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Chicago

from St Louis

Save up to: £144

Average cost: £202

Best deal: £58

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:

2 days
£58
Mon 2 Mar - Wed 4 Mar
⌄
St Louis - Chicago: Mon 2/03: £29
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Chicago - St Louis: Wed 4/03: £29
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2 days
£58
Mon 12 Jan - Wed 14 Jan
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St Louis - Chicago: Mon 12/01: £29
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Chicago - St Louis: Wed 14/01: £29
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5 days
£58
Thu 8 Jan - Tue 13 Jan
⌄
St Louis - Chicago: Thu 8/01: £29
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Chicago - St Louis: Tue 13/01: £29
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4 days
£58
Thu 8 Jan - Mon 12 Jan
⌄
St Louis - Chicago: Thu 8/01: £29
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Chicago - St Louis: Mon 12/01: £29
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5 days
£58
Wed 7 Jan - Mon 12 Jan
⌄
St Louis - Chicago: Wed 7/01: £29
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Chicago - St Louis: Mon 12/01: £29
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2 days
£58
Tue 6 Jan - Thu 8 Jan
⌄
St Louis - Chicago: Tue 6/01: £29
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Chicago - St Louis: Thu 8/01: £29
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3 days
£58
Mon 5 Jan - Thu 8 Jan
⌄
St Louis - Chicago: Mon 5/01: £29
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Chicago - St Louis: Thu 8/01: £29
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2 days
£58
Mon 5 Jan - Wed 7 Jan
⌄
St Louis - Chicago: Mon 5/01: £29
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Chicago - St Louis: Wed 7/01: £29
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5 days
£58
Thu 1 Jan - Tue 6 Jan
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St Louis - Chicago: Thu 1/01: £29
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Chicago - St Louis: Tue 6/01: £29
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4 days
£58
Thu 1 Jan - Mon 5 Jan
⌄
St Louis - Chicago: Thu 1/01: £29
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Chicago - St Louis: Mon 5/01: £29
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5 days
£58
Wed 31 Dec - Mon 5 Jan
⌄
St Louis - Chicago: Wed 31/12: £29
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Chicago - St Louis: Mon 5/01: £29
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2 days
£58
Tue 30 Dec - Thu 1 Jan
⌄
St Louis - Chicago: Tue 30/12: £29
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Chicago - St Louis: Thu 1/01: £29
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5 days
£58
Thu 25 Dec - Tue 30 Dec
⌄
St Louis - Chicago: Thu 25/12: £29
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Chicago - St Louis: Tue 30/12: £29
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5 days
£58
Thu 12 Feb - Tue 17 Feb
⌄
St Louis - Chicago: Thu 12/02: £29
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Chicago - St Louis: Tue 17/02: £29
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3 days
£58
Mon 22 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Mon 22/12: £29
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Chicago - St Louis: Thu 25/12: £29
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2 days
£58
Mon 22 Dec - Wed 24 Dec
⌄
St Louis - Chicago: Mon 22/12: £29
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Chicago - St Louis: Wed 24/12: £29
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5 days
£58
Thu 18 Dec - Tue 23 Dec
⌄
St Louis - Chicago: Thu 18/12: £29
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Chicago - St Louis: Tue 23/12: £29
