American Airlines flights to Chicago from New York

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S$148 Cheap American Airlines flights New York (JFK) to Chicago (ORD)

Prices were available within the past 7 days and start at S$148 for one-way flights and S$295 for return, for the period specified. Prices and availability are subject to change. Additional terms apply.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Fri, 24 Jan
American Airlines
Chicago — New York
ORD - JFK with American Airlines
Sun, 26 Jan
Found 5 days ago
From S$295
Select flight from New York to Chicago, departing on January 24 with American Airlines, and returning from Chicago to New York on January 26 with American Airlines. Price from S$295, Found 5 days ago.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Sat, 8 Feb
American Airlines
Chicago — New York
ORD - JFK with American Airlines
Tue, 11 Feb
Found 3 days ago
From S$297
Select flight from New York to Chicago, departing on February 8 with American Airlines, and returning from Chicago to New York on February 11 with American Airlines. Price from S$297, Found 3 days ago.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Fri, 24 Jan
Delta
Chicago — New York
ORD - JFK with Delta
Sun, 26 Jan
Found 5 days ago
From S$298
Select flight from New York to Chicago, departing on January 24 with American Airlines, and returning from Chicago to New York on January 26 with Delta. Price from S$298, Found 5 days ago.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Mon, 10 Feb
Delta
Chicago — New York
ORD - JFK with Delta
Mon, 17 Feb
Found 3 days ago
From S$300
Select flight from New York to Chicago, departing on February 10 with American Airlines, and returning from Chicago to New York on February 17 with Delta. Price from S$300, Found 3 days ago.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Wed, 12 Feb
American Airlines
Chicago — New York
ORD - JFK with American Airlines
Wed, 19 Feb
Found 2 days ago
From S$303
Select flight from New York to Chicago, departing on February 12 with American Airlines, and returning from Chicago to New York on February 19 with American Airlines. Price from S$303, Found 2 days ago.
American Airlines
New York — Chicago
JFK - ORD with American Airlines
Thu, 13 Feb
Delta
Chicago — New York
ORD - JFK with Delta
Wed, 19 Feb
Found 5 days ago
From S$312
Select flight from New York to Chicago, departing on February 13 with American Airlines, and returning from Chicago to New York on February 19 with Delta. Price from S$312, Found 5 days ago.
*Available to Expedia members.