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Chicago

from Houston

Save up to: £170

Average cost: £227

Best deal: £57

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:

13 days
£57
Wed 19 Feb - Tue 4 Mar
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Tue 4/03: £24
Go
10 days
£57
Sat 22 Feb - Tue 4 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Tue 4/03: £24
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7 days
£57
Tue 25 Feb - Tue 4 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Tue 4/03: £24
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6 days
£57
Wed 26 Feb - Tue 4 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Tue 4/03: £24
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8 days
£65
Mon 24 Feb - Tue 4 Mar
⌄
Houston - Chicago: Mon 24/02: £41
Chicago - Houston: Tue 4/03: £24
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14 days
£65
Tue 18 Feb - Tue 4 Mar
⌄
Houston - Chicago: Tue 18/02: £41
Chicago - Houston: Tue 4/03: £24
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5 days
£65
Thu 27 Feb - Tue 4 Mar
⌄
Houston - Chicago: Thu 27/02: £41
Chicago - Houston: Tue 4/03: £24
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12 days
£65
Thu 20 Feb - Tue 4 Mar
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Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Tue 4/03: £24
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7 days
£66
Sat 25 Jan - Sat 1 Feb
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Houston - Chicago: Sat 25/01: £33
Chicago - Houston: Sat 1/02: £33
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11 days
£66
Sat 8 Feb - Wed 19 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Wed 19/02: £33
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11 days
£66
Tue 25 Feb - Sat 8 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Sat 8/03: £33
Go
7 days
£66
Wed 26 Feb - Wed 5 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Wed 5/03: £33
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7 days
£66
Wed 5 Feb - Wed 12 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Wed 12/02: £33
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6 days
£66
Wed 5 Feb - Tue 11 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Tue 11/02: £33
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10 days
£66
Wed 26 Feb - Sat 8 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Sat 8/03: £33
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6 days
£66
Wed 19 Feb - Tue 25 Feb
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Tue 25/02: £33
Go
8 days
£66
Tue 25 Feb - Wed 5 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Wed 5/03: £33
Go
7 days
£66
Wed 12 Feb - Wed 19 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Wed 19/02: £33
Go
14 days
£66
Sat 22 Feb - Sat 8 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Sat 8/03: £33
Go
10 days
£66
Wed 12 Feb - Sat 22 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Sat 22/02: £33
Go
11 days
£66
Sat 22 Feb - Wed 5 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Wed 5/03: £33
Go
13 days
£66
Wed 12 Feb - Tue 25 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Tue 25/02: £33
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14 days
£66
Wed 12 Feb - Wed 26 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Wed 26/02: £33
Go
7 days
£66
Sat 22 Feb - Sat 1 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Sat 1/03: £33
