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Chicago

from Houston

Save up to: £154

Average cost: £216

Best deal: £62

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:

3 days
£62
Sat 10 May - Tue 13 May
⌄
Houston - Chicago: Sat 10/05: £31
Chicago - Houston: Tue 13/05: £31
Go
3 days
£62
Wed 30 Apr - Sat 3 May
⌄
Houston - Chicago: Wed 30/04: £31
Chicago - Houston: Sat 3/05: £31
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4 days
£62
Tue 1 Apr - Sat 5 Apr
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Houston - Chicago: Tue 1/04: £31
Chicago - Houston: Sat 5/04: £31
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4 days
£62
Sat 26 Apr - Wed 30 Apr
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Houston - Chicago: Sat 26/04: £31
Chicago - Houston: Wed 30/04: £31
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4 days
£62
Sat 3 May - Wed 7 May
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Houston - Chicago: Sat 3/05: £31
Chicago - Houston: Wed 7/05: £31
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3 days
£62
Wed 2 Apr - Sat 5 Apr
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Houston - Chicago: Wed 2/04: £31
Chicago - Houston: Sat 5/04: £31
Go
3 days
£62
Wed 9 Apr - Sat 12 Apr
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Houston - Chicago: Wed 9/04: £31
Chicago - Houston: Sat 12/04: £31
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4 days
£62
Sat 19 Apr - Wed 23 Apr
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Houston - Chicago: Sat 19/04: £31
Chicago - Houston: Wed 23/04: £31
Go
4 days
£62
Tue 8 Apr - Sat 12 Apr
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Houston - Chicago: Tue 8/04: £31
Chicago - Houston: Sat 12/04: £31
Go
4 days
£62
Sat 10 May - Wed 14 May
⌄
Houston - Chicago: Sat 10/05: £31
Chicago - Houston: Wed 14/05: £31
Go
3 days
£62
Wed 7 May - Sat 10 May
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Houston - Chicago: Wed 7/05: £31
Chicago - Houston: Sat 10/05: £31
Go
5 days
£69
Fri 9 May - Wed 14 May
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Houston - Chicago: Fri 9/05: £38
Chicago - Houston: Wed 14/05: £31
Go
4 days
£69
Fri 9 May - Tue 13 May
⌄
Houston - Chicago: Fri 9/05: £38
Chicago - Houston: Tue 13/05: £31
Go
5 days
£69
Thu 8 May - Tue 13 May
⌄
Houston - Chicago: Thu 8/05: £38
Chicago - Houston: Tue 13/05: £31
Go
2 days
£69
Thu 8 May - Sat 10 May
⌄
Houston - Chicago: Thu 8/05: £38
Chicago - Houston: Sat 10/05: £31
Go
2 days
£69
Wed 30 Apr - Fri 2 May
⌄
Houston - Chicago: Wed 30/04: £31
Chicago - Houston: Fri 2/05: £38
Go
4 days
£69
Wed 7 May - Sun 11 May
⌄
Houston - Chicago: Wed 7/05: £31
Chicago - Houston: Sun 11/05: £38
Go
5 days
£69
Mon 5 May - Sat 10 May
⌄
Houston - Chicago: Mon 5/05: £38
Chicago - Houston: Sat 10/05: £31
Go
2 days
£69
Mon 5 May - Wed 7 May
⌄
Houston - Chicago: Mon 5/05: £38
Chicago - Houston: Wed 7/05: £31
Go
3 days
£69
Sun 4 May - Wed 7 May
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Houston - Chicago: Sun 4/05: £38
Chicago - Houston: Wed 7/05: £31
Go
5 days
£69
Sat 3 May - Thu 8 May
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Houston - Chicago: Sat 3/05: £31
Chicago - Houston: Thu 8/05: £38
Go
2 days
£69
Sat 3 May - Mon 5 May
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Houston - Chicago: Sat 3/05: £31
Chicago - Houston: Mon 5/05: £38
Go
5 days
£69
Fri 2 May - Wed 7 May
