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Find cheap flights from Chicago Midway Airport to North America from $47

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 5/4. 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
Thu 5/23
Thu 5/30

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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$88
Los Angeles
Los Angeles1 stop$162
Orlando
Orlando1 stop$61
Las Vegas
Las Vegasnonstop$71
Miami
Miaminonstop$77
San Francisco
San Franciscononstop$88
Boston
Boston1 stop$96
Washington, D.C.
Baltimorenonstop$59
Denver
Denvernonstop$43
Seattle
Seattle1 stop$115
Atlanta
Atlantanonstop$49
Dallas
Dallasnonstop$61
Cancún
Cancún2 stops$212
Tampa
Tampanonstop$43
Houston
Houstonnonstop$56
Honolulu
Honolulu1 stop$579
Toronto
Torontononstop$251

Good to know

Low season

January

High season

March

Cheapest flight

$47
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
  • Morning departure is around 5% 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 11028 reviews
7.5food
8.0entertainment
8.6crew
8.2boarding
7.9comfort
Airline reviews

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

2.0 MediocreMarisol, Apr 2024DFW - ATL
Read more about Delta reviews

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.

They did a fine job. Can't wait to use Delta in the future.

There was a loud squeaky sound the whole time we were flying.

Had a broken tray in business class. Crew just shrugged it off.

Seat back monitors and outlets were dead and not working.

Everything was great except for the seat. The backrest would not stay in the upright position.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

Flight delayed about 2 hrs so it made it a VERY late night

The crew, food, and entertainment were all good. But my screen had some sort of bug where if I turned it off, it would turn back on after 2-5 minutes. At full brightness. It made it very hard to get any shut-eye on the overnight flight. Also, the older Boeing plane, while nicely cared for (and no doors fell off 😅👏) doesn't have the nice air quality of newer planes. So I felt a bit greasy by the time we landed in Sweden.

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.

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 airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

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

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.

Terrible. Seats are bad and the baggage policy is inconsistent

Flight delayed 3 times, resulting in late arrival, rental car place gave car away resulting in increased BS charges because I was late. Frontier blows.

I paid for extra leg room. The flimsy plastic seat underneath the floatation seat did not line up with the arm rests. It seemed as if the plastic part was zip tied on but immovable. This caused severe uncomfortable for the duration of the flight.

Book cheap flights from Chicago to North America

Recent round-trip flight deals

5/18Sat
nonstopFrontier
2h 02mMDW-ATL
5/21Tue
nonstopFrontier
1h 59mATL-MDW
$49
7/16Tue
nonstopFrontier
1h 56mMDW-ATL
7/23Tue
nonstopFrontier
1h 55mATL-MDW
$50
5/1Wed
nonstopDelta
1h 54mMDW-ATL
5/7Tue
nonstopDelta
1h 50mATL-MDW
$179
7/4Thu
1 stopDelta
7h 14mMDW-EWR
7/9Tue
1 stopDelta
3h 35mEWR-MDW
$196
5/30Thu
2 stopsAllegiant Air
20h 13mMDW-EWR
6/3Mon
1 stopAllegiant Air
9h 48mEWR-MDW
$305
6/21Fri
1 stopAllegiant Air
10h 57mMDW-EWR
6/24Mon
1 stopAllegiant Air
10h 23mEWR-MDW
$306
5/20Mon
1 stopVolaris
13h 00mMDW-MEX
5/27Mon
1 stopVolaris
12h 52mMEX-MDW
$453
5/15Wed
1 stopVolaris
12h 55mMDW-MEX
5/22Wed
1 stopVolaris
11h 12mMEX-MDW
$460
5/23Thu
1 stopPorter Airlines
5h 20mMDW-EWR
5/26Sun
1 stopPorter Airlines
10h 27mEWR-MDW
$471
5/9Thu
1 stopPorter Airlines
14h 00mMDW-EWR
5/14Tue
1 stopPorter Airlines
14h 47mEWR-MDW
$484

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Recent one-way flight deals

5/4Sat
nonstopFrontier
2h 05mMDW-ATL
$47
5/18Sat
1 stopFrontier
9h 37mMDW-MCO
$47
7/16Tue
1 stopDelta
5h 06mMDW-EWR
$89
5/18Sat
1 stopDelta
5h 37mMDW-EWR
$94
7/15Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$115
6/7Fri
1 stopAllegiant Air
4h 30mMDW-MCO
$116
10/17Thu
1 stopVolaris
13h 00mMDW-MEX
$228
5/13Mon
1 stopPorter Airlines
14h 00mMDW-EWR
$235
5/13Mon
1 stopPorter Airlines
14h 00mMDW-EWR
$236
5/10Fri
1 stopVolaris
13h 00mMDW-MEX
$243

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Last minute flights from Midway to North America

Last minute flight, train and bus deals

4/27Sat
nonstopFrontier
2h 05mMDW-ATL
5/1Wed
nonstopFrontier
1h 58mATL-MDW
$97
4/26Fri
multi-stopFrontier
6h 53mMDW-MCO
5/29Wed
nonstopFrontier
2h 53mMCO-MDW
$101
4/26Fri
multi-stopFrontier
6h 53mMDW-MCO
4/30Tue
multi-stopFrontier
5h 30mMCO-MDW
$102
4/27Sat
nonstopDelta
1h 56mMDW-ATL
4/29Mon
nonstopDelta
1h 54mATL-MDW
$275
4/27Sat
nonstopDelta
1h 56mMDW-ATL
4/29Mon
multi-stopDelta
3h 50mATL-MDW
$284
4/25Thu
multi-stopAllegiant Air
27h 16mMDW-LAS
4/28Sun
multi-stopAllegiant Air
21h 50mLAS-MDW
$520
4/28Sun
multi-stopVolaris
13h 00mMDW-MEX
5/2Thu
multi-stopVolaris
11h 12mMEX-MDW
$667
4/24Wed
multi-stopVolaris
12h 55mMDW-MEX
4/30Tue
multi-stopVolaris
11h 07mMEX-MDW
$688
4/28Sun
multi-stopPorter Airlines
32h 00mMDW-EWR
5/4Sat
multi-stopPorter Airlines
12h 12mEWR-MDW
$744
4/28Sun
multi-stopPorter Airlines
5h 50mMDW-EWR
5/4Sat
multi-stopPorter Airlines
12h 12mEWR-MDW
$771

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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