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14 days
£66
Wed 19 Feb - Wed 5 Mar
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Wed 5/03: £33
Go
10 days
£66
Wed 19 Feb - Sat 1 Mar
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Sat 1/03: £33
Go
14 days
£66
Sat 8 Feb - Sat 22 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Sat 22/02: £33
Go
15 days
£66
Tue 4 Feb - Wed 19 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Wed 19/02: £33
Go
14 days
£66
Wed 5 Feb - Wed 19 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Wed 19/02: £33
Go
10 days
£66
Wed 29 Jan - Sat 8 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Sat 8/02: £33
Go
10 days
£66
Sat 25 Jan - Tue 4 Feb
⌄
Houston - Chicago: Sat 25/01: £33
Chicago - Houston: Tue 4/02: £33
Go
11 days
£66
Sat 25 Jan - Wed 5 Feb
⌄
Houston - Chicago: Sat 25/01: £33
Chicago - Houston: Wed 5/02: £33
Go
14 days
£66
Sat 25 Jan - Sat 8 Feb
⌄
Houston - Chicago: Sat 25/01: £33
Chicago - Houston: Sat 8/02: £33
Go
7 days
£66
Tue 28 Jan - Tue 4 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Tue 4/02: £33
Go
8 days
£66
Tue 28 Jan - Wed 5 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Wed 5/02: £33
Go
11 days
£66
Tue 28 Jan - Sat 8 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Sat 8/02: £33
Go
14 days
£66
Tue 28 Jan - Tue 11 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Tue 11/02: £33
Go
15 days
£66
Tue 28 Jan - Wed 12 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Wed 12/02: £33
Go
6 days
£66
Wed 29 Jan - Tue 4 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Tue 4/02: £33
Go
7 days
£66
Wed 29 Jan - Wed 5 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Wed 5/02: £33
Go
13 days
£66
Wed 29 Jan - Tue 11 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Tue 11/02: £33
Go
14 days
£66
Wed 29 Jan - Wed 12 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Wed 12/02: £33
Go
7 days
£66
Sat 1 Feb - Sat 8 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Sat 8/02: £33
Go
7 days
£66
Wed 19 Feb - Wed 26 Feb
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Wed 26/02: £33
Go
10 days
£66
Sat 1 Feb - Tue 11 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Tue 11/02: £33
Go
8 days
£66
Tue 4 Feb - Wed 12 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Wed 12/02: £33
Go
7 days
£66
Tue 4 Feb - Tue 11 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Tue 11/02: £33
Go
11 days
£66
Sat 1 Feb - Wed 12 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Wed 12/02: £33
Go
8 days
£74
Wed 19 Feb - Thu 27 Feb
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Thu 27/02: £41
Go
12 days
£74
Wed 26 Feb - Mon 10 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Mon 10/03: £41
Go
12 days
£74
Wed 19 Feb - Mon 3 Mar
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Mon 3/03: £41
Go
7 days
£74
Wed 5 Mar - Wed 12 Mar
⌄
Houston - Chicago: Wed 5/03: £33
Chicago - Houston: Wed 12/03: £41
Go
5 days
£74
Thu 20 Feb - Tue 25 Feb
⌄
Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Tue 25/02: £33
Go
6 days
£74
Thu 20 Feb - Wed 26 Feb
⌄
Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Wed 26/02: £33
Go
9 days
£74
Thu 20 Feb - Sat 1 Mar
⌄
Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Sat 1/03: £33
Go
6 days
£74
Thu 27 Feb - Wed 5 Mar
⌄
Houston - Chicago: Thu 27/02: £41
Chicago - Houston: Wed 5/03: £33
Go
13 days
£74
Thu 20 Feb - Wed 5 Mar
⌄
Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Wed 5/03: £33
