Chicago

from Houston

Save up to: £147

Average cost: £177

Best deal: £30

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:

Tue 23 Dec - Sun 28 Dec

Houston - Chicago: Tue 23/12: £15

Chicago - Houston: Sun 28/12: £15

Wed 24 Dec - Sun 28 Dec

Houston - Chicago: Wed 24/12: £15

Chicago - Houston: Sun 28/12: £15

Thu 8 Jan - Mon 12 Jan

Houston - Chicago: Thu 8/01: £22

Chicago - Houston: Mon 12/01: £22

Mon 23 Feb - Thu 26 Feb

Houston - Chicago: Mon 23/02: £22

Chicago - Houston: Thu 26/02: £22

Sun 22 Feb - Thu 26 Feb

Houston - Chicago: Sun 22/02: £22

Chicago - Houston: Thu 26/02: £22

Fri 20 Feb - Mon 23 Feb

Houston - Chicago: Fri 20/02: £22

Chicago - Houston: Mon 23/02: £22

Fri 20 Feb - Sun 22 Feb

Houston - Chicago: Fri 20/02: £22

Chicago - Houston: Sun 22/02: £22

Thu 19 Feb - Mon 23 Feb

Houston - Chicago: Thu 19/02: £22

Chicago - Houston: Mon 23/02: £22

Thu 19 Feb - Sun 22 Feb

Houston - Chicago: Thu 19/02: £22

Chicago - Houston: Sun 22/02: £22

Sun 8 Feb - Thu 12 Feb

Houston - Chicago: Sun 8/02: £22

Chicago - Houston: Thu 12/02: £22

Sun 1 Feb - Fri 6 Feb

Houston - Chicago: Sun 1/02: £22

Chicago - Houston: Fri 6/02: £22

Fri 30 Jan - Sun 1 Feb

Houston - Chicago: Fri 30/01: £22

Chicago - Houston: Sun 1/02: £22

Sun 25 Jan - Fri 30 Jan

Houston - Chicago: Sun 25/01: £22

Chicago - Houston: Fri 30/01: £22

Sun 18 Jan - Fri 23 Jan

Houston - Chicago: Sun 18/01: £22

Chicago - Houston: Fri 23/01: £22

Thu 15 Jan - Sun 18 Jan

Houston - Chicago: Thu 15/01: £22

Chicago - Houston: Sun 18/01: £22

Mon 12 Jan - Thu 15 Jan

Houston - Chicago: Mon 12/01: £22

Chicago - Houston: Thu 15/01: £22

Fri 27 Feb - Sun 1 Mar

Houston - Chicago: Fri 27/02: £22

Chicago - Houston: Sun 1/03: £22

Thu 26 Feb - Sun 1 Mar

Houston - Chicago: Thu 26/02: £22

Chicago - Houston: Sun 1/03: £22

Thu 8 Jan - Sun 11 Jan

Houston - Chicago: Thu 8/01: £22

Chicago - Houston: Sun 11/01: £22

Fri 5 Dec - Mon 8 Dec

Houston - Chicago: Fri 5/12: £22

Chicago - Houston: Mon 8/12: £22

Sun 11 Jan - Thu 15 Jan

Houston - Chicago: Sun 11/01: £22

Chicago - Houston: Thu 15/01: £22

Tue 11 Nov - Sat 15 Nov

Houston - Chicago: Tue 11/11: £23

Chicago - Houston: Sat 15/11: £26

Sat 8 Nov - Tue 11 Nov

Houston - Chicago: Sat 8/11: £30

Chicago - Houston: Tue 11/11: £23

Fri 12 Dec - Sun 14 Dec

Houston - Chicago: Fri 12/12: £22

Chicago - Houston: Sun 14/12: £32

Fri 12 Dec - Mon 15 Dec

Houston - Chicago: Fri 12/12: £22

Chicago - Houston: Mon 15/12: £33

Mon 8 Dec - Fri 12 Dec

Houston - Chicago: Mon 8/12: £22

Chicago - Houston: Fri 12/12: £33

Thu 25 Dec - Sun 28 Dec

Houston - Chicago: Thu 25/12: £41

Chicago - Houston: Sun 28/12: £15

Tue 25 Nov - Thu 27 Nov

Houston - Chicago: Tue 25/11: £34

Chicago - Houston: Thu 27/11: £22

Sat 22 Nov - Thu 27 Nov

Houston - Chicago: Sat 22/11: £34

Chicago - Houston: Thu 27/11: £22

Sat 15 Nov - Wed 19 Nov

Houston - Chicago: Sat 15/11: £26

Chicago - Houston: Wed 19/11: £30

Sat 15 Nov - Tue 18 Nov

Houston - Chicago: Sat 15/11: £26

Chicago - Houston: Tue 18/11: £30

Thu 6 Nov - Tue 11 Nov

Houston - Chicago: Thu 6/11: £33

Chicago - Houston: Tue 11/11: £23