Chicago

from Philadelphia

Save up to: £187

Average cost: £231

Best deal: £44

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:

Mon 2 Feb - Fri 6 Feb

Philadelphia - Chicago: Mon 2/02: £22

Chicago - Philadelphia: Fri 6/02: £22

Fri 30 Jan - Mon 2 Feb

Philadelphia - Chicago: Fri 30/01: £33

Chicago - Philadelphia: Mon 2/02: £22

Fri 23 Jan - Mon 26 Jan

Philadelphia - Chicago: Fri 23/01: £25

Chicago - Philadelphia: Mon 26/01: £33

Mon 26 Jan - Fri 30 Jan

Philadelphia - Chicago: Mon 26/01: £33

Chicago - Philadelphia: Fri 30/01: £33

Mon 19 Jan - Fri 23 Jan

Philadelphia - Chicago: Mon 19/01: £48

Chicago - Philadelphia: Fri 23/01: £25

Sun 18 Jan - Fri 23 Jan

Philadelphia - Chicago: Sun 18/01: £52

Chicago - Philadelphia: Fri 23/01: £25

Tue 20 Jan - Fri 23 Jan

Philadelphia - Chicago: Tue 20/01: £52

Chicago - Philadelphia: Fri 23/01: £25