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Outbound flight: 11/02/21
11:00 LGA
12:40 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$46
Check
Outbound flight: 11/02/21
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$46
Check
Outbound flight: 09/29/21
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$46
Check
Outbound flight: 08/25/21
09:37 LGA
11:28 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
$47
Check
Outbound flight: 08/03/21
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$47
Check
Outbound flight: 09/11/21
08:00 LGA
09:37 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$47
Check
Outbound flight: 09/11/21
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$47
Check
Outbound flight: 11/16/21
19:56 LGA
21:27 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
$48
Check
Outbound flight: 05/21/21
11:08 LGA
20:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
1 Stopover
Spirit Airlines
$49
Check
Outbound flight: 08/19/21
12:10 LGA
13:56 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$50
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
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
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.