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2 days
£58
Tue 16 Dec - Thu 18 Dec
⌄
St Louis - Chicago: Tue 16/12: £29
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Chicago - St Louis: Thu 18/12: £29
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3 days
£58
Mon 12 Jan - Thu 15 Jan
⌄
St Louis - Chicago: Mon 12/01: £29
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Chicago - St Louis: Thu 15/01: £29
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5 days
£58
Thu 26 Feb - Tue 3 Mar
⌄
St Louis - Chicago: Thu 26/02: £29
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Chicago - St Louis: Tue 3/03: £29
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2 days
£58
Tue 13 Jan - Thu 15 Jan
⌄
St Louis - Chicago: Tue 13/01: £29
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Chicago - St Louis: Thu 15/01: £29
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5 days
£58
Thu 19 Feb - Tue 24 Feb
⌄
St Louis - Chicago: Thu 19/02: £29
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Chicago - St Louis: Tue 24/02: £29
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2 days
£58
Tue 10 Feb - Thu 12 Feb
⌄
St Louis - Chicago: Tue 10/02: £29
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Chicago - St Louis: Thu 12/02: £29
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3 days
£58
Mon 9 Feb - Thu 12 Feb
⌄
St Louis - Chicago: Mon 9/02: £29
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Chicago - St Louis: Thu 12/02: £29
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2 days
£58
Mon 9 Feb - Wed 11 Feb
⌄
St Louis - Chicago: Mon 9/02: £29
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Chicago - St Louis: Wed 11/02: £29
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2 days
£58
Tue 3 Feb - Thu 5 Feb
⌄
St Louis - Chicago: Tue 3/02: £29
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Chicago - St Louis: Thu 5/02: £29
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3 days
£58
Mon 2 Feb - Thu 5 Feb
⌄
St Louis - Chicago: Mon 2/02: £29
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Chicago - St Louis: Thu 5/02: £29
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2 days
£58
Mon 2 Feb - Wed 4 Feb
⌄
St Louis - Chicago: Mon 2/02: £29
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Chicago - St Louis: Wed 4/02: £29
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5 days
£58
Thu 29 Jan - Tue 3 Feb
⌄
St Louis - Chicago: Thu 29/01: £29
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Chicago - St Louis: Tue 3/02: £29
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2 days
£58
Tue 27 Jan - Thu 29 Jan
⌄
St Louis - Chicago: Tue 27/01: £29
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Chicago - St Louis: Thu 29/01: £29
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3 days
£58
Mon 15 Dec - Thu 18 Dec
⌄
St Louis - Chicago: Mon 15/12: £29
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Chicago - St Louis: Thu 18/12: £29
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3 days
£58
Mon 26 Jan - Thu 29 Jan
⌄
St Louis - Chicago: Mon 26/01: £29
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Chicago - St Louis: Thu 29/01: £29
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5 days
£58
Thu 22 Jan - Tue 27 Jan
⌄
St Louis - Chicago: Thu 22/01: £29
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Chicago - St Louis: Tue 27/01: £29
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4 days
£58
Thu 22 Jan - Mon 26 Jan
⌄
St Louis - Chicago: Thu 22/01: £29
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Chicago - St Louis: Mon 26/01: £29
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5 days
£58
Wed 21 Jan - Mon 26 Jan
⌄
St Louis - Chicago: Wed 21/01: £29
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Chicago - St Louis: Mon 26/01: £29
