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$51 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 9/9. 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
Wed 7/10
Wed 7/17

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In the last 7 days travelers have searched 42,898,604 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

June

Cheapest flight

$51
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
9/18Wed
1 stopFrontier
10h 03mMDW-LGA
$96
9/10Tue
1 stopFrontier
5h 29mLGA-MDW
9/11Wed
1 stopFrontier
10h 03mMDW-LGA
$100
9/25Wed
1 stopFrontier
5h 29mLGA-MDW
9/29Sun
1 stopFrontier
11h 22mMDW-LGA
$101
7/15Mon
nonstopSouthwest
2h 25mLGA-MDW
7/17Wed
nonstopSouthwest
2h 10mMDW-LGA
$149
9/10Tue
1 stopDelta
4h 57mEWR-MDW
9/14Sat
1 stopDelta
4h 34mMDW-EWR
$156
9/11Wed
1 stopDelta
5h 04mEWR-MDW
9/18Wed
1 stopDelta
5h 20mMDW-EWR
$167
6/21Fri
1 stopAllegiant Air
10h 23mEWR-MDW
6/24Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$260
7/5Fri
1 stopAllegiant Air
10h 22mEWR-MDW
7/8Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$270
6/21Fri
1 stop
10h 23mEWR-MDW
6/24Mon
2 stops
25h 04mMDW-EWR
$319
6/30Sun
1 stop
13h 42mEWR-MDW
7/1Mon
1 stop
11h 57mMDW-EWR
$351

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Recent one-way flight deals

9/9Mon
1 stopFrontier
5h 29mLGA-MDW
$51
9/16Mon
1 stopFrontier
5h 29mLGA-MDW
$52
9/25Wed
1 stopDelta
5h 04mEWR-MDW
$78
9/24Tue
1 stopDelta
5h 04mEWR-MDW
$89
8/9Fri
1 stopAllegiant Air
9h 45mEWR-MDW
$106
8/12Mon
1 stopAllegiant Air
9h 45mEWR-MDW
$109
6/25Tue
2 stops
10h 40mEWR-MDW
$143
8/15Thu
2 stops
19h 00mEWR-MDW
$167
7/3Wed
1 stopPorter Airlines
6h 27mEWR-MDW
$229
8/1Thu
2 stopsPorter Airlines
8h 27mEWR-MDW
$234

Search by stops

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Last minute flights from New York to Midway

Last minute flight, train and bus deals

6/12Wed
multi-stopFrontier
17h 58mLGA-MDW
6/19Wed
multi-stopFrontier
9h 46mMDW-LGA
$166
6/12Wed
multi-stopFrontier
17h 58mLGA-MDW
6/19Wed
multi-stopFrontier
9h 46mMDW-LGA
$169
6/15Sat
multi-stopDelta
5h 05mJFK-MDW
6/22Sat
multi-stopDelta
4h 41mMDW-JFK
$300
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
7/1Mon
multi-stopAllegiant Air
11h 57mMDW-EWR
$301
6/15Sat
multi-stopDelta
5h 05mJFK-MDW
6/17Mon
multi-stopDelta
4h 41mMDW-JFK
$306
6/14Fri
multi-stop
10h 23mEWR-MDW
6/17Mon
multi-stop
19h 01mMDW-EWR
$351
6/14Fri
multi-stopAllegiant Air
10h 23mEWR-MDW
6/21Fri
multi-stopAllegiant Air
10h 57mMDW-EWR
$367
6/14Fri
multi-stop
10h 23mEWR-MDW
6/17Mon
multi-stop
10h 39mMDW-EWR
$390
6/11Tue
multi-stopPorter Airlines
18h 57mEWR-MDW
7/9Tue
multi-stopPorter Airlines
6h 35mMDW-EWR
$730
6/11Tue
multi-stopPorter Airlines
16h 42mEWR-MDW
7/9Tue
multi-stopPorter Airlines
6h 35mMDW-EWR
$735

Search by stops

Search by airline

Search by price