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Outbound flight: 12/15/21
09:30 LGA
11:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$50
Check
Outbound flight: 05/05/22
10:35 LGA
12:23 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$59
Check
Outbound flight: 04/20/22
06:35 LGA
08:06 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$59
Check
Outbound flight: 05/24/22
20:00 LGA
21:27 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$60
Check
Outbound flight: 05/24/22
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$60
Check
Outbound flight: 03/18/22
08:05 LGA
09:32 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$60
Check
Outbound flight: 04/26/22
15:05 LGA
16:35 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$60
Check
Outbound flight: 05/24/22
11:45 LGA
13:20 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$60
Check
Outbound flight: 03/18/22
06:00 LGA
07:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$60
Check
Outbound flight: 04/26/22
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$60
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
Most travelers looking for flights on the route from New York to Chicago decide to book flights with United Airlines.
United Airlines
18 %
American Airlines
16 %
Delta
16 %
Tip: book 2 months before departure
The best time to buy tickets is 2 months before the flight. Pay only $131.00.
71 days before departure
Direct flights are more expensive
Compared to flights with a stopover, direct flights are $ 6.00 more expensive on this route.
non stop flight
1 stop
2 stops
02h 25min
05h 22min
07h 04min
$82
$76
$4,439
The favorite connection is non-stop
75 % of travelers decide to book a direct flight on this route.
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.