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2 days
£58
Tue 20 Jan - Thu 22 Jan
⌄
St Louis - Chicago: Tue 20/01: £29
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Chicago - St Louis: Thu 22/01: £29
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3 days
£58
Mon 19 Jan - Thu 22 Jan
⌄
St Louis - Chicago: Mon 19/01: £29
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Chicago - St Louis: Thu 22/01: £29
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2 days
£58
Mon 19 Jan - Wed 21 Jan
⌄
St Louis - Chicago: Mon 19/01: £29
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Chicago - St Louis: Wed 21/01: £29
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2 days
£58
Tue 17 Feb - Thu 19 Feb
⌄
St Louis - Chicago: Tue 17/02: £29
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Chicago - St Louis: Thu 19/02: £29
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5 days
£58
Wed 14 Jan - Mon 19 Jan
⌄
St Louis - Chicago: Wed 14/01: £29
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Chicago - St Louis: Mon 19/01: £29
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2 days
£58
Mon 26 Jan - Wed 28 Jan
⌄
St Louis - Chicago: Mon 26/01: £29
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Chicago - St Louis: Wed 28/01: £29
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2 days
£58
Mon 15 Dec - Wed 17 Dec
⌄
St Louis - Chicago: Mon 15/12: £29
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Chicago - St Louis: Wed 17/12: £29
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2 days
£58
Tue 23 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Tue 23/12: £29
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Chicago - St Louis: Thu 25/12: £29
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4 days
£58
Thu 11 Dec - Mon 15 Dec
⌄
St Louis - Chicago: Thu 11/12: £29
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Chicago - St Louis: Mon 15/12: £29
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5 days
£58
Thu 6 Nov - Tue 11 Nov
⌄
St Louis - Chicago: Thu 6/11: £29
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Chicago - St Louis: Tue 11/11: £29
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5 days
£58
Thu 23 Oct - Tue 28 Oct
⌄
St Louis - Chicago: Thu 23/10: £29
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Chicago - St Louis: Tue 28/10: £29
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2 days
£58
Mon 27 Oct - Wed 29 Oct
⌄
St Louis - Chicago: Mon 27/10: £29
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Chicago - St Louis: Wed 29/10: £29
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4 days
£58
Thu 6 Nov - Mon 10 Nov
⌄
St Louis - Chicago: Thu 6/11: £29
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Chicago - St Louis: Mon 10/11: £29
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3 days
£58
Mon 27 Oct - Thu 30 Oct
⌄
St Louis - Chicago: Mon 27/10: £29
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Chicago - St Louis: Thu 30/10: £29
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5 days
£58
Thu 11 Dec - Tue 16 Dec
⌄
St Louis - Chicago: Thu 11/12: £29
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Chicago - St Louis: Tue 16/12: £29
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2 days
£58
Mon 10 Nov - Wed 12 Nov
⌄
St Louis - Chicago: Mon 10/11: £29
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Chicago - St Louis: Wed 12/11: £29
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2 days
£58
Tue 24 Feb - Thu 26 Feb
⌄
St Louis - Chicago: Tue 24/02: £29
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Chicago - St Louis: Thu 26/02: £29
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2 days
£58
Tue 28 Oct - Thu 30 Oct
⌄
St Louis - Chicago: Tue 28/10: £29
