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Cheap Flights from New York to Chicago

  • New York Chicago

    Mon, Feb 24 - Tue, Feb 25

    From US$128.22
  • New York Chicago

    Sat, Feb 29 - Sun, Mar 1

    From US$137.18
  • New York Chicago

    Sat, Mar 21 - Tue, Mar 24

    From US$144.01
  • New York Chicago

    Sat, Mar 14 - Tue, Mar 17

    From US$150.85
  • New York Chicago

    Sat, Mar 21 - Wed, Mar 25

    From US$169.06
  • New York Chicago

    Sat, Feb 29 - Sun, Mar 1

    From US$143.16

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

New York to Chicago Flight Information

Below are some common questions asked about this flight route:

When can I book the cheapest flight from New York to Chicago?

Airlines adjust prices for plane tickets based on the day and time that you book your flight. After analyzing data from all airlines, we have discovered that the best days to book flights from New York to Chicago are Tuesdays, Wednesdays, and Saturdays.

What are the airlines flying from New York to Chicago?

Airlines flying from New York to Chicago include American Airlines,Jetblue Airways,Delta Air Lines,United Airlines,Spirit Airlines.

What is the most popular airline for non-stop flights from New York to Chicago?

American Airlines provides 40 of the non-stop flights between New York and Chicago.

How many airports are there in Chicago?

Average duration of direct flights: 2h43m
Airports at destination:
Flight route:
Price starting from:

New York to Chicago Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
11:00 LGA 12:40 ORD
New York to Chicago SMTWTFS Search
06:30 EWR 08:05 ORD
New York to Chicago SMTWTFS Search
10:30 LGA 12:15 ORD
New York to Chicago SMTWT-S Search
16:29 JFK 18:18 ORD
New York to Chicago SMTWTFS Search
08:35 EWR 10:25 ORD
New York to Chicago SMTWTF- Search
08:00 JFK 09:48 ORD
New York to Chicago SMTWTFS Search
13:30 LGA 15:15 ORD
New York to Chicago SMTWTFS Search
20:00 LGA 21:27 ORD
New York to Chicago ----TF- Search
18:26 JFK 18:26 ORD
New York to Chicago ------- Search
10:15 LGA 12:00 ORD
New York to Chicago ------S Search
21:59 LGA 23:29 ORD
New York to Chicago S------ Search
10:40 EWR 12:29 ORD
New York to Chicago SMTWTFS Search
06:30 EWR 08:05 ORD
New York to Chicago SMTWTFS Search
13:18 EWR 14:55 ORD
New York to Chicago SMTWTFS Search
12:00 LGA 13:44 ORD
New York to Chicago SMTWT-- Search
22:00 LGA 23:51 ORD
New York to Chicago SMTWT-- Search
16:30 LGA 18:19 ORD
New York to Chicago SMTWTF- Search
21:00 LGA 22:45 ORD
New York to Chicago SMTWT-S Search
16:00 LGA 17:50 ORD
New York to Chicago SMTWTFS Search
14:04 LGA 15:38 ORD
New York to Chicago SMTWTF- Search

New York to O'Hare International Airport (ORD)

08:35, Feb 24 - 05:49, Feb 25
NK | Spirit Airlines
2h 50m
LGA - ORD
Nonstop
US$128
Round-trip from
Search
10:00, Feb 29 - 06:00, Mar 1
UA | United Airlines
2h 44m
LGA - ORD
Nonstop
US$137
Round-trip from
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08:10, Mar 21 - 13:45, Mar 24
DL | Delta Air Lines
2h 42m
LGA - ORD
Nonstop
US$144
Round-trip from
Search
09:30, Feb 26 - 08:35, Mar 1
AA | American Airlines
3h 8m
LGA - ORD
Nonstop
US$153
Round-trip from
Search
07:36, Mar 21 - 14:45, Mar 25
B6 | Jetblue Airways
2h 51m
JFK - ORD
Nonstop
US$169
Round-trip from
Search

New York to Midway International Airport (MDW)

17:59, Feb 29 - 08:35, Mar 1
DL | Delta Air Lines
5h 48m
EWR - MDW
1 stop
US$171
Round-trip from
Search
06:00, Mar 16 - 07:30, Mar 19
DL | Delta Air Lines
6h 47m
EWR - MDW
1 stop
US$173
Round-trip from
Search
07:15, Mar 24 - 08:08, Mar 30
DL | Delta Air Lines
6h 24m
EWR - MDW
2 stop
US$165
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from New York to Chicago

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from New York to Chicago. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Travel from New York to Chicago

Chicago attracts thousands of visitors every year for both business and pleasure. Planning a trip from New York to Chicago is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from New York to Chicago a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.