Flights from New York to Chicago

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Outbound flight: 02/07/21
13:00 LGA
14:38 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$24
Check
Outbound flight: 02/03/21
19:00 LGA
20:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$24
Check
Outbound flight: 01/29/21
16:30 LGA
18:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$28
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Outbound flight: 01/29/21
19:30 LGA
21:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$28
Check
Outbound flight: 02/06/21
09:30 LGA
11:15 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
American Airlines
$39
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Outbound flight: 02/06/21
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$39
Check
Outbound flight: 05/11/21
09:36 LGA
11:28 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
$46
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Outbound flight: 04/28/21
09:36 LGA
11:28 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
$46
Check
Outbound flight: 02/07/21
19:10 LGA
20:56 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$49
Check
Outbound flight: 02/06/21
16:10 LGA
17:50 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$49
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
United Airlines is the most popular airline for flights from New York to Chicago.
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
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
Flights from New York to Chicago are most often booked as 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.