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Chicago

from Houston

Save up to: £150

Average cost: £198

Best deal: £48

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:

4 days
£48
Tue 30 Sep - Sat 4 Oct
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Houston - Chicago: Tue 30/09: £24
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Chicago - Houston: Sat 4/10: £24
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4 days
£54
Sat 27 Sep - Wed 1 Oct
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Houston - Chicago: Sat 27/09: £30
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Chicago - Houston: Wed 1/10: £24
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4 days
£54
Tue 7 Oct - Sat 11 Oct
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Houston - Chicago: Tue 7/10: £24
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Chicago - Houston: Sat 11/10: £30
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4 days
£54
Sat 4 Oct - Wed 8 Oct
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Houston - Chicago: Sat 4/10: £24
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Chicago - Houston: Wed 8/10: £30
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3 days
£54
Wed 1 Oct - Sat 4 Oct
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Houston - Chicago: Wed 1/10: £30
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Chicago - Houston: Sat 4/10: £24
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3 days
£54
Sat 4 Oct - Tue 7 Oct
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Houston - Chicago: Sat 4/10: £24
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Chicago - Houston: Tue 7/10: £30
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4 days
£60
Tue 23 Sep - Sat 27 Sep
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Houston - Chicago: Tue 23/09: £30
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Chicago - Houston: Sat 27/09: £30
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3 days
£60
Sat 25 Oct - Tue 28 Oct
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Houston - Chicago: Sat 25/10: £30
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Chicago - Houston: Tue 28/10: £30
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4 days
£60
Sat 25 Oct - Wed 29 Oct
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Houston - Chicago: Sat 25/10: £30
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Chicago - Houston: Wed 29/10: £30
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4 days
£60
Tue 28 Oct - Sat 1 Nov
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Houston - Chicago: Tue 28/10: £30
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Chicago - Houston: Sat 1/11: £30
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3 days
£60
Wed 29 Oct - Sat 1 Nov
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Houston - Chicago: Wed 29/10: £30
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Chicago - Houston: Sat 1/11: £30
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3 days
£60
Sat 1 Nov - Tue 4 Nov
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Houston - Chicago: Sat 1/11: £30
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Chicago - Houston: Tue 4/11: £30
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4 days
£60
Sat 1 Nov - Wed 5 Nov
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Houston - Chicago: Sat 1/11: £30
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Chicago - Houston: Wed 5/11: £30
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4 days
£60
Tue 4 Nov - Sat 8 Nov
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Houston - Chicago: Tue 4/11: £30
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Chicago - Houston: Sat 8/11: £30
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3 days
£60
Sat 8 Nov - Tue 11 Nov
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Houston - Chicago: Sat 8/11: £30
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Chicago - Houston: Tue 11/11: £30
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3 days
£60
Wed 22 Oct - Sat 25 Oct
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Houston - Chicago: Wed 22/10: £30
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Chicago - Houston: Sat 25/10: £30
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4 days
£60
Sat 8 Nov - Wed 12 Nov
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Houston - Chicago: Sat 8/11: £30
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Chicago - Houston: Wed 12/11: £30
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4 days
£60
Tue 11 Nov - Sat 15 Nov
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Houston - Chicago: Tue 11/11: £30
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Chicago - Houston: Sat 15/11: £30
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3 days
£60
Wed 12 Nov - Sat 15 Nov
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Houston - Chicago: Wed 12/11: £30
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Chicago - Houston: Sat 15/11: £30
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3 days
£60
Sat 15 Nov - Tue 18 Nov
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Houston - Chicago: Sat 15/11: £30
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Chicago - Houston: Tue 18/11: £30
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4 days
£60
Sat 15 Nov - Wed 19 Nov
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Houston - Chicago: Sat 15/11: £30
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Chicago - Houston: Wed 19/11: £30
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3 days
£60
Wed 3 Dec - Sat 6 Dec
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Houston - Chicago: Wed 3/12: £30
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Chicago - Houston: Sat 6/12: £30
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3 days
£60
Sat 6 Dec - Tue 9 Dec
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Houston - Chicago: Sat 6/12: £30
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Chicago - Houston: Tue 9/12: £30
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4 days
£60
Sat 6 Dec - Wed 10 Dec
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Houston - Chicago: Sat 6/12: £30
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Chicago - Houston: Wed 10/12: £30
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4 days
£60
