Cheap flights - New York to Chicago - round trip.

From only $53
27% cheaper!
Check details below.

Choose the best option for you.

Have a wonderful trip.

Cheap flights - New York - Chicago - only $53 RT - 27% off
New York - Chicago - 09.13.2025 - 09.20.2025 (7 days) - $53 - 27% off
Promo Sold Out
3:12 PM - 4:50 PM Spirit
2 hr 38 min LGA-ORD
0 stops
V
3:12 PM LaGuardia Airport (LGA) Travel time: 2 hr 38 min
4:50 PM Chicago O'Hare International Airport (ORD)
 
Promo Sold Out
4:35 PM - 7:41 PM Spirit
2 hr 6 min ORD-LGA
0 stops
V
4:35 PM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 6 min
7:41 PM LaGuardia Airport (LGA)
New York - Chicago - 09.13.2025 - 09.20.2025 (7 days) - $53 - 27% off
Promo Sold Out
8:36 PM - 10:11 PM Spirit
2 hr 35 min LGA-ORD
0 stops
V
8:36 PM LaGuardia Airport (LGA) Travel time: 2 hr 35 min
10:11 PM Chicago O'Hare International Airport (ORD)
 
Promo Sold Out
4:35 PM - 7:41 PM Spirit
2 hr 6 min ORD-LGA
0 stops
V
4:35 PM Chicago O'Hare International Airport (ORD) Travel time: 2 hr 6 min
7:41 PM LaGuardia Airport (LGA)

To buy these tickets, go to your favorite flight booking site or directly to the airline's websites.

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