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Houston - Chicago: Fri 2/05: £38
Chicago - Houston: Wed 7/05: £31
Go
5 days
£69
Wed 7 May - Mon 12 May
⌄
Houston - Chicago: Wed 7/05: £31
Chicago - Houston: Mon 12/05: £38
Go
2 days
£69
Wed 7 May - Fri 9 May
⌄
Houston - Chicago: Wed 7/05: £31
Chicago - Houston: Fri 9/05: £38
Go
5 days
£69
Sat 10 May - Thu 15 May
⌄
Houston - Chicago: Sat 10/05: £31
Chicago - Houston: Thu 15/05: £38
Go
2 days
£69
Sun 11 May - Tue 13 May
⌄
Houston - Chicago: Sun 11/05: £38
Chicago - Houston: Tue 13/05: £31
Go
2 days
£69
Sun 18 May - Tue 20 May
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Houston - Chicago: Sun 18/05: £38
Chicago - Houston: Tue 20/05: £31
Go
4 days
£69
Sat 17 May - Wed 21 May
⌄
Houston - Chicago: Sat 17/05: £38
Chicago - Houston: Wed 21/05: £31
Go
3 days
£69
Sat 17 May - Tue 20 May
⌄
Houston - Chicago: Sat 17/05: £38
Chicago - Houston: Tue 20/05: £31
Go
5 days
£69
Fri 16 May - Wed 21 May
⌄
Houston - Chicago: Fri 16/05: £38
Chicago - Houston: Wed 21/05: £31
Go
4 days
£69
Fri 16 May - Tue 20 May
⌄
Houston - Chicago: Fri 16/05: £38
Chicago - Houston: Tue 20/05: £31
Go
5 days
£69
Thu 15 May - Tue 20 May
⌄
Houston - Chicago: Thu 15/05: £38
Chicago - Houston: Tue 20/05: £31
Go
5 days
£69
Wed 14 May - Mon 19 May
⌄
Houston - Chicago: Wed 14/05: £31
Chicago - Houston: Mon 19/05: £38
Go
2 days
£69
Sat 10 May - Mon 12 May
⌄
Houston - Chicago: Sat 10/05: £31
Chicago - Houston: Mon 12/05: £38
Go
4 days
£69
Wed 14 May - Sun 18 May
⌄
Houston - Chicago: Wed 14/05: £31
Chicago - Houston: Sun 18/05: £38
Go
2 days
£69
Wed 14 May - Fri 16 May
⌄
Houston - Chicago: Wed 14/05: £31
Chicago - Houston: Fri 16/05: £38
Go
5 days
£69
Tue 13 May - Sun 18 May
⌄
Houston - Chicago: Tue 13/05: £31
Chicago - Houston: Sun 18/05: £38
Go
4 days
£69
Tue 13 May - Sat 17 May
⌄
Houston - Chicago: Tue 13/05: £31
Chicago - Houston: Sat 17/05: £38
Go
3 days
£69
Tue 13 May - Fri 16 May
⌄
Houston - Chicago: Tue 13/05: £31
Chicago - Houston: Fri 16/05: £38
Go
2 days
£69
Tue 13 May - Thu 15 May
⌄
Houston - Chicago: Tue 13/05: £31
Chicago - Houston: Thu 15/05: £38
Go
2 days
£69
Mon 12 May - Wed 14 May
⌄
Houston - Chicago: Mon 12/05: £38
Chicago - Houston: Wed 14/05: £31
Go
3 days
£69
Sun 11 May - Wed 14 May
⌄
Houston - Chicago: Sun 11/05: £38
Chicago - Houston: Wed 14/05: £31
Go
3 days
£69
Wed 14 May - Sat 17 May
⌄
Houston - Chicago: Wed 14/05: £31
Chicago - Houston: Sat 17/05: £38
Go
2 days
£69
Thu 1 May - Sat 3 May
⌄
Houston - Chicago: Thu 1/05: £38
Chicago - Houston: Sat 3/05: £31
Go
2 days
£69
Mon 19 May - Wed 21 May
⌄
Houston - Chicago: Mon 19/05: £38
Chicago - Houston: Wed 21/05: £31
Go
4 days
£69
Wed 30 Apr - Sun 4 May
⌄
Houston - Chicago: Wed 30/04: £31
Chicago - Houston: Sun 4/05: £38
Go
2 days
£69
Wed 9 Apr - Fri 11 Apr
⌄
Houston - Chicago: Wed 9/04: £31
Chicago - Houston: Fri 11/04: £38
Go
5 days
£69
Tue 8 Apr - Sun 13 Apr
⌄
Houston - Chicago: Tue 8/04: £31
Chicago - Houston: Sun 13/04: £38
Go
3 days
£69
Tue 8 Apr - Fri 11 Apr
⌄
Houston - Chicago: Tue 8/04: £31
Chicago - Houston: Fri 11/04: £38
Go
2 days
£69
Tue 8 Apr - Thu 10 Apr
⌄
Houston - Chicago: Tue 8/04: £31
Chicago - Houston: Thu 10/04: £38
Go
5 days
£69
Mon 7 Apr - Sat 12 Apr
⌄
Houston - Chicago: Mon 7/04: £38
Chicago - Houston: Sat 12/04: £31
Go
2 days
£69
Mon 7 Apr - Wed 9 Apr
⌄
Houston - Chicago: Mon 7/04: £38
Chicago - Houston: Wed 9/04: £31
Go
5 days
