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Find cheap flights from Chicago Midway Airport to North America from $44

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 7/30. 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
0 bags
Sat 6/29
Sat 7/6

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Best North America Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

New York
New York1 stop$112
Los Angeles
Los Angeles1 stop$178
Orlando
Orlandononstop$98
Las Vegas
Las Vegasnonstop$123
Miami
Miaminonstop$37
San Francisco
San Franciscononstop$138
Boston
Boston1 stop$116
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$55
Seattle
Seattle1 stop$178
Fort Lauderdale
Fort Lauderdale1 stop$100
Atlanta
Atlantanonstop$51
Dallas
Dallasnonstop$55
Cancún
Cancún1 stop$289
Tampa
Tampanonstop$81
Houston
Houstonnonstop$70
Honolulu
Honolulu1 stop$422
Toronto
Torontononstop$242

Good to know

Low season

January

High season

March

Cheapest flight

$44
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly with an average 14% 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 to North America from Chicago Midway Airport 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 to North America with an airline and back to Chicago Midway Airport 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 to North America from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

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 $72 one-way - $138 round-trip; Denver $49 one-way - $88 round-trip; Orlando $77 one-way - $151 round-trip
  • Morning departure is around 2% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

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
DeltaOverall score based on 10457 reviews
8.6Crew
7.9Comfort
7.4Food
8.0Entertainment
8.2Boarding
Airline reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

10.0 ExcellentAnonymous, May 2024MSP - YVR
Read more about Delta reviews

I've flown many many times on Northwest and then Delta. The crew on this flight were absolutely the best I've had the pleasure of being looked after by.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Awful. Flight was continuously getting delayed and gates kept changing without any reason. Flight was delayed for more then 3 hours

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

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!

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

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 early arriving. I love that when I go to collect my luggage, that there is no wait time luggage is on spinner waiting for me. There was no food served nor any entertainment. Seats are a little snug, front to back. But a quick flight.

Check in at LAX was terrible. Unbelievable lines. Chaos. The landing in Morelia was scary, with the plane fishtailing. If other airlines flew directly between California and Morelia, I would never fly Volaris again.

Viva Aerobus Is honesto the worst airline and I don't think I'll fly with them ever again.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

Worst experience I have seen. The flight was cancelled without any reason.

My experience with frontier staff at the Denver airport was absolutely horrible. The manager on duty was even worst if was the worst experience I have ever had, I have never been treated so poorly as a customer in my life! The staff was extremely rude, eye rolls and attitude and then refusal to help me at all. I wish I could never fly frontier again that’s how horrible it was!

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Book cheap flights from Chicago to North America

Recent round-trip flight deals

6/12Wed
nonstopFrontier
2h 01mMDW-ATL
6/18Tue
nonstopFrontier
2h 00mATL-MDW
$53
8/6Tue
nonstopFrontier
2h 07mMDW-ATL
8/7Wed
nonstopFrontier
2h 02mATL-MDW
$57
9/21Sat
1 stopDelta
4h 09mMDW-EWR
9/25Wed
1 stopDelta
6h 44mEWR-MDW
$156
10/2Wed
1 stopDelta
5h 06mMDW-EWR
10/5Sat
1 stopDelta
7h 10mEWR-MDW
$172
6/21Fri
1 stopAllegiant Air
4h 30mMDW-MCO
6/24Mon
1 stopAllegiant Air
7h 31mMCO-MDW
$232
7/12Fri
1 stopAllegiant Air
4h 30mMDW-MCO
7/15Mon
1 stopAllegiant Air
7h 02mMCO-MDW
$239
10/18Fri
1 stopVolaris
13h 00mMDW-MEX
10/21Mon
1 stopVolaris
11h 12mMEX-MDW
$454
6/10Mon
1 stopVolaris
11h 47mMDW-MEX
6/24Mon
1 stopVolaris
7h 31mMEX-MDW
$456
6/13Thu
1 stopPorter Airlines
6h 30mMDW-EWR
6/18Tue
1 stopPorter Airlines
6h 12mEWR-MDW
$471
6/13Thu
1 stopPorter Airlines
6h 30mMDW-EWR
6/26Wed
2 stopsPorter Airlines
8h 27mEWR-MDW
$477

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Recent one-way flight deals

7/30Tue
nonstopFrontier
2h 00mMDW-ATL
$44
7/11Thu
nonstopFrontier
2h 02mMDW-ATL
$45
9/9Mon
1 stopDelta
5h 14mMDW-EWR
$78
6/19Wed
nonstopDelta
1h 59mMDW-ATL
$85
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$103
7/1Mon
1 stopAllegiant Air
4h 30mMDW-MCO
$105
6/5Wed
1 stopVolaris
29h 20mMDW-MEX
$220
6/10Mon
1 stopVolaris
10h 07mMDW-MEX
$226
6/13Thu
1 stopPorter Airlines
6h 30mMDW-EWR
$239
6/30Sun
2 stopsPorter Airlines
10h 10mMDW-EWR
$244

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Last minute flights from Midway to North America

Last minute flight, train and bus deals

6/2Sun
nonstopFrontier
2h 05mMDW-ATL
6/6Thu
nonstopFrontier
1h 55mATL-MDW
$99
6/4Tue
nonstopFrontier
2h 03mMDW-ATL
6/6Thu
nonstopFrontier
1h 55mATL-MDW
$101
6/4Tue
multi-stopDelta
5h 02mMDW-MCO
6/8Sat
multi-stopDelta
5h 53mMCO-MDW
$262
6/3Mon
multi-stopAllegiant Air
5h 00mMDW-MCO
6/10Mon
multi-stopAllegiant Air
6h 57mMCO-MDW
$271
6/3Mon
multi-stopAllegiant Air
5h 00mMDW-MCO
6/10Mon
multi-stopAllegiant Air
6h 57mMCO-MDW
$276
6/4Tue
multi-stopDelta
5h 51mMDW-BOS
6/5Wed
multi-stopDelta
4h 31mBOS-MDW
$314
6/4Tue
multi-stopVolaris
27h 15mMDW-MEX
6/8Sat
multi-stopVolaris
28h 27mMEX-MDW
$514
6/4Tue
multi-stopVolaris
29h 05mMDW-MEX
6/24Mon
multi-stopVolaris
11h 02mMEX-MDW
$515
6/4Tue
multi-stopPorter Airlines
5h 20mMDW-EWR
6/4Tue
multi-stopPorter Airlines
16h 42mEWR-MDW
$703
6/3Mon
multi-stopPorter Airlines
14h 00mMDW-EWR
6/4Tue
multi-stopPorter Airlines
6h 12mEWR-MDW
$764

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Chicago Midway Airport - North America Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

North America - Chicago Midway Airport

Cabin classes:

$639
$728
$477
$37