Chicago

from Philadelphia

Save up to: £160

Average cost: £207

Best deal: £47

Chicago, Illinois, nestled along Lake Michigan, is famed for its bold architecture, deep-dish pizza, and jazz music. Take an architectural river cruise, visit the expansive Art Institute of Chicago, or enjoy the view from the Willis Tower Skydeck. Chicago's bustling Magnificent Mile, numerous parks, and annual events like the Chicago Air and Water Show make it a city of architectural marvels and cultural depth.

Latest deals:

Sun 18 Jan - Fri 23 Jan

Philadelphia - Chicago: Sun 18/01: £22

Chicago - Philadelphia: Fri 23/01: £25

Fri 23 Jan - Mon 26 Jan

Philadelphia - Chicago: Fri 23/01: £25

Chicago - Philadelphia: Mon 26/01: £25

Mon 26 Jan - Fri 30 Jan

Philadelphia - Chicago: Mon 26/01: £25

Chicago - Philadelphia: Fri 30/01: £25

Fri 30 Jan - Mon 2 Feb

Philadelphia - Chicago: Fri 30/01: £25

Chicago - Philadelphia: Mon 2/02: £25

Mon 2 Feb - Fri 6 Feb

Philadelphia - Chicago: Mon 2/02: £25

Chicago - Philadelphia: Fri 6/02: £25

Fri 6 Feb - Mon 9 Feb

Philadelphia - Chicago: Fri 6/02: £25

Chicago - Philadelphia: Mon 9/02: £34

Mon 9 Feb - Fri 13 Feb

Philadelphia - Chicago: Mon 9/02: £34

Chicago - Philadelphia: Fri 13/02: £34

Fri 13 Feb - Mon 16 Feb

Philadelphia - Chicago: Fri 13/02: £34

Chicago - Philadelphia: Mon 16/02: £34

Mon 16 Feb - Fri 20 Feb

Philadelphia - Chicago: Mon 16/02: £34

Chicago - Philadelphia: Fri 20/02: £34

Mon 23 Feb - Fri 27 Feb

Philadelphia - Chicago: Mon 23/02: £34

Chicago - Philadelphia: Fri 27/02: £34