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
Stopover flights are the cheapest connection
Direct flights on this route are $ 6.00 more expensive on average 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
Direct 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 %
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Flights from New York to Chicago

Outbound flight: 09/23/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 09/23/20
21:30 LGA
23:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 11/17/20
08:30 LGA
10:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 11/16/20
14:30 LGA
16:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 10/14/20
06:30 LGA
08:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 11/16/20
19:30 LGA
21:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 10/14/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 11/17/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$29
Check
Outbound flight: 10/15/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$32
Check
Outbound flight: 10/15/20
10:30 LGA
12:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$32
Check
Outbound flight: 10/22/20
06:30 LGA
08:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$32
Check
Outbound flight: 11/07/20
06:30 LGA
08:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$32
Check
Outbound flight: 10/06/20
20:30 LGA
22:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 10/12/20
19:30 LGA
21:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 10/12/20
20:30 LGA
22:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 09/19/20
08:30 LGA
10:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 09/26/20
08:30 LGA
10:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 10/06/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 09/26/20
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Outbound flight: 10/10/20
13:30 LGA
15:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$33
Check
Prices based on recent searches, subject to last-minute changes
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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
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