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Chicago - St Louis: Thu 30/10: £29
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3 days
£58
Mon 23 Feb - Thu 26 Feb
⌄
St Louis - Chicago: Mon 23/02: £29
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Chicago - St Louis: Thu 26/02: £29
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2 days
£58
Tue 4 Nov - Thu 6 Nov
⌄
St Louis - Chicago: Tue 4/11: £29
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Chicago - St Louis: Thu 6/11: £29
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3 days
£58
Mon 3 Nov - Thu 6 Nov
⌄
St Louis - Chicago: Mon 3/11: £29
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Chicago - St Louis: Thu 6/11: £29
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2 days
£58
Mon 3 Nov - Wed 5 Nov
⌄
St Louis - Chicago: Mon 3/11: £29
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Chicago - St Louis: Wed 5/11: £29
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2 days
£58
Mon 23 Feb - Wed 25 Feb
⌄
St Louis - Chicago: Mon 23/02: £29
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Chicago - St Louis: Wed 25/02: £29
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5 days
£58
Wed 5 Nov - Mon 10 Nov
⌄
St Louis - Chicago: Wed 5/11: £29
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Chicago - St Louis: Mon 10/11: £29
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2 days
£58
Tue 11 Nov - Thu 13 Nov
⌄
St Louis - Chicago: Tue 11/11: £29
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Chicago - St Louis: Thu 13/11: £29
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3 days
£58
Mon 10 Nov - Thu 13 Nov
⌄
St Louis - Chicago: Mon 10/11: £29
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Chicago - St Louis: Thu 13/11: £29
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4 days
£58
Thu 13 Nov - Mon 17 Nov
⌄
St Louis - Chicago: Thu 13/11: £29
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Chicago - St Louis: Mon 17/11: £29
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5 days
£58
Wed 10 Dec - Mon 15 Dec
⌄
St Louis - Chicago: Wed 10/12: £29
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Chicago - St Louis: Mon 15/12: £29
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2 days
£58
Tue 9 Dec - Thu 11 Dec
⌄
St Louis - Chicago: Tue 9/12: £29
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Chicago - St Louis: Thu 11/12: £29
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3 days
£58
Mon 8 Dec - Thu 11 Dec
⌄
St Louis - Chicago: Mon 8/12: £29
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Chicago - St Louis: Thu 11/12: £29
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2 days
£58
Mon 8 Dec - Wed 10 Dec
⌄
St Louis - Chicago: Mon 8/12: £29
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Chicago - St Louis: Wed 10/12: £29
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5 days
£58
Thu 4 Dec - Tue 9 Dec
⌄
St Louis - Chicago: Thu 4/12: £29
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Chicago - St Louis: Tue 9/12: £29
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4 days
£58
Thu 4 Dec - Mon 8 Dec
⌄
St Louis - Chicago: Thu 4/12: £29
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Chicago - St Louis: Mon 8/12: £29
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5 days
£58
Wed 3 Dec - Mon 8 Dec
⌄
St Louis - Chicago: Wed 3/12: £29
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Chicago - St Louis: Mon 8/12: £29
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2 days
£58
Tue 2 Dec - Thu 4 Dec
⌄
St Louis - Chicago: Tue 2/12: £29
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Chicago - St Louis: Thu 4/12: £29
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5 days
£58
Wed 12 Nov - Mon 17 Nov
⌄
St Louis - Chicago: Wed 12/11: £29
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Chicago - St Louis: Mon 17/11: £29
