houstonnonstop$99
Honolulu
Honolulu2 stops$468
San Diego
San Diego1 stop$145
New York
New Yorknonstop$139
Orlando
Orlandononstop$97
Los Angeles
Los Angeles1 stop$166
Las Vegas
Las Vegas1 stop$151
Miami
Miaminonstop$101
San Francisco
San Francisco1 stop$219
Boston
Boston1 stop$127
Washington, D.C.
Baltimorenonstop$88
Denver
Denvernonstop$94
Seattle
Seattle1 stop$171
Fort Lauderdale
Fort Lauderdale1 stop$138
Atlanta
Atlantanonstop$82
Dallas
Dallasnonstop$97
Tampa
Tampanonstop$103
Cancún
Cancúnnonstop$261
Houston
Houstonnonstop$99
Honolulu
Honolulu2 stops$468
San Diego
San Diego1 stop$145

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

Thu, Oct 30 - Thu, Nov 6
Frontier Logo
1:37 pm - 4:35 pmMDW-ATL
1h 58mnonstop
Frontier Logo
5:40 pm - 6:39 pmATL-MDW
1h 59mnonstop
$82Frontier
Find Deal
Wed, Oct 15 - Tue, Oct 28
Frontier Logo
8:05 am - 11:13 amMDW-ATL
2h 08mnonstop
Frontier Logo
10:38 am - 11:38 amATL-MDW
2h 00mnonstop
$84Frontier
Find Deal
Wed, Oct 29 - Thu, Oct 30
Southwest Logo
6:10 am - 9:15 amMDW-LGA
2h 05mnonstop
Southwest Logo
9:00 am - 10:35 amLGA-MDW
2h 35mnonstop
$139Southwest
Find Deal
Tue, Oct 28 - Fri, Oct 31
Southwest Logo
7:20 pm - 10:25 pmMDW-LGA
2h 05mnonstop
Southwest Logo
11:55 am - 1:20 pmLGA-MDW
2h 25mnonstop
$149Southwest
Find Deal
Fri, Oct 24 - Tue, Oct 28
Multiple Airlines Logo
5:28 pm - 12:04 pmMDW-LGA
17h 36m1 stop
Multiple Airlines Logo
6:04 pm - 12:41 pmLGA-MDW
19h 37m2 stops
$175Multiple Airlines
Find Deal
Fri, Oct 17 - Tue, Oct 21
Multiple Airlines Logo
5:28 pm - 12:04 pmMDW-LGA
17h 36m1 stop
Multiple Airlines Logo
6:30 pm - 1:38 pmLGA-MDW
20h 08m2 stops
$183Multiple Airlines
Find Deal
Tue, Nov 4 - Sat, Nov 8
Delta Logo
6:00 am - 12:09 pmMDW-LAX
8h 09m1 stop
Delta Logo
9:45 am - 6:25 pmLAX-MDW
6h 40m1 stop
$217Delta
Find Deal
Sat, Dec 6 - Wed, Dec 10
Delta Logo
9:59 am - 2:59 pmMDW-LAX
7h 00m1 stop
Delta Logo
10:10 pm - 8:54 amLAX-MDW
8h 44m1 stop
$218Delta
Find Deal
Thu, Dec 4 - Wed, Dec 10
Aeromexico Logo
6:00 am - 9:20 pmMDW-CUN
14h 20m1 stop
Aeromexico Logo
3:07 pm - 11:49 pmCUN-MDW
9h 42m1 stop
$358Aeromexico
Find Deal
Thu, Jan 8 - Sat, Jan 17
Aeromexico Logo
10:35 am - 10:55 pmMDW-MEX
12h 20m2 stops
Aeromexico Logo
7:25 am - 9:46 pmMEX-MDW
14h 21m2 stops
$409Aeromexico
Find Deal
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 Miami, at $58 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 $78.

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 $325, 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 August, when tickets cost $202 (return) on average. On the other hand, the most expensive months are December and May, when the average cost of round-trip tickets is $366 and $277 respectively.

What’s the cheapest day of the week to fly from Chicago Midway Airport to North America?

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

Your flight ticket price will generally be cheaper if you fly to North America on a Saturday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Sundays for better deals.

Good to know

Low seasonAugust
Cheapest flight$48
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 15% increase in price.
Flight from Chicago Midway Airport to Orlando 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.

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

    The cheapest time of day to fly to North America is generally at night, when round-trip flights cost $240 on average. Morning departures are around 4% 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 $271.

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 $89 one-way - $143 round-trip; Baltimore $81 one-way - $142 round-trip; Orlando $78 one-way - $141 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 4248 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
Airline reviews

Connecting flight is on time and boarding was a breeze!

10.0 ExcellentGabriel, Sep 2025DEN - SMF
Read more Southwest reviews

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

Gate agent rushed to fill hot jetway with crowd so it took over 12 minutes to go from gate to plane. Just like a discount airline Pooly prepared cabin and third time that claim of rough air prevented any cabin service. Friends on a Southwest flight at similar time had service.

