Flights from New York to Chicago

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Outbound flight: 04/21/23
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$82
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Outbound flight: 03/28/23
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$84
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Outbound flight: 03/28/23
13:00 LGA
14:38 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$84
Check
Outbound flight: 05/03/23
15:00 LGA
16:34 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$84
Check
Outbound flight: 06/27/23
08:00 LGA
09:37 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$86
Check
Outbound flight: 05/02/23
18:15 LGA
20:08 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$86
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Outbound flight: 05/02/23
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$86
Check
Outbound flight: 05/09/23
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$86
Check
Outbound flight: 05/09/23
21:00 LGA
22:27 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$86
Check
Outbound flight: 04/28/23
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$86
Check
Prices based on recent searches, subject to last-minute changes
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Tips and tricks to help you find cheap flights from New York to Chicago

Favorite airline: United Airlines
The most popular airline for flights from New York to Chicago is United Airlines.
United Airlines
18 %
American Airlines
16 %
Delta
16 %
Tip: book 2 months before departure
Save up to 60 % by booking flights 2 months before departure.
71 days before departure
Direct flights are more expensive
On this route, direct flights are $ 6.00 more expensive than flights with a stopover.
non stop flight
1 stop
2 stops
02h 25min
05h 22min
07h 04min
$82
$76
$4,439
The favorite connection is non-stop
Non-stop flights are especially popular on this route. 75 % of travelers will book a direct flight.
Route
bookings
Direct flights
02h 25min, from $82
75 %
1 stopover Boston Logan International Airport, MA
07h 28min, from $172
12 %
1 stopover Myrtle Beach, SC
05h 22min, from $76
6 %
Flight information New York - Chicago
Alternative flight routes
Cheap direct flights
Flight details New York - Chicago
  • Flight duration: min. 02:25 / max. 09:10
  • Distance: 1155 km
  • Flights per week: 395
  • Return flight duration: min. 02:00 / max. 10:45
Top Flight Routes
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* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.