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Find cheap flights from Chicago Midway Airport to North America from $49

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 7/29. 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
lun. 5/27
lun. 6/3

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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$119
Los Angeles
Los Angeles1 stop$118
Orlando
Orlandononstop$64
Las Vegas
Las Vegasnonstop$89
Miami
Miaminonstop$38
San Francisco
San Franciscononstop$99
Boston
Boston1 stop$108
Washington, D.C.
Baltimorenonstop$58
Denver
Denvernonstop$58
Seattle
Seattle1 stop$128
Fort Lauderdale
Fort Lauderdale1 stop$123
Atlanta
Atlantanonstop$47
Dallas
Dallasnonstop$57
Cancún
Cancún1 stop$212
Tampa
Tampanonstop$42
Houston
Houstonnonstop$49
Honolulu
Honolulu1 stop$596
Toronto
Torontononstop$252

Good to know

Low season

January

High season

March

Cheapest flight

$49
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 10% 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 $76 one-way - $127 round-trip; Denver $66 one-way - $89 round-trip; Dallas $55 one-way - $98 round-trip
  • On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*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 10966 reviews
8.2boarding
8.0entertainment
7.9comfort
8.6crew
7.4food
Airline reviews

Delta is one of the best airlines I have flown

10.0 ExcellentKellie, Apr 2024ANC - SEA
Read more about Delta reviews

Delta is one of the best airlines I have flown

Made the Atlanta to Pittsburgh trip many times, with Delta no issues

I always fly with Delta. My friends tell me their horror stories of flying with other airlines. I just smile and say, “You should fly Delta”

I'm a larger, athletic guy (6'2", 260lbs powerlifter) and I found the seats incredibly uncomfortable with minimal leg room, especially in a window seat. Now, I full understand that being smaller may change my view but even if I was 80lbs less, my legs would be the same size and I was sandwiched between my seat and the seat in front of me.

Horrible. This was not first class. This was a connecting flight whi h was late. My original flight never came. I hated the fact that delta gave me a connecting flight from New York to Orlando Florida. No meals and the television screens were not working. There wasn't even any power to charge your phones. This is NOT FIRST CLASS DELTA!!! Do better next time!

This flight was ridiculous. I had to have a connecting flight from New York to orlando Florida??? The flight left late and because it was a short flight there was no first class amenities. I had one alcohol drink. The flight crew was fine, but it sure did not feel like first class. Delta to me dropped the ball by giving me a connecting flight. By the time we got to Raleigh we would have missed the next flight. Lucky for me the flight never came so now I was stuck waiting for a later flight that came in late also.

Our flight was delayed in Atlanta. The staff could have gave us an explanation for the delay and how long it would be.

I liked the ease of checking in, luggage check in, wheel chair assistance, boarding and flight.

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive. I also upgraded to comfort + , I didn’t feel it was worth it. There was no benefit

On my way home I had a layover. The flight from ATL to CLT was amended 5x while I was waiting. I could have driven home sooner. Overall from Dallas, Tx to Charlotte, NC I started my trip at 4:30pm, I didn’t get home until past midnight. I know things happen, but 5x to make me run back and forth in an airport from different terminals is excessive.

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.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

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!

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?

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.

The flight was 3 hrs delayed and no remorse from airline

Is an airline for poor people there for, you can expect bad service, bad attitude from its employees

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

Flight was OK. Seats were good no cell phone charges on the plane no TVs or entertainment.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

Flight cancelled and was told by a rude gate agent that they don’t accommodate on other airlines. Had to wait 5 hours for a connecting flight that had a 7 hour layover. Would not allow bags to be checked early so we couldn’t go through security .Had to rent a car for the afternoon to store bags and get a meal. Also incurred a hotel fee. No apology or reason given for the cancellation- just rudeness.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