Cramped seating for me. Luckily it wasn’t a long flight

Lounge in Lagos is terrible, food on board from Lagos to Atlanta was horrible. Only bright spot the cabin crew were awesome.

The airport was reasonably clean. The boarding process reasonably efficient. The cabin crew was efficient, polite but not that friendly. The food quality was unremarkable and the choices were awful . There was either a so so chicken dish or a “ vegetarian “ option which was really cheap carbohydrates drowned in cheese. Signing onto i flight wifi was not straightforward. Overall it was a very average experience

The staff and the boarding procedure were all amazing . The one flight was not equipped with WIFI which now adays seems odd. All in all the experience was good

Passengers need to check in big baggage instead of bringing on the plane. That cause inconvenience for everyone. Otherwise flight was good.

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

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.

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.

They did not let my husband on the plane with our service animal at the last minute. Do NOT fly this airline with a service animal!

Tight! Seats are not designed for those of us who wear extra-large clothes.

The non-stop flight from Grand Rapids was excellent. I neither expected or needed a budget flight and Allegiant made the trip easy and for an affordable price, Arriving at the Mesa Airport (AZA) is a delight compared to the international airport. For our return flight, we were able to arrive 75 minutes before the flight, return the rental car, check our bag and make it to the gate in plenty of time. That would never happen at most airports.

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

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

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.

Better communication about delayed flight. I am thankful for a small credit for late flight.

Liked on time, rear entry and exit from plane Dislike the use of duct tape to repair seat rests

Terrible. And they charged over $400 just for luggage. And threatened that I would loose my flight if I didn’t pay. So I didn’t have another choice but to pay.

They check you everything before entering to waiting room, if you have any liquid they take it away even if you buy it inside the airport, no recommend volaris, for mi know Alaska airline is better

They don’t give anything for free you have to pay for everything which it’s expected but at least give out water and a snack as a courtesy for flying with them.

I got to where I needed to go quickly. There were no amenities. And the seats were painful.

Everyone seemed to be in zone 1 for boarding. Maybe break it up a little. Otherwise, smooth flight.

Frontier is the Walmart of airlines. Frontier has removed adjustability and comfort from their seats to make the flight lighter and save gas. This makes it impossible to sleep on their flights. Their customer service is abysmal. Once, I bought a drink on the plane, and they swiped my credit card on the plane to pay for it. Then I got three weeks of daily notices from my bank telling me they tried to charge the wrong card number over and over again. I tried to call them, but they removed the ability to actually talk to someone that can resolve such a problem from their company to cut corners. The only way to talk to someone in person is to go to the check-in counter at the airport (40 minutes drive from my house). Eventually their system gave up on trying to charge the card, after 21 days of repeated tries. They don't pad their prices even a little to handle customer service issues like missed flights. They also have a blanket policy preventing helping you reschedule a missed flight if their system says you "cancelled" your own flight online. This is a major problem because their website is broken on mobile devices, the only web browser you have at the airport when their gate staff tell you that you have to reschedule your own missed flight online because they can't help you. I tried to reschedule my flight on my android device and instead, their website crashed and "cancelled" my missed flight. When I got to the counter, the agent argued with me for 5 minutes insisting that I intentionally cancelled my own flight (implying I had to buy another flight). She missed the point: the problem was that I could not buy another flight because their website is broken. I left to avoid more conflict with the "customer service" agent. I tried to redress my issue with their only other "customer service" chanel available: the contact form on their website. The response I got was more of the same: you cancelled your own flight, according to our website / computer records, therefore we won't help you. I was trying to explain the problem with their broken website that cost me hundreds of dollars by crashing / malfunctioning and resulting in a cancelled flight, but they only had deaf ears for this problem. Worst customer service I have ever experienced. I will never buy another Frontier flight again, because it is a risky, painful move that I will likely regret often.

I think Frontier was very good at communication. Their app worked very well. Loading was great and the flight was nice and easy.

This airline sucks. They offer low rates then charge you for everything, the app does not work well, the seats are the most uncomfortable. Maintenance issues on the flight, and you still have to sit through their credit card commercials. People are nice enough but does not make up for overall poor experience.

Seats were new and comfortable. Staff was fine. Missed my connection due to weather -which wasn’t their fault- but got no help at all. Gate staff sent me to customer service, which was and stayed unstaffed. Sign with QR code directed me to call or chat. Chat was useless. Call was returned after an hour. No itinerary offered by Frontier could get me home in less than 30 hours. Rebooked with another airline and got a partial refund that came to about 10 percent of what I paid to get home.

Finally a Frontier on time and efficient. I've had problems before with your airline, but this time everything went fine.

The experience was good. No frills but I got there safe and sound and on time.

Great for the price. No wifi or entertainment, but gate agents and crew were fantastic and we boarded quickly and left on time.

sluggish boarding and arrival procedures, fake nice flight attendants, and lots of delays.

Disaster. They lied every step of the way. We ended up being delayed due to crew and then allegedly abandoned the flight because of a curfew at LGA. No rebooking to LGA at any reasonable time. No hotel. No meal vouchers. Had to sleep in the airport and fly to Newark instead. Will never fly Frontier again.

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