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$54 Find cheap flights from New York to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 5/8. 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
Fri 5/31
Fri 6/7

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In the last 7 days travelers have searched 43,740,974 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

October

Cheapest flight

$54
Best time to beat the crowds but there is an average 6% increase in price.
Most popular time to fly and prices are also 16% lower on average.
Flight from New York LaGuardia Airport to Chicago Midway Airport

FAQs for booking New York to Chicago Midway Airport flights

  • How does KAYAK find such low prices on flights from New York State to Chicago Midway Airport?

    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 New York State to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New York State to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from New York State 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 New York State to Chicago Midway Airport?

    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 Chicago Midway Airport with an airline and back to New York State with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New York State to Chicago Midway Airport?

    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 Chicago Midway Airport from New York State up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from New York State to Chicago Midway Airport?

Find which airlines fly direct from New York State to Midway, which days they fly and book direct flights.

Nonstop departures

New York to Chicago Midway

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights

Nonstop returns

Chicago Midway to New York

Monday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Tuesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Wednesday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Thursday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

Friday

Aeromexico, Air France, Allegiant Air, +11 more

Aeromexico, Air France, +12 more

Saturday

Aeromexico, Air France, Delta, +9 more

Aeromexico, Air France, +10 more

Sunday

Aeromexico, Air France, Allegiant Air, +10 more

Aeromexico, Air France, +11 more

See more direct flights
See more direct flights

Book cheap flights from New York State to Chicago

Recent round-trip flight deals

5/22Wed
1 stopFrontier
16h 53mLGA-MDW
6/5Wed
1 stopFrontier
9h 46mMDW-LGA
$104
8/20Tue
1 stopFrontier
11h 14mLGA-MDW
8/21Wed
1 stopFrontier
10h 03mMDW-LGA
$106
5/29Wed
1 stopDelta
8h 21mEWR-MDW
7/23Tue
1 stopDelta
5h 39mMDW-EWR
$183
6/12Wed
1 stopDelta
3h 43mEWR-MDW
6/15Sat
1 stopDelta
6h 51mMDW-EWR
$198
5/29Wed
nonstopSouthwest
2h 30mLGA-MDW
5/31Fri
nonstopSouthwest
2h 05mMDW-LGA
$226
5/13Mon
nonstopSouthwest
2h 25mLGA-MDW
5/14Tue
nonstopSouthwest
2h 05mMDW-LGA
$235
6/5Wed
2 stops
17h 30mEWR-MDW
6/8Sat
3 stops
27h 35mMDW-EWR
$250
6/4Tue
2 stops
16h 46mEWR-MDW
6/8Sat
3 stops
27h 35mMDW-EWR
$257
5/30Thu
1 stopPorter Airlines
6h 27mEWR-MDW
6/6Thu
1 stopPorter Airlines
7h 30mMDW-EWR
$454
5/28Tue
1 stopPorter Airlines
6h 12mEWR-MDW
5/29Wed
1 stopPorter Airlines
6h 35mMDW-EWR
$459

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Recent one-way flight deals

5/8Wed
1 stopFrontier
6h 43mLGA-MDW
$54
8/24Sat
1 stopFrontier
6h 32mLGA-MDW
$57
5/8Wed
1 stopFrontier
6h 43mLGA-MDW
$58
5/28Tue
1 stopDelta
4h 04mEWR-MDW
$79
5/28Tue
1 stopDelta
4h 06mEWR-MDW
$84
5/15Wed
1 stop
6h 44mLGA-MDW
$101
5/15Wed
1 stop
9h 54mEWR-MDW
$104
9/11Wed
nonstopSouthwest
2h 05mALB-MDW
$114
5/22Wed
nonstopSouthwest
2h 30mLGA-MDW
$121
6/2Sun
3 stopsSpirit Airlines
23h 01mLGA-MDW
$198

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Search by price

Last minute flights from New York to Midway

Last minute flight, train and bus deals

5/6Mon
multi-stopFrontier
6h 43mLGA-MDW
5/15Wed
multi-stopFrontier
5h 14mMDW-LGA
$212
5/3Fri
multi-stopFrontier
7h 55mLGA-MDW
5/8Wed
multi-stopFrontier
5h 14mMDW-LGA
$221
5/3Fri
multi-stopFrontier
7h 55mLGA-MDW
5/8Wed
multi-stopFrontier
5h 14mMDW-LGA
$222
5/5Sun
multi-stopFrontier
13h 07mLGA-MDW
5/8Wed
multi-stopFrontier
5h 14mMDW-LGA
$231
5/6Mon
nonstopSouthwest
2h 30mLGA-MDW
5/7Tue
nonstopSouthwest
2h 05mMDW-LGA
$330
5/6Mon
multi-stopSouthwest
10h 05mLGA-MDW
5/7Tue
nonstopSouthwest
2h 05mMDW-LGA
$339
5/2Thu
multi-stopDelta
6h 28mEWR-MDW
5/7Tue
multi-stopDelta
7h 00mMDW-EWR
$346
5/3Fri
multi-stopDelta
5h 24mROC-MDW
5/6Mon
multi-stopDelta
3h 55mMDW-ROC
$368
5/6Mon
multi-stopPorter Airlines
8h 27mEWR-MDW
5/11Sat
multi-stopPorter Airlines
6h 30mMDW-EWR
$643
5/4Sat
multi-stopPorter Airlines
5h 52mEWR-MDW
5/11Sat
multi-stopPorter Airlines
6h 30mMDW-EWR
$742

Search by stops

Search by airline

Search by price