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5 days
£58
Wed 29 Oct - Mon 3 Nov
⌄
St Louis - Chicago: Wed 29/10: £29
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Chicago - St Louis: Mon 3/11: £29
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3 days
£58
Mon 24 Nov - Thu 27 Nov
⌄
St Louis - Chicago: Mon 24/11: £29
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Chicago - St Louis: Thu 27/11: £29
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5 days
£58
Wed 19 Nov - Mon 24 Nov
⌄
St Louis - Chicago: Wed 19/11: £29
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Chicago - St Louis: Mon 24/11: £29
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2 days
£58
Tue 18 Nov - Thu 20 Nov
⌄
St Louis - Chicago: Tue 18/11: £29
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Chicago - St Louis: Thu 20/11: £29
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3 days
£58
Mon 17 Nov - Thu 20 Nov
⌄
St Louis - Chicago: Mon 17/11: £29
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Chicago - St Louis: Thu 20/11: £29
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2 days
£58
Mon 17 Nov - Wed 19 Nov
⌄
St Louis - Chicago: Mon 17/11: £29
Go
Chicago - St Louis: Wed 19/11: £29
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5 days
£58
Thu 13 Nov - Tue 18 Nov
⌄
St Louis - Chicago: Thu 13/11: £29
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Chicago - St Louis: Tue 18/11: £29
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5 days
£58
Thu 27 Nov - Tue 2 Dec
⌄
St Louis - Chicago: Thu 27/11: £29
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Chicago - St Louis: Tue 2/12: £29
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3 days
£63
Sat 14 Feb - Tue 17 Feb
⌄
St Louis - Chicago: Sat 14/02: £34
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Chicago - St Louis: Tue 17/02: £29
Go
2 days
£63
Sun 15 Feb - Tue 17 Feb
⌄
St Louis - Chicago: Sun 15/02: £34
Go
Chicago - St Louis: Tue 17/02: £29
Go
5 days
£63
Sat 14 Feb - Thu 19 Feb
⌄
St Louis - Chicago: Sat 14/02: £34
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Chicago - St Louis: Thu 19/02: £29
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4 days
£63
Sat 14 Feb - Wed 18 Feb
⌄
St Louis - Chicago: Sat 14/02: £34
Go
Chicago - St Louis: Wed 18/02: £29
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2 days
£63
Wed 18 Feb - Fri 20 Feb
⌄
St Louis - Chicago: Wed 18/02: £29
Go
Chicago - St Louis: Fri 20/02: £34
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4 days
£63
Sat 21 Feb - Wed 25 Feb
⌄
St Louis - Chicago: Sat 21/02: £34
Go
Chicago - St Louis: Wed 25/02: £29
Go
3 days
£63
Sat 21 Feb - Tue 24 Feb
⌄
St Louis - Chicago: Sat 21/02: £34
Go
Chicago - St Louis: Tue 24/02: £29
Go
5 days
£63
Fri 20 Feb - Wed 25 Feb
⌄
St Louis - Chicago: Fri 20/02: £34
Go
Chicago - St Louis: Wed 25/02: £29
Go
4 days
£63
Fri 20 Feb - Tue 24 Feb
⌄
St Louis - Chicago: Fri 20/02: £34
Go
Chicago - St Louis: Tue 24/02: £29
Go
3 days
£63
Sun 15 Feb - Wed 18 Feb
⌄
St Louis - Chicago: Sun 15/02: £34
Go
Chicago - St Louis: Wed 18/02: £29
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4 days
£63
Sun 15 Feb - Thu 19 Feb
⌄
St Louis - Chicago: Sun 15/02: £34
Go
Chicago - St Louis: Thu 19/02: £29
Go
3 days
£63
Tue 17 Feb - Fri 20 Feb
⌄
St Louis - Chicago: Tue 17/02: £29
Go
Chicago - St Louis: Fri 20/02: £34
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4 days
£63
Tue 17 Feb - Sat 21 Feb
⌄
St Louis - Chicago: Tue 17/02: £29
Go
Chicago - St Louis: Sat 21/02: £34
Go
3 days
£63
Wed 18 Feb - Sat 21 Feb
⌄
St Louis - Chicago: Wed 18/02: £29
Go
Chicago - St Louis: Sat 21/02: £34
Go
5 days
£63
Wed 18 Feb - Mon 23 Feb
⌄
St Louis - Chicago: Wed 18/02: £29
Go
Chicago - St Louis: Mon 23/02: £34
Go
2 days
£63
Thu 19 Feb - Sat 21 Feb
⌄