Book cheap flights from Chicago to North America

Recent round-trip flight deals

5/14mar.
nonstopFrontier
2h 05mMDW-ATL
5/21mar.
nonstopFrontier
1h 59mATL-MDW
$50
5/7mar.
nonstopFrontier
2h 05mMDW-ATL
5/11sáb.
nonstopFrontier
1h 58mATL-MDW
$52
9/17mar.
1 stopDelta
4h 00mMDW-EWR
9/24mar.
1 stopDelta
5h 58mEWR-MDW
$178
6/12mié.
1 stopDelta
5h 06mMDW-EWR
6/15sáb.
1 stopDelta
3h 43mEWR-MDW
$183
5/26dom.
1 stopVolaris
13h 00mMDW-MEX
5/30jue.
1 stopVolaris
11h 12mMEX-MDW
$405
5/26dom.
1 stopVolaris
13h 00mMDW-MEX
6/2dom.
1 stopVolaris
11h 02mMEX-MDW
$417
5/23jue.
1 stopPorter Airlines
13h 10mMDW-EWR
5/28mar.
1 stopPorter Airlines
6h 12mEWR-MDW
$474
5/26dom.
1 stopPorter Airlines
5h 50mMDW-EWR
5/28mar.
1 stopPorter Airlines
6h 12mEWR-MDW
$487
5/14mar.
2 stopsAeromexico
17h 15mMDW-MEX
5/15mié.
1 stopAeromexico
8h 55mMEX-MDW
$603
5/31vie.
1 stopAeromexico
10h 18mMDW-MEX
6/7vie.
1 stopAeromexico
8h 00mMEX-MDW
$620

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Recent one-way flight deals

7/29lun.
nonstopFrontier
1h 56mMDW-ATL
$49
5/7mar.
nonstopFrontier
4h 04mMDW-LAS
$50
5/19dom.
nonstopFrontier
2h 02mMDW-ATL
$50
6/1sáb.
1 stopDelta
5h 37mMDW-EWR
$94
5/4sáb.
1 stopDelta
6h 16mMDW-EWR
$113
5/13lun.
1 stopVolaris
10h 25mMDW-MEX
$196
5/6lun.
1 stopVolaris
10h 25mMDW-MEX
$202
5/30jue.
2 stopsSpirit Airlines
9h 04mMDW-EWR
$203
5/22mié.
1 stopPorter Airlines
7h 30mMDW-EWR
$241
6/6jue.
1 stopPorter Airlines
6h 30mMDW-EWR
$242

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Last minute flights from Midway to North America

Last minute flight, train and bus deals

5/1mié.
nonstopFrontier
2h 05mMDW-ATL
5/7mar.
nonstopFrontier
1h 59mATL-MDW
$100
5/1mié.
nonstopFrontier
2h 05mMDW-ATL
5/7mar.
nonstopFrontier
1h 59mATL-MDW
$102
4/27sáb.
multi-stopDelta
6h 03mMDW-ATL
4/30mar.
multi-stopDelta
5h 40mATL-MDW
$290
4/30mar.
nonstopSouthwest
1h 50mMDW-ATL
5/2jue.
multi-stopSouthwest
4h 25mATL-MDW
$303
4/30mar.
multi-stopSouthwest
3h 15mMDW-ATL
5/2jue.
multi-stopSouthwest
4h 25mATL-MDW
$307
4/30mar.
multi-stopDelta
6h 10mMDW-EWR
5/7mar.
multi-stopDelta
8h 21mEWR-MDW
$336
5/1mié.
multi-stopVolaris
12h 55mMDW-MEX
5/15mié.
multi-stopVolaris
11h 12mMEX-MDW
$405
4/30mar.
multi-stopVolaris
13h 00mMDW-MEX
5/9jue.
multi-stopVolaris
11h 12mMEX-MDW
$603
5/1mié.
multi-stopPorter Airlines
5h 20mMDW-EWR
5/9jue.
multi-stopPorter Airlines
6h 12mEWR-MDW
$725
5/1mié.
multi-stopPorter Airlines
7h 30mMDW-EWR
5/3vie.
multi-stopPorter Airlines
8h 22mEWR-MDW
$774

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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:

$599
$505
$291
$32