£69
Fri 4 Apr - Wed 9 Apr
⌄
Houston - Chicago: Fri 4/04: £38
Chicago - Houston: Wed 9/04: £31
Go
4 days
£69
Wed 9 Apr - Sun 13 Apr
⌄
Houston - Chicago: Wed 9/04: £31
Chicago - Houston: Sun 13/04: £38
Go
4 days
£69
Fri 4 Apr - Tue 8 Apr
⌄
Houston - Chicago: Fri 4/04: £38
Chicago - Houston: Tue 8/04: £31
Go
2 days
£69
Thu 3 Apr - Sat 5 Apr
⌄
Houston - Chicago: Thu 3/04: £38
Chicago - Houston: Sat 5/04: £31
Go
5 days
£69
Wed 2 Apr - Mon 7 Apr
⌄
Houston - Chicago: Wed 2/04: £31
Chicago - Houston: Mon 7/04: £38
Go
4 days
£69
Wed 2 Apr - Sun 6 Apr
⌄
Houston - Chicago: Wed 2/04: £31
Chicago - Houston: Sun 6/04: £38
Go
2 days
£69
Wed 2 Apr - Fri 4 Apr
⌄
Houston - Chicago: Wed 2/04: £31
Chicago - Houston: Fri 4/04: £38
Go
5 days
£69
Tue 1 Apr - Sun 6 Apr
⌄
Houston - Chicago: Tue 1/04: £31
Chicago - Houston: Sun 6/04: £38
Go
3 days
£69
Tue 1 Apr - Fri 4 Apr
⌄
Houston - Chicago: Tue 1/04: £31
Chicago - Houston: Fri 4/04: £38
Go
2 days
£69
Tue 1 Apr - Thu 3 Apr
⌄
Houston - Chicago: Tue 1/04: £31
Chicago - Houston: Thu 3/04: £38
Go
5 days
£69
Thu 3 Apr - Tue 8 Apr
⌄
Houston - Chicago: Thu 3/04: £38
Chicago - Houston: Tue 8/04: £31
Go
5 days
£69
Wed 30 Apr - Mon 5 May
⌄
Houston - Chicago: Wed 30/04: £31
Chicago - Houston: Mon 5/05: £38
Go
5 days
£69
Wed 9 Apr - Mon 14 Apr
⌄
Houston - Chicago: Wed 9/04: £31
Chicago - Houston: Mon 14/04: £38
Go
5 days
£69
Thu 10 Apr - Tue 15 Apr
⌄
Houston - Chicago: Thu 10/04: £38
Chicago - Houston: Tue 15/04: £31
Go
3 days
£69
Sun 18 May - Wed 21 May
⌄
Houston - Chicago: Sun 18/05: £38
Chicago - Houston: Wed 21/05: £31
Go
5 days
£69
Sat 26 Apr - Thu 1 May
⌄
Houston - Chicago: Sat 26/04: £31
Chicago - Houston: Thu 1/05: £38
Go
2 days
£69
Sat 26 Apr - Mon 28 Apr
⌄
Houston - Chicago: Sat 26/04: £31
Chicago - Houston: Mon 28/04: £38
Go
5 days
£69
Wed 23 Apr - Mon 28 Apr
⌄
Houston - Chicago: Wed 23/04: £31
Chicago - Houston: Mon 28/04: £38
Go
4 days
£69
Wed 23 Apr - Sun 27 Apr
⌄
Houston - Chicago: Wed 23/04: £31
Chicago - Houston: Sun 27/04: £38
Go
3 days
£69
Wed 23 Apr - Sat 26 Apr
⌄
Houston - Chicago: Wed 23/04: £31
Chicago - Houston: Sat 26/04: £38
Go
4 days
£69
Wed 16 Apr - Sun 20 Apr
⌄
Houston - Chicago: Wed 16/04: £31
Chicago - Houston: Sun 20/04: £38
Go
2 days
£69
Thu 10 Apr - Sat 12 Apr
⌄
Houston - Chicago: Thu 10/04: £38
Chicago - Houston: Sat 12/04: £31
Go
5 days
£69
Tue 15 Apr - Sun 20 Apr
⌄
Houston - Chicago: Tue 15/04: £31
Chicago - Houston: Sun 20/04: £38
Go
2 days
£69
Mon 14 Apr - Wed 16 Apr
⌄
Houston - Chicago: Mon 14/04: £38
Chicago - Houston: Wed 16/04: £31
Go
3 days
£69
Sun 13 Apr - Wed 16 Apr
⌄
Houston - Chicago: Sun 13/04: £38
Chicago - Houston: Wed 16/04: £31
Go
2 days
£69
Sun 13 Apr - Tue 15 Apr
⌄
Houston - Chicago: Sun 13/04: £38
Chicago - Houston: Tue 15/04: £31
Go
4 days
£69
Sat 12 Apr - Wed 16 Apr
⌄
Houston - Chicago: Sat 12/04: £38
Chicago - Houston: Wed 16/04: £31
Go
3 days
£69
Sat 12 Apr - Tue 15 Apr
⌄
Houston - Chicago: Sat 12/04: £38
Chicago - Houston: Tue 15/04: £31
Go
5 days
£69
Fri 11 Apr - Wed 16 Apr
⌄
Houston - Chicago: Fri 11/04: £38
Chicago - Houston: Wed 16/04: £31
Go
4 days
£69
Fri 11 Apr - Tue 15 Apr
⌄
Houston - Chicago: Fri 11/04: £38
Chicago - Houston: Tue 15/04: £31
Go
2 days
£69
Tue 15 Apr - Thu 17 Apr
⌄
Houston - Chicago: Tue 15/04: £31
Chicago - Houston: Thu 17/04: £38
Go
5 days
£70
Tue 25 Mar - Sun 30 Mar
⌄
Houston - Chicago: Tue 25/03: £32
Chicago - Houston: Sun 30/03: £38
Go