Tue 9 Dec - Sat 13 Dec
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Houston - Chicago: Tue 9/12: £30
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Chicago - Houston: Sat 13/12: £30
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3 days
£60
Wed 5 Nov - Sat 8 Nov
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Houston - Chicago: Wed 5/11: £30
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Chicago - Houston: Sat 8/11: £30
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4 days
£60
Tue 21 Oct - Sat 25 Oct
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Houston - Chicago: Tue 21/10: £30
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Chicago - Houston: Sat 25/10: £30
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3 days
£60
Wed 15 Oct - Sat 18 Oct
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Houston - Chicago: Wed 15/10: £30
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Chicago - Houston: Sat 18/10: £30
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3 days
£60
Sat 18 Oct - Tue 21 Oct
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Houston - Chicago: Sat 18/10: £30
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Chicago - Houston: Tue 21/10: £30
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3 days
£60
Wed 24 Sep - Sat 27 Sep
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Houston - Chicago: Wed 24/09: £30
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Chicago - Houston: Sat 27/09: £30
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3 days
£60
Sat 27 Sep - Tue 30 Sep
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Houston - Chicago: Sat 27/09: £30
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Chicago - Houston: Tue 30/09: £30
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4 days
£60
Sat 18 Oct - Wed 22 Oct
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Houston - Chicago: Sat 18/10: £30
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Chicago - Houston: Wed 22/10: £30
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3 days
£60
Sat 13 Dec - Tue 16 Dec
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Houston - Chicago: Sat 13/12: £30
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Chicago - Houston: Tue 16/12: £30
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4 days
£60
Sat 11 Oct - Wed 15 Oct
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Houston - Chicago: Sat 11/10: £30
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Chicago - Houston: Wed 15/10: £30
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4 days
£60
Tue 14 Oct - Sat 18 Oct
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Houston - Chicago: Tue 14/10: £30
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Chicago - Houston: Sat 18/10: £30
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3 days
£60
Wed 10 Dec - Sat 13 Dec
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Houston - Chicago: Wed 10/12: £30
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Chicago - Houston: Sat 13/12: £30
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3 days
£60
Wed 8 Oct - Sat 11 Oct
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Houston - Chicago: Wed 8/10: £30
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Chicago - Houston: Sat 11/10: £30
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3 days
£64
Tue 7 Oct - Fri 10 Oct
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Houston - Chicago: Tue 7/10: £24
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Chicago - Houston: Fri 10/10: £40
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2 days
£64
Tue 7 Oct - Thu 9 Oct
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Houston - Chicago: Tue 7/10: £24
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Chicago - Houston: Thu 9/10: £40
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5 days
£64
Sat 4 Oct - Thu 9 Oct
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Houston - Chicago: Sat 4/10: £24
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Chicago - Houston: Thu 9/10: £40
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2 days
£64
Sat 4 Oct - Mon 6 Oct
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Houston - Chicago: Sat 4/10: £24
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Chicago - Houston: Mon 6/10: £40
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2 days
£64
Thu 2 Oct - Sat 4 Oct
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Houston - Chicago: Thu 2/10: £40
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Chicago - Houston: Sat 4/10: £24
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3 days
£64
Tue 30 Sep - Fri 3 Oct
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Houston - Chicago: Tue 30/09: £24
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Chicago - Houston: Fri 3/10: £40
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2 days
£64
Tue 30 Sep - Thu 2 Oct
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Houston - Chicago: Tue 30/09: £24
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Chicago - Houston: Thu 2/10: £40
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5 days
£64
Mon 29 Sep - Sat 4 Oct
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Houston - Chicago: Mon 29/09: £40
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Chicago - Houston: Sat 4/10: £24
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2 days
£64
Mon 29 Sep - Wed 1 Oct
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Houston - Chicago: Mon 29/09: £40
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Chicago - Houston: Wed 1/10: £24
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3 days
£64
Sun 28 Sep - Wed 1 Oct
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Houston - Chicago: Sun 28/09: £40
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Chicago - Houston: Wed 1/10: £24
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5 days
£64
Fri 26 Sep - Wed 1 Oct
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Houston - Chicago: Fri 26/09: £40
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Chicago - Houston: Wed 1/10: £24
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5 days
£64
Tue 30 Sep - Sun 5 Oct
⌄
Houston - Chicago: Tue 30/09: £24
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Chicago - Houston: Sun 5/10: £40
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