Flights from New York to Chicago

  • Find cheap flights
  • Booking tips
Outbound flight: 11/13/23
21:00 LGA
22:27 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$49
Check
Outbound flight: 11/10/23
14:20 LGA
16:03 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
Delta Air Lines
$50
Check
Outbound flight: 12/09/23
06:00 LGA
07:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$50
Check
Outbound flight: 12/09/23
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$50
Check
Outbound flight: 12/06/23
06:00 LGA
07:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$50
Check
Outbound flight: 11/30/23
12:00 LGA
13:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$50
Check
Outbound flight: 12/06/23
06:00 LGA
07:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$50
Check
Outbound flight: 12/06/23
09:00 LGA
10:29 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$51
Check
Outbound flight: 12/06/23
06:00 LGA
07:25 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$51
Check
Outbound flight: 10/17/23
17:15 LGA
18:51 CHI
New York - La Guardia Airport, NY
Chicago-IL all Airports (ORD, MDW, RFD)
direct
United Airlines
$53
Check
Prices based on recent searches, subject to last-minute changes
Page 1 / 101

Tips and tricks to help you find cheap flights from New York to Chicago

Favorite airline: United Airlines
50 % of travelers choose to book flights on this route with United Airlines, American Airlines and Delta.
United Airlines
18 %
American Airlines
16 %
Delta
16 %
Tip: book 2 months before departure
If booked 2 months before travel, flights cost only $131.00.
71 days before departure
Stopover flights are the cheapest connection
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
Non-stop 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 %
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
Privacy | About / Terms and conditions | Ranking
* Prices may vary, please check the travel details given by the online travel agency before booking. Prices include taxes.