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$52 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 8/24. 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 6/15
Sat 6/22

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In the last 7 days travelers have searched 42,211,976 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$52
Best time to beat the crowds but there is an average 11% increase in price.
Most popular time to fly with an average 6% increase in price.
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

9/7Sat
1 stopFrontier
10h 53mLGA-MDW
9/14Sat
1 stopFrontier
11h 22mMDW-LGA
$96
5/29Wed
1 stopFrontier
16h 53mLGA-MDW
6/5Wed
1 stopFrontier
9h 46mMDW-LGA
$98
6/15Sat
1 stopDelta
3h 43mEWR-MDW
6/19Wed
1 stopDelta
4h 16mMDW-EWR
$188
6/2Sun
1 stopDelta
4h 06mEWR-MDW
6/19Wed
1 stopDelta
4h 16mMDW-EWR
$197
6/7Fri
1 stopAllegiant Air
9h 49mEWR-MDW
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
$227
6/11Tue
nonstopSouthwest
2h 25mLGA-MDW
6/13Thu
nonstopSouthwest
2h 10mMDW-LGA
$227
7/14Sun
1 stopAllegiant Air
27h 29mEWR-MDW
7/15Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$236
6/4Tue
2 stopsSouthwest
10h 35mLGA-MDW
6/5Wed
nonstopSouthwest
2h 05mMDW-LGA
$240
6/10Mon
1 stop
9h 49mEWR-MDW
6/17Mon
2 stops
26h 26mMDW-EWR
$295
6/10Mon
1 stop
9h 49mEWR-MDW
6/17Mon
3 stops
36h 07mMDW-EWR
$312

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Recent one-way flight deals

8/24Sat
1 stopFrontier
6h 32mLGA-MDW
$52
8/24Sat
1 stopFrontier
6h 32mLGA-MDW
$54
6/2Sun
1 stopDelta
4h 06mEWR-MDW
$88
9/1Sun
1 stopDelta
5h 03mEWR-MDW
$94
6/7Fri
1 stopAllegiant Air
9h 49mEWR-MDW
$105
9/6Fri
1 stopAllegiant Air
9h 31mEWR-MDW
$122
8/28Wed
nonstopSouthwest
2h 20mLGA-MDW
$127
7/11Thu
nonstopSouthwest
2h 25mLGA-MDW
$138
5/30Thu
2 stops
13h 47mLGA-MDW
$142
5/30Thu
2 stops
10h 52mEWR-MDW
$146

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Search by price

Last minute flights from New York to Midway

Last minute flight, train and bus deals

5/21Tue
multi-stopFrontier
11h 34mLGA-MDW
5/22Wed
multi-stopFrontier
8h 08mMDW-LGA
$176
5/21Tue
multi-stopFrontier
11h 34mLGA-MDW
5/28Tue
multi-stopFrontier
30h 15mMDW-LGA
$219
5/19Sun
multi-stopAllegiant Air
24h 19mEWR-MDW
5/31Fri
multi-stopAllegiant Air
19h 43mMDW-EWR
$286
5/19Sun
multi-stopAllegiant Air
24h 19mEWR-MDW
5/31Fri
multi-stopAllegiant Air
19h 43mMDW-EWR
$292
5/20Mon
nonstopSouthwest
2h 25mLGA-MDW
5/22Wed
nonstopSouthwest
2h 10mMDW-LGA
$322
5/20Mon
multi-stopSouthwest
12h 20mLGA-MDW
5/22Wed
nonstopSouthwest
2h 10mMDW-LGA
$331
5/18Sat
multi-stopDelta
3h 51mEWR-MDW
5/25Sat
multi-stopDelta
4h 37mMDW-EWR
$461
5/19Sun
multi-stopDelta
8h 21mEWR-MDW
5/21Tue
multi-stopDelta
8h 00mMDW-EWR
$486
5/19Sun
multi-stop
24h 19mEWR-MDW
5/28Tue
multi-stop
14h 00mMDW-EWR
$507
5/19Sun
multi-stop
24h 19mEWR-MDW
5/28Tue
multi-stop
14h 00mMDW-EWR
$513

Search by stops

Search by airline

Search by price