$49 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 7/1. 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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Flights Deals

Best North America Flight Deals from Midway

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
New York
New Yorknonstop$97
Los Angeles
Los Angeles1 stop$163
Orlando
Orlandononstop$126
Las Vegas
Las Vegasnonstop$145
Miami
Miami1 stop$145
San Francisco
San Franciscononstop$179
Boston
Bostonnonstop$125
Washington, D.C.
Baltimorenonstop$97
Denver
Denvernonstop$125
Seattle
Seattlenonstop$109
Fort Lauderdale
Fort Lauderdale1 stop$145
Atlanta
Atlantanonstop$96
Dallas
Dallasnonstop$125
Tampa
Tampanonstop$128
Houston
Houstonnonstop$116
Cancún
Cancúnnonstop$269
Honolulu
Honolulu1 stop$437
San Diego
San Diegononstop$161
New York
New Yorknonstop$97
Los Angeles
Los Angeles1 stop$163
Orlando
Orlandononstop$126
Las Vegas
Las Vegasnonstop$145
Miami
Miami1 stop$145
San Francisco
San Franciscononstop$179
Boston
Bostonnonstop$125
Washington, D.C.
Baltimorenonstop$97
Denver
Denvernonstop$125
Seattle
Seattlenonstop$109
Fort Lauderdale
Fort Lauderdale1 stop$145
Atlanta
Atlantanonstop$96
Dallas
Dallasnonstop$125
Tampa
Tampanonstop$128
Houston
Houstonnonstop$116
Cancún
Cancúnnonstop$269
Honolulu
Honolulu1 stop$437
San Diego
San Diegononstop$161

Cheap Flights from Midway to North America

 
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

Wed, Jul 9 - Tue, Jul 22
Frontier Logo
11:39 am - 2:45 pmMDW-ATL
2h 06mnonstop
Frontier Logo
9:37 am - 10:40 amATL-MDW
2h 03mnonstop
$96Frontier
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Wed, Jul 16 - Tue, Jul 22
Southwest Logo
7:20 pm - 10:30 pmMDW-LGA
2h 10mnonstop
Southwest Logo
9:35 pm - 10:55 pmLGA-MDW
2h 20mnonstop
$97Southwest
Find Deal
Wed, Aug 27 - Tue, Sep 2
Frontier Logo
8:00 am - 11:01 amMDW-ATL
2h 01mnonstop
Frontier Logo
8:00 am - 9:02 amATL-MDW
2h 02mnonstop
$97Frontier
Find Deal
Tue, Jul 8 - Tue, Jul 15
Southwest Logo
2:20 pm - 5:25 pmMDW-LGA
2h 05mnonstop
Southwest Logo
9:35 pm - 10:55 pmLGA-MDW
2h 20mnonstop
$117Southwest
Find Deal
Wed, Jul 2 - Tue, Jul 8
Delta Logo
9:24 am - 3:59 pmMDW-EWR
5h 35m1 stop
Delta Logo
6:00 am - 8:44 amEWR-MDW
3h 44m1 stop
$157Delta
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Thu, Oct 2 - Tue, Oct 7
Delta Logo
1:00 pm - 7:28 pmMDW-EWR
5h 28m1 stop
Delta Logo
9:40 am - 12:32 pmEWR-MDW
3h 52m1 stop
$160Delta
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Fri, Aug 1 - Sun, Aug 3
Allegiant Air Logo
1:11 pm - 9:05 amMDW-EWR
18h 54m1 stop
Allegiant Air Logo
9:55 am - 12:21 pmEWR-MDW
27h 26m1 stop
$195Allegiant Air
Find Deal
Fri, Jul 18 - Sun, Jul 20
Allegiant Air Logo
10:31 am - 9:05 amMDW-EWR
21h 34m1 stop
Allegiant Air Logo
9:55 am - 9:41 amEWR-MDW
24h 46m1 stop
$200Allegiant Air
Find Deal
Sat, Oct 25 - Sun, Nov 2
Volaris Logo
8:00 am - 10:55 pmMDW-MEX
15h 55m1 stop
Volaris Logo
5:00 am - 4:34 pmMEX-MDW
11h 34m1 stop
$484Volaris
Find Deal
Thu, Nov 13 - Sun, Nov 16
Volaris Logo
8:39 am - 7:45 pmMDW-MEX
11h 06m1 stop
Volaris Logo
6:00 am - 5:34 pmMEX-MDW
11h 34m1 stop
$490Volaris
Find Deal
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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?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Chicago Midway Airport to North America.

The cheapest ticket to North America from Chicago Midway Airport found in the last 72 hours was to Atlanta, at $97 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 $97.

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 $336, 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 September, when tickets cost $207 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $353 and $308 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 seasonJanuary
High seasonDecember
Cheapest flight$49
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Chicago Midway Airport to New York LaGuardia 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% cheaper 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 $267.

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 - $175 round-trip; Denver $100 one-way - $176 round-trip; Orlando $88 one-way - $232 round-trip

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 4287 reviews
7.1Food
8.2Boarding
8.6Crew
7.6Entertainment
8.0Comfort
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

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

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Great flight! Only complaint I had was that I didn’t get breakfast that morning because I don’t eat eggs for breakfast.. I ate an energy bar I bought in the airport which I had never done before. Otherwise, another great Delta flight!

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

I am still upset that my bag was lost on a recent trip to Rome ; we were inconvenienced and out €150 Euros ; delta has refused to reimburse us

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!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

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.

The worst. Kayak sent notification at 2am and 10am regarding the delay. Then sends a notification an hour before original depart time that it will depart on time. I had to wait 8 hours at the airport. My family had to pay for lodging in Guadalajara where I was landing for pick up.

The flight was delayed an hour and a half, and they would not update the board on when the flight was supposed to take off. Once the plane arrived, they started the boarding process before the plane was even ready for the passengers so we had to wait another 45 minutes on the tarmac while we waited for the plane to be ready for us. In my opinion, there is no point in starting the boarding process when you are not ready to board the plane. This just causes a crowded gate with everyone from zone one and zone two standing up going nowhere.

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

I liked the price of the flight and the chance to buy a seat with no person seated in the middle seat.. Also the flight was right on time.

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Everything you need to know for your flight to North America

Information on your arrival and departure airports

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