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Chicago

from Houston

Save up to: £117

Average cost: £163

Best deal: £46

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
£46
Sat 10 Aug - Wed 14 Aug
⌄
Houston - Chicago: Sat 10/08: £23
Chicago - Houston: Wed 14/08: £23
Go
3 days
£46
Wed 4 Sep - Sat 7 Sep
⌄
Houston - Chicago: Wed 4/09: £23
Chicago - Houston: Sat 7/09: £23
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3 days
£46
Sat 24 Aug - Tue 27 Aug
⌄
Houston - Chicago: Sat 24/08: £23
Chicago - Houston: Tue 27/08: £23
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4 days
£46
Sat 17 Aug - Wed 21 Aug
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Houston - Chicago: Sat 17/08: £23
Chicago - Houston: Wed 21/08: £23
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3 days
£46
Sat 17 Aug - Tue 20 Aug
⌄
Houston - Chicago: Sat 17/08: £23
Chicago - Houston: Tue 20/08: £23
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3 days
£46
Sat 10 Aug - Tue 13 Aug
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Houston - Chicago: Sat 10/08: £23
Chicago - Houston: Tue 13/08: £23
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3 days
£46
Wed 7 Aug - Sat 10 Aug
⌄
Houston - Chicago: Wed 7/08: £23
Chicago - Houston: Sat 10/08: £23
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4 days
£46
Tue 6 Aug - Sat 10 Aug
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Houston - Chicago: Tue 6/08: £23
Chicago - Houston: Sat 10/08: £23
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4 days
£51
Sat 24 Aug - Wed 28 Aug
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Houston - Chicago: Sat 24/08: £23
Chicago - Houston: Wed 28/08: £28
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3 days
£51
Wed 21 Aug - Sat 24 Aug
⌄
Houston - Chicago: Wed 21/08: £28
Chicago - Houston: Sat 24/08: £23
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4 days
£51
Tue 20 Aug - Sat 24 Aug
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Houston - Chicago: Tue 20/08: £28
Chicago - Houston: Sat 24/08: £23
Go
3 days
£51
Sat 7 Sep - Tue 10 Sep
⌄
Houston - Chicago: Sat 7/09: £23
Chicago - Houston: Tue 10/09: £28
Go
4 days
£51
Sat 7 Sep - Wed 11 Sep
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Houston - Chicago: Sat 7/09: £23
Chicago - Houston: Wed 11/09: £28
Go
3 days
£51
Sat 15 Jun - Tue 18 Jun
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Houston - Chicago: Sat 15/06: £28
Chicago - Houston: Tue 18/06: £23
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4 days
£51
Sat 15 Jun - Wed 19 Jun
⌄
Houston - Chicago: Sat 15/06: £28
Chicago - Houston: Wed 19/06: £23
Go
4 days
£54
Sat 27 Jul - Wed 31 Jul
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Houston - Chicago: Sat 27/07: £31
Chicago - Houston: Wed 31/07: £23
Go
4 days
£54
Wed 14 Aug - Sun 18 Aug
⌄
Houston - Chicago: Wed 14/08: £23
Chicago - Houston: Sun 18/08: £31
Go
4 days
£54
Fri 16 Aug - Tue 20 Aug
⌄
Houston - Chicago: Fri 16/08: £31
Chicago - Houston: Tue 20/08: £23
Go
5 days
£54
Fri 16 Aug - Wed 21 Aug
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Houston - Chicago: Fri 16/08: £31
Chicago - Houston: Wed 21/08: £23
Go
4 days
£54
Tue 16 Jul - Sat 20 Jul
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Houston - Chicago: Tue 16/07: £23
Chicago - Houston: Sat 20/07: £31
Go
4 days
£54
Sat 13 Jul - Wed 17 Jul
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Houston - Chicago: Sat 13/07: £31
Chicago - Houston: Wed 17/07: £23
Go
2 days
£54
Mon 19 Aug - Wed 21 Aug
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Houston - Chicago: Mon 19/08: £31
Chicago - Houston: Wed 21/08: £23
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5 days
£54
Mon 19 Aug - Sat 24 Aug
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Houston - Chicago: Mon 19/08: £31
Chicago - Houston: Sat 24/08: £23
Go
3 days
£54
Sat 13 Jul - Tue 16 Jul
⌄
Houston - Chicago: Sat 13/07: £31
Chicago - Houston: Tue 16/07: £23
Go
3 days
£54
Wed 10 Jul - Sat 13 Jul
⌄
Houston - Chicago: Wed 10/07: £23
Chicago - Houston: Sat 13/07: £31
Go
2 days
£54
Thu 22 Aug - Sat 24 Aug
