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$58 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 8/20. 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
Sun 7/7
Sun 7/14

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In the last 7 days travelers have searched 44,281,614 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$58
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 2% 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, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights

Nonstop returns

Chicago Midway to New York

Monday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Tuesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Wednesday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Thursday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Friday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

Saturday

Aeromexico, Air France, Air Transat, +10 more

Aeromexico, Air France, +11 more

Sunday

Aeromexico, Air France, Air Transat, +12 more

Aeromexico, Air France, +13 more

See more direct flights
See more direct flights

Book cheap flights from New York State to Chicago

Recent round-trip flight deals

9/11Wed
1 stopFrontier
16h 55mLGA-MDW
9/17Tue
1 stopFrontier
11h 22mMDW-LGA
$97
8/20Tue
1 stopFrontier
5h 50mLGA-MDW
8/21Wed
1 stopFrontier
10h 03mMDW-LGA
$100
9/14Sat
1 stopDelta
6h 22mEWR-MDW
9/18Wed
1 stopDelta
5h 20mMDW-EWR
$156
9/4Wed
1 stopDelta
5h 25mEWR-MDW
9/11Wed
1 stopDelta
5h 20mMDW-EWR
$167
6/17Mon
nonstopSouthwest
2h 25mLGA-MDW
6/21Fri
nonstopSouthwest
2h 05mMDW-LGA
$222
6/17Mon
nonstopSouthwest
2h 20mLGA-MDW
6/19Wed
nonstopSouthwest
2h 05mMDW-LGA
$235
6/21Fri
1 stopAllegiant Air
10h 23mEWR-MDW
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$246
6/28Fri
1 stopAllegiant Air
10h 23mEWR-MDW
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$256
7/4Thu
1 stop
9h 27mEWR-MDW
7/8Mon
1 stop
11h 58mMDW-EWR
$324
7/12Fri
1 stop
7h 37mEWR-MDW
7/15Mon
1 stop
11h 58mMDW-EWR
$337

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Recent one-way flight deals

8/20Tue
1 stopFrontier
5h 50mLGA-MDW
$58
6/12Wed
1 stopFrontier
17h 58mLGA-MDW
$59
9/14Sat
1 stopDelta
5h 14mEWR-MDW
$78
9/6Fri
1 stopAllegiant Air
9h 31mEWR-MDW
$112
6/16Sun
1 stopDelta
3h 43mEWR-MDW
$113
7/29Mon
1 stopAllegiant Air
9h 45mEWR-MDW
$115
6/11Tue
nonstopSouthwest
1h 45mROC-MDW
$179
6/11Tue
1 stopSouthwest
6h 55mROC-MDW
$188
9/6Fri
2 stops
13h 56mLGA-MDW
$191
9/6Fri
3 stops
13h 16mLGA-MDW
$196

Search by stops

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Search by price

Last minute flights from New York to Midway

Last minute flight, train and bus deals

6/10Mon
multi-stopFrontier
6h 48mSYR-MDW
6/13Thu
multi-stopFrontier
11h 42mMDW-SYR
$179
6/12Wed
multi-stopFrontier
6h 48mSYR-MDW
6/13Thu
multi-stopFrontier
11h 42mMDW-SYR
$184
6/12Wed
multi-stopDelta
6h 13mJFK-MDW
6/19Wed
multi-stopDelta
4h 41mMDW-JFK
$311
6/8Sat
multi-stopDelta
3h 08mROC-MDW
6/11Tue
multi-stopDelta
3h 21mMDW-ROC
$318
6/10Mon
nonstopSouthwest
2h 35mLGA-MDW
6/13Thu
nonstopSouthwest
2h 05mMDW-LGA
$326
6/10Mon
multi-stopSouthwest
8h 25mLGA-MDW
6/14Fri
nonstopSouthwest
2h 05mMDW-LGA
$335
6/12Wed
multi-stop
33h 02mEWR-MDW
6/14Fri
multi-stop
10h 57mMDW-EWR
$364
6/10Mon
multi-stopAllegiant Air
9h 49mEWR-MDW
6/14Fri
multi-stopAllegiant Air
10h 57mMDW-EWR
$368
6/10Mon
multi-stop
9h 49mEWR-MDW
6/14Fri
multi-stop
14h 05mMDW-EWR
$415
6/10Mon
multi-stopAllegiant Air
9h 49mEWR-MDW
6/13Thu
multi-stopAllegiant Air
21h 53mMDW-EWR
$575

Search by stops

Search by airline

Search by price