Find flights
When to book
FAQs & Tips
Direct Flights
Deals

$46 Find cheap flights from New York State to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 6/6. 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
tis 5/28
tis 6/4

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 43,219,010 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

Good to know

Low season

January

High season

June

Cheapest flight

$46
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from New York LaGuardia Airport to Chicago O'Hare Airport

FAQs for booking flights from New York State to Chicago

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

    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.

  • 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?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago 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?

    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 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?

    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 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?

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

Nonstop departures

New York to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Nonstop returns

Chicago to New York

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Book cheap flights from New York State to Chicago

Recent round-trip flight deals

6/6tors
nonstopSpirit Airlines
2h 38mLGA-ORD
6/12ons
nonstopSpirit Airlines
2h 18mORD-LGA
$89
5/7tis
1 stopSpirit Airlines
9h 59mLGA-ORD
5/14tis
2 stopsSpirit Airlines
20h 47mORD-LGA
$90
5/7tis
1 stopSpirit Airlines
8h 25mLGA-ORD
5/14tis
2 stopsSpirit Airlines
18h 34mORD-LGA
$91
9/3tis
nonstopAmerican Airlines
1h 48mBUF-ORD
9/10tis
nonstopAmerican Airlines
1h 41mORD-BUF
$97
5/4lör
1 stop
13h 23mLGA-ORD
5/8ons
1 stop
6h 10mORD-LGA
$105
5/11lör
nonstopCitizenPlane
2h 37mLGA-ORD
5/13mån
nonstopCitizenPlane
2h 09mORD-LGA
$113
5/28tis
nonstopJetBlue
2h 50mJFK-ORD
5/30tors
nonstopJetBlue
2h 28mORD-JFK
$117
5/4lör
1 stop
7h 37mLGA-ORD
5/8ons
nonstop
2h 11mORD-LGA
$125
6/5ons
nonstopJetBlue
2h 50mJFK-ORD
7/23tis
nonstopJetBlue
2h 20mORD-JFK
$127
7/4tors
nonstopAmerican Airlines
1h 49mBUF-ORD
7/9tis
nonstopAmerican Airlines
1h 50mORD-BUF
$135

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/6tors
nonstopSpirit Airlines
2h 38mLGA-ORD
$46
5/28tis
1 stopSpirit Airlines
13h 11mLGA-ORD
$50
5/28tis
nonstopDelta
2h 42mJFK-ORD
$59
5/26sön
nonstopDelta
2h 51mLGA-ORD
$59
5/8ons
1 stopFrontier
6h 43mLGA-MDW
$60
9/28lör
nonstopAmerican Airlines
1h 50mBUF-ORD
$60
5/11lör
1 stopFrontier
11h 31mLGA-MDW
$66
5/18lör
nonstopUnited Airlines
2h 41mLGA-ORD
$73
5/23tors
nonstopAmerican Airlines
2h 40mJFK-ORD
$85
5/25lör
1 stopUnited Airlines
5h 05mEWR-ORD
$93

Search by stops

Search by airline

Search by price

Last minute flights from New York to Chicago

Last minute flight, train and bus deals

5/3fre
nonstopSpirit Airlines
2h 40mLGA-ORD
5/7tis
multi-stopSpirit Airlines
23h 04mORD-LGA
$132
5/2tors
multi-stop
7h 37mLGA-ORD
5/8ons
nonstop
2h 09mORD-LGA
$155
5/1ons
multi-stopFrontier
13h 23mLGA-ORD
5/7tis
multi-stopFrontier
16h 40mORD-LGA
$186
5/1ons
multi-stopFrontier
11h 21mLGA-MDW
5/4lör
multi-stopFrontier
13h 28mMDW-LGA
$186
5/3fre
multi-stopAmerican Airlines
5h 40mLGA-ORD
5/4lör
multi-stopAmerican Airlines
4h 39mORD-LGA
$224
5/3fre
nonstopAmerican Airlines
2h 51mJFK-ORD
5/10fre
nonstopAmerican Airlines
2h 13mORD-JFK
$236
5/3fre
nonstopDelta
2h 55mJFK-ORD
5/5sön
nonstopDelta
2h 14mORD-JFK
$277
5/3fre
multi-stopDelta
7h 12mJFK-ORD
5/5sön
nonstopDelta
2h 14mORD-JFK
$286
5/3fre
multi-stopUnited Airlines
5h 10mEWR-ORD
5/6mån
nonstopUnited Airlines
2h 12mORD-EWR
$286
5/3fre
multi-stopUnited Airlines
16h 15mEWR-ORD
5/4lör
nonstopUnited Airlines
2h 18mORD-EWR
$288

Search by stops

Search by airline

Search by price