Favorite airline: United Airlines
58 % of travelers choose to book flights on this route with United Airlines, Spirit Airlines and American Airlines.
United Airlines
23 %
Spirit Airlines
19 %
American Airlines
16 %
Tip: book 8 weeks before departure
The best time to buy tickets is 8 weeks before the flight. Pay only $122.00.
53 days before departure
Direct flights are the cheapest connection
Direct flights on this route are $40.00 cheaper on average than flights with a stopover.
non stop flight
1 stop
02h 42min
05h 59min
$120
$160
The favorite connection is non-stop
72 % of all bookings on the route New York to Chicago are for non-stop flights.
Route
bookings
Direct flights
02h 42min, from $120
72 %
1 stopover Boston Logan International Airport, MA
08h 29min, from $212
20 %
1 stopover Fort Lauderdale-Hollywood International Airport, FL
27h 11min, from $285
3 %
Round trip from $120.00
Currently, flights on this route are cheapest departing on 12/14/2019 and returning on 12/17/2019.

$120
Cheap
$120
Expensive
$196

Flights from New York to Chicago

IDEALO: 1,034 Flight Offers from $58
Outbound flight: 12/14/19
08:35 LGA
10:17 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Spirit Airlines
$58
31 days ago*
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Outbound flight: 02/10/20
19:55 LGA
21:43 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$81
79 days ago*
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Outbound flight: 07/14/20
19:10 LGA
21:02 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
13 days ago*
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Outbound flight: 06/24/20
13:10 LGA
15:04 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
6 days ago*
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Outbound flight: 05/16/20
11:10 LGA
13:04 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
3 days ago*
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Outbound flight: 02/21/20
07:10 LGA
08:58 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
88 days ago*
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Outbound flight: 05/13/20
19:10 LGA
21:09 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
89 days ago*
Check
Outbound flight: 02/10/20
19:55 LGA
21:43 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
91 days ago*
Check
Outbound flight: 05/06/20
14:10 LGA
15:59 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
yesterday*
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Outbound flight: 04/18/20
12:10 LGA
14:05 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
17 days ago*
Check
Outbound flight: 07/14/20
10:10 LGA
12:00 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
13 days ago*
Check
Outbound flight: 05/11/20
14:10 LGA
15:59 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
8 days ago*
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Outbound flight: 06/20/20
11:10 LGA
12:56 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
22 days ago*
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Outbound flight: 03/02/20
19:55 LGA
21:43 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$83
86 days ago*
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Outbound flight: 04/29/20
17:10 LGA
19:04 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
27 days ago*
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Outbound flight: 07/04/20
11:10 LGA
12:56 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
29 days ago*
Check
Outbound flight: 07/14/20
19:10 LGA
21:02 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
10 days ago*
Check
Outbound flight: 07/14/20
10:10 LGA
12:00 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
10 days ago*
Check
Outbound flight: 07/15/20
19:10 LGA
20:42 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
24 days ago*
Check
Outbound flight: 05/09/20
11:10 LGA
13:04 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$84
30 days ago*
Check
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