Go
16 days
£74
Thu 20 Feb - Sat 8 Mar
⌄
Houston - Chicago: Thu 20/02: £41
Chicago - Houston: Sat 8/03: £33
Go
5 days
£74
Sat 22 Feb - Thu 27 Feb
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Thu 27/02: £41
Go
9 days
£74
Thu 27 Feb - Sat 8 Mar
⌄
Houston - Chicago: Thu 27/02: £41
Chicago - Houston: Sat 8/03: £33
Go
9 days
£74
Sat 22 Feb - Mon 3 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Mon 3/03: £41
Go
7 days
£74
Sat 1 Mar - Sat 8 Mar
⌄
Houston - Chicago: Sat 1/03: £41
Chicago - Houston: Sat 8/03: £33
Go
6 days
£74
Wed 5 Mar - Tue 11 Mar
⌄
Houston - Chicago: Wed 5/03: £33
Chicago - Houston: Tue 11/03: £41
Go
5 days
£74
Wed 26 Feb - Mon 3 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Mon 3/03: £41
Go
15 days
£74
Tue 25 Feb - Wed 12 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Wed 12/03: £41
Go
14 days
£74
Tue 25 Feb - Tue 11 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Tue 11/03: £41
Go
13 days
£74
Wed 26 Feb - Tue 11 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Tue 11/03: £41
Go
16 days
£74
Sat 22 Feb - Mon 10 Mar
⌄
Houston - Chicago: Sat 22/02: £33
Chicago - Houston: Mon 10/03: £41
Go
5 days
£74
Mon 24 Feb - Sat 1 Mar
⌄
Houston - Chicago: Mon 24/02: £41
Chicago - Houston: Sat 1/03: £33
Go
5 days
£74
Wed 5 Mar - Mon 10 Mar
⌄
Houston - Chicago: Wed 5/03: £33
Chicago - Houston: Mon 10/03: £41
Go
9 days
£74
Mon 24 Feb - Wed 5 Mar
⌄
Houston - Chicago: Mon 24/02: £41
Chicago - Houston: Wed 5/03: £33
Go
12 days
£74
Mon 24 Feb - Sat 8 Mar
⌄
Houston - Chicago: Mon 24/02: £41
Chicago - Houston: Sat 8/03: £33
Go
6 days
£74
Tue 25 Feb - Mon 3 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Mon 3/03: £41
Go
13 days
£74
Tue 25 Feb - Mon 10 Mar
⌄
Houston - Chicago: Tue 25/02: £33
Chicago - Houston: Mon 10/03: £41
Go
5 days
£74
Mon 3 Mar - Sat 8 Mar
⌄
Houston - Chicago: Mon 3/03: £41
Chicago - Houston: Sat 8/03: £33
Go
14 days
£74
Wed 26 Feb - Wed 12 Mar
⌄
Houston - Chicago: Wed 26/02: £33
Chicago - Houston: Wed 12/03: £41
Go
9 days
£74
Thu 13 Feb - Sat 22 Feb
⌄
Houston - Chicago: Thu 13/02: £41
Chicago - Houston: Sat 22/02: £33
Go
15 days
£74
Tue 18 Feb - Wed 5 Mar
⌄
Houston - Chicago: Tue 18/02: £41
Chicago - Houston: Wed 5/03: £33
Go
10 days
£74
Sat 8 Feb - Tue 18 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Tue 18/02: £41
Go
9 days
£74
Sat 8 Feb - Mon 17 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Mon 17/02: £41
Go
7 days
£74
Sat 8 Feb - Sat 15 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Sat 15/02: £41
Go
15 days
£74
Wed 5 Feb - Thu 20 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Thu 20/02: £41
Go
13 days
£74
Wed 5 Feb - Tue 18 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Tue 18/02: £41
Go
12 days
£74
Wed 5 Feb - Mon 17 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Mon 17/02: £41
Go
10 days
£74
Wed 5 Feb - Sat 15 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Sat 15/02: £41
Go
5 days
£74
Wed 5 Feb - Mon 10 Feb
⌄
Houston - Chicago: Wed 5/02: £33
Chicago - Houston: Mon 10/02: £41
Go
16 days
£74
Tue 4 Feb - Thu 20 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Thu 20/02: £41
Go
14 days
£74
Tue 4 Feb - Tue 18 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Tue 18/02: £41
Go
13 days
£74
Tue 4 Feb - Mon 17 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Mon 17/02: £41
Go
11 days
£74
Tue 4 Feb - Sat 15 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Sat 15/02: £41