St Louis - Chicago: Thu 19/02: £29
Go
Chicago - St Louis: Sat 21/02: £34
Go
4 days
£63
Thu 19 Feb - Mon 23 Feb
⌄
St Louis - Chicago: Thu 19/02: £29
Go
Chicago - St Louis: Mon 23/02: £34
Go
5 days
£63
Sat 21 Feb - Thu 26 Feb
⌄
St Louis - Chicago: Sat 21/02: £34
Go
Chicago - St Louis: Thu 26/02: £29
Go
3 days
£63
Thu 12 Feb - Sun 15 Feb
⌄
St Louis - Chicago: Thu 12/02: £29
Go
Chicago - St Louis: Sun 15/02: £34
Go
4 days
£63
Thu 23 Oct - Mon 27 Oct
⌄
St Louis - Chicago: Thu 23/10: £29
Go
Chicago - St Louis: Mon 27/10: £34
Go
5 days
£63
Tue 10 Feb - Sun 15 Feb
⌄
St Louis - Chicago: Tue 10/02: £29
Go
Chicago - St Louis: Sun 15/02: £34
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4 days
£63
Mon 27 Oct - Fri 31 Oct
⌄
St Louis - Chicago: Mon 27/10: £29
Go
Chicago - St Louis: Fri 31/10: £34
Go
3 days
£63
Tue 28 Oct - Fri 31 Oct
⌄
St Louis - Chicago: Tue 28/10: £29
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Chicago - St Louis: Fri 31/10: £34
Go
2 days
£63
Wed 29 Oct - Fri 31 Oct
⌄
St Louis - Chicago: Wed 29/10: £29
Go
Chicago - St Louis: Fri 31/10: £34
Go
4 days
£63
Thu 30 Oct - Mon 3 Nov
⌄
St Louis - Chicago: Thu 30/10: £34
Go
Chicago - St Louis: Mon 3/11: £29
Go
5 days
£63
Thu 30 Oct - Tue 4 Nov
⌄
St Louis - Chicago: Thu 30/10: £34
Go
Chicago - St Louis: Tue 4/11: £29
Go
3 days
£63
Fri 31 Oct - Mon 3 Nov
⌄
St Louis - Chicago: Fri 31/10: £34
Go
Chicago - St Louis: Mon 3/11: £29
Go
4 days
£63
Fri 31 Oct - Tue 4 Nov
⌄
St Louis - Chicago: Fri 31/10: £34
Go
Chicago - St Louis: Tue 4/11: £29
Go
5 days
£63
Fri 31 Oct - Wed 5 Nov
⌄
St Louis - Chicago: Fri 31/10: £34
Go
Chicago - St Louis: Wed 5/11: £29
Go
4 days
£63
Tue 13 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Tue 13/01: £29
Go
Chicago - St Louis: Sat 17/01: £34
Go
5 days
£63
Tue 13 Jan - Sun 18 Jan
⌄
St Louis - Chicago: Tue 13/01: £29
Go
Chicago - St Louis: Sun 18/01: £34
Go
3 days
£63
Wed 14 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Wed 14/01: £29
Go
Chicago - St Louis: Sat 17/01: £34
Go
2 days
£63
Thu 12 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Thu 12/02: £29
Go
Chicago - St Louis: Sat 14/02: £34
Go
4 days
£63
Wed 14 Jan - Sun 18 Jan
⌄
St Louis - Chicago: Wed 14/01: £29
Go
Chicago - St Louis: Sun 18/01: £34
Go
3 days
£63
Sat 17 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Sat 17/01: £34
Go
Chicago - St Louis: Tue 20/01: £29
Go
4 days
£63
Sat 17 Jan - Wed 21 Jan
⌄
St Louis - Chicago: Sat 17/01: £34
Go
Chicago - St Louis: Wed 21/01: £29
Go
5 days
£63
Sat 17 Jan - Thu 22 Jan
⌄
St Louis - Chicago: Sat 17/01: £34
Go
Chicago - St Louis: Thu 22/01: £29
Go
2 days
£63
Sun 18 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Sun 18/01: £34
Go
Chicago - St Louis: Tue 20/01: £29
Go
3 days
£63
Sun 18 Jan - Wed 21 Jan
⌄
St Louis - Chicago: Sun 18/01: £34
Go
Chicago - St Louis: Wed 21/01: £29
Go
4 days
£63
Sun 18 Jan - Thu 22 Jan
⌄
St Louis - Chicago: Sun 18/01: £34
Go
Chicago - St Louis: Thu 22/01: £29
Go
5 days
£63
Wed 28 Jan - Mon 2 Feb
⌄
St Louis - Chicago: Wed 28/01: £29
Go
Chicago - St Louis: Mon 2/02: £34
Go
4 days
£63
Thu 29 Jan - Mon 2 Feb
⌄
St Louis - Chicago: Thu 29/01: £29
Go
Chicago - St Louis: Mon 2/02: £34
Go
5 days
£63
Thu 5 Feb - Tue 10 Feb
⌄
St Louis - Chicago: Thu 5/02: £34
Go
Chicago - St Louis: Tue 10/02: £29
Go
5 days
£63
Mon 9 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Mon 9/02: £29
Go
Chicago - St Louis: Sat 14/02: £34
Go
4 days
£63
Tue 10 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Tue 10/02: £29
Go
Chicago - St Louis: Sat 14/02: £34
Go
2 days
£63
Sat 17 Jan - Mon 19 Jan
⌄
St Louis - Chicago: Sat 17/01: £34
Go
Chicago - St Louis: Mon 19/01: £29
Go
5 days
£63
Mon 12 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Mon 12/01: £29
Go
Chicago - St Louis: Sat 17/01: £34
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