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Houston - Chicago: Thu 22/08: £31
Chicago - Houston: Sat 24/08: £23
Go
5 days
£54
Thu 22 Aug - Tue 27 Aug
⌄
Houston - Chicago: Thu 22/08: £31
Chicago - Houston: Tue 27/08: £23
Go
4 days
£54
Fri 23 Aug - Tue 27 Aug
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Houston - Chicago: Fri 23/08: £31
Chicago - Houston: Tue 27/08: £23
Go
2 days
£54
Sat 24 Aug - Mon 26 Aug
⌄
Houston - Chicago: Sat 24/08: £23
Chicago - Houston: Mon 26/08: £31
Go
5 days
£54
Tue 27 Aug - Sun 1 Sep
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Houston - Chicago: Tue 27/08: £23
Chicago - Houston: Sun 1/09: £31
Go
4 days
£54
Wed 28 Aug - Sun 1 Sep
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Houston - Chicago: Wed 28/08: £23
Chicago - Houston: Sun 1/09: £31
Go
2 days
£54
Wed 4 Sep - Fri 6 Sep
⌄
Houston - Chicago: Wed 4/09: £23
Chicago - Houston: Fri 6/09: £31
Go
4 days
£54
Sat 1 Jun - Wed 5 Jun
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Houston - Chicago: Sat 1/06: £31
Chicago - Houston: Wed 5/06: £23
Go
2 days
£54
Thu 5 Sep - Sat 7 Sep
⌄
Houston - Chicago: Thu 5/09: £31
Chicago - Houston: Sat 7/09: £23
Go
2 days
£54
Wed 14 Aug - Fri 16 Aug
⌄
Houston - Chicago: Wed 14/08: £23
Chicago - Houston: Fri 16/08: £31
Go
3 days
£54
Sat 27 Jul - Tue 30 Jul
⌄
Houston - Chicago: Sat 27/07: £31
Chicago - Houston: Tue 30/07: £23
Go
5 days
£54
Tue 13 Aug - Sun 18 Aug
⌄
Houston - Chicago: Tue 13/08: £23
Chicago - Houston: Sun 18/08: £31
Go
2 days
£54
Tue 13 Aug - Thu 15 Aug
⌄
Houston - Chicago: Tue 13/08: £23
Chicago - Houston: Thu 15/08: £31
Go
4 days
£54
Tue 30 Jul - Sat 3 Aug
⌄
Houston - Chicago: Tue 30/07: £23
Chicago - Houston: Sat 3/08: £31
Go
3 days
£54
Sat 3 Aug - Tue 6 Aug
⌄
Houston - Chicago: Sat 3/08: £31
Chicago - Houston: Tue 6/08: £23
Go
4 days
£54
Sat 3 Aug - Wed 7 Aug
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Houston - Chicago: Sat 3/08: £31
Chicago - Houston: Wed 7/08: £23
Go
2 days
£54
Mon 5 Aug - Wed 7 Aug
⌄
Houston - Chicago: Mon 5/08: £31
Chicago - Houston: Wed 7/08: £23
Go
5 days
£54
Mon 5 Aug - Sat 10 Aug
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Houston - Chicago: Mon 5/08: £31
Chicago - Houston: Sat 10/08: £23
Go
2 days
£54
Tue 6 Aug - Thu 8 Aug
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Houston - Chicago: Tue 6/08: £23
Chicago - Houston: Thu 8/08: £31
Go
3 days
£54
Wed 24 Jul - Sat 27 Jul
⌄
Houston - Chicago: Wed 24/07: £23
Chicago - Houston: Sat 27/07: £31
Go
5 days
£54
Tue 6 Aug - Sun 11 Aug
⌄
Houston - Chicago: Tue 6/08: £23
Chicago - Houston: Sun 11/08: £31
Go
4 days
£54
Tue 23 Jul - Sat 27 Jul
⌄
Houston - Chicago: Tue 23/07: £23
Chicago - Houston: Sat 27/07: £31
Go
3 days
£54
Tue 13 Aug - Fri 16 Aug
⌄
Houston - Chicago: Tue 13/08: £23
Chicago - Houston: Fri 16/08: £31
Go
4 days
£54
Wed 7 Aug - Sun 11 Aug
⌄
Houston - Chicago: Wed 7/08: £23
Chicago - Houston: Sun 11/08: £31
Go
5 days
£54
Thu 8 Aug - Tue 13 Aug
⌄
Houston - Chicago: Thu 8/08: £31
Chicago - Houston: Tue 13/08: £23
Go
4 days
£54
Fri 9 Aug - Tue 13 Aug
⌄
Houston - Chicago: Fri 9/08: £31
Chicago - Houston: Tue 13/08: £23
Go
5 days
£54
Fri 9 Aug - Wed 14 Aug
⌄
Houston - Chicago: Fri 9/08: £31
Chicago - Houston: Wed 14/08: £23
Go
4 days
£54
Sat 20 Jul - Wed 24 Jul
⌄
Houston - Chicago: Sat 20/07: £31
Chicago - Houston: Wed 24/07: £23
Go
3 days
£54
Sat 20 Jul - Tue 23 Jul
⌄
Houston - Chicago: Sat 20/07: £31
Chicago - Houston: Tue 23/07: £23
Go
5 days
£54
Sat 10 Aug - Thu 15 Aug
⌄
Houston - Chicago: Sat 10/08: £23
Chicago - Houston: Thu 15/08: £31
Go
2 days
£54
Sun 11 Aug - Tue 13 Aug
⌄
Houston - Chicago: Sun 11/08: £31
Chicago - Houston: Tue 13/08: £23
Go
3 days
£54
Sun 11 Aug - Wed 14 Aug
⌄
Houston - Chicago: Sun 11/08: £31
Chicago - Houston: Wed 14/08: £23
Go
2 days
£54
Mon 12 Aug - Wed 14 Aug
⌄
Houston - Chicago: Mon 12/08: £31
Chicago - Houston: Wed 14/08: £23
Go
2 days
£54
Thu 8 Aug - Sat 10 Aug
⌄
Houston - Chicago: Thu 8/08: £31
Chicago - Houston: Sat 10/08: £23
Go
3 days
£54
Sat 1 Jun - Tue 4 Jun
⌄
Houston - Chicago: Sat 1/06: £31
Chicago - Houston: Tue 4/06: £23
Go