Go
6 days
£74
Tue 4 Feb - Mon 10 Feb
⌄
Houston - Chicago: Tue 4/02: £33
Chicago - Houston: Mon 10/02: £41
Go
16 days
£74
Sat 1 Feb - Mon 17 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Mon 17/02: £41
Go
14 days
£74
Sat 1 Feb - Sat 15 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Sat 15/02: £41
Go
9 days
£74
Sat 1 Feb - Mon 10 Feb
⌄
Houston - Chicago: Sat 1/02: £33
Chicago - Houston: Mon 10/02: £41
Go
12 days
£74
Wed 29 Jan - Mon 10 Feb
⌄
Houston - Chicago: Wed 29/01: £33
Chicago - Houston: Mon 10/02: £41
Go
13 days
£74
Tue 28 Jan - Mon 10 Feb
⌄
Houston - Chicago: Tue 28/01: £33
Chicago - Houston: Mon 10/02: £41
Go
16 days
£74
Sat 25 Jan - Mon 10 Feb
⌄
Houston - Chicago: Sat 25/01: £33
Chicago - Houston: Mon 10/02: £41
Go
12 days
£74
Sat 8 Feb - Thu 20 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Thu 20/02: £41
Go
5 days
£74
Wed 19 Feb - Mon 24 Feb
⌄
Houston - Chicago: Wed 19/02: £33
Chicago - Houston: Mon 24/02: £41
Go
16 days
£74
Sat 8 Feb - Mon 24 Feb
⌄
Houston - Chicago: Sat 8/02: £33
Chicago - Houston: Mon 24/02: £41
Go
12 days
£74
Mon 10 Feb - Sat 22 Feb
⌄
Houston - Chicago: Mon 10/02: £41
Chicago - Houston: Sat 22/02: £33
Go
11 days
£74
Tue 18 Feb - Sat 1 Mar
⌄
Houston - Chicago: Tue 18/02: £41
Chicago - Houston: Sat 1/03: £33
Go
8 days
£74
Tue 18 Feb - Wed 26 Feb
⌄
Houston - Chicago: Tue 18/02: £41
Chicago - Houston: Wed 26/02: £33
Go
7 days
£74
Tue 18 Feb - Tue 25 Feb
⌄
Houston - Chicago: Tue 18/02: £41
Chicago - Houston: Tue 25/02: £33
Go
14 days
£74
Sat 15 Feb - Sat 1 Mar
⌄
Houston - Chicago: Sat 15/02: £41
Chicago - Houston: Sat 1/03: £33
Go
11 days
£74
Sat 15 Feb - Wed 26 Feb
⌄
Houston - Chicago: Sat 15/02: £41
Chicago - Houston: Wed 26/02: £33
Go
10 days
£74
Sat 15 Feb - Tue 25 Feb
⌄
Houston - Chicago: Sat 15/02: £41
Chicago - Houston: Tue 25/02: £33
Go
7 days
£74
Sat 15 Feb - Sat 22 Feb
⌄
Houston - Chicago: Sat 15/02: £41
Chicago - Houston: Sat 22/02: £33
Go
16 days
£74
Thu 13 Feb - Sat 1 Mar
⌄
Houston - Chicago: Thu 13/02: £41
Chicago - Houston: Sat 1/03: £33
Go
13 days
£74
Thu 13 Feb - Wed 26 Feb
⌄
Houston - Chicago: Thu 13/02: £41
Chicago - Houston: Wed 26/02: £33
Go
12 days
£74
Thu 13 Feb - Tue 25 Feb
⌄
Houston - Chicago: Thu 13/02: £41
Chicago - Houston: Tue 25/02: £33
Go
13 days
£74
Wed 5 Mar - Tue 18 Mar
⌄
Houston - Chicago: Wed 5/03: £33
Chicago - Houston: Tue 18/03: £41
Go
6 days
£74
Thu 13 Feb - Wed 19 Feb
⌄
Houston - Chicago: Thu 13/02: £41
Chicago - Houston: Wed 19/02: £33
Go
15 days
£74
Wed 12 Feb - Thu 27 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Thu 27/02: £41
Go
12 days
£74
Wed 12 Feb - Mon 24 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Mon 24/02: £41
Go
8 days
£74
Wed 12 Feb - Thu 20 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Thu 20/02: £41
Go
6 days
£74
Wed 12 Feb - Tue 18 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Tue 18/02: £41
Go
5 days
£74
Wed 12 Feb - Mon 17 Feb
⌄
Houston - Chicago: Wed 12/02: £33
Chicago - Houston: Mon 17/02: £41
Go
16 days
£74
Mon 10 Feb - Wed 26 Feb
⌄
Houston - Chicago: Mon 10/02: £41
Chicago - Houston: Wed 26/02: £33
Go
15 days
£74
Mon 10 Feb - Tue 25 Feb
⌄
Houston - Chicago: Mon 10/02: £41
Chicago - Houston: Tue 25/02: £33
Go
9 days
£74
Mon 10 Feb - Wed 19 Feb
⌄
Houston - Chicago: Mon 10/02: £41
Chicago - Houston: Wed 19/02: £33
Go
14 days
£74
Wed 5 Mar - Wed 19 Mar
⌄
Houston - Chicago: Wed 5/03: £33
Chicago - Houston: Wed 19/03: £41
Go