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Chicago

from St Louis

Save up to: £120

Average cost: £178

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 4 Aug - Wed 6 Aug
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St Louis - Chicago: Mon 4/08: £29
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Chicago - St Louis: Wed 6/08: £29
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5 days
£58
Wed 5 Nov - Mon 10 Nov
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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 4 Nov - Thu 6 Nov
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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
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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
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St Louis - Chicago: Mon 3/11: £29
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Chicago - St Louis: Wed 5/11: £29
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5 days
£58
Thu 30 Oct - Tue 4 Nov
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St Louis - Chicago: Thu 30/10: £29
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Chicago - St Louis: Tue 4/11: £29
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4 days
£58
Thu 30 Oct - Mon 3 Nov
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St Louis - Chicago: Thu 30/10: £29
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Chicago - St Louis: Mon 3/11: £29
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5 days
£58
Wed 29 Oct - Mon 3 Nov
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St Louis - Chicago: Wed 29/10: £29
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Chicago - St Louis: Mon 3/11: £29
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2 days
£58
Tue 28 Oct - Thu 30 Oct
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St Louis - Chicago: Tue 28/10: £29
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Chicago - St Louis: Thu 30/10: £29
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4 days
£58
Thu 6 Nov - Mon 10 Nov
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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
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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 23 Oct - Tue 28 Oct
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St Louis - Chicago: Thu 23/10: £29
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Chicago - St Louis: Tue 28/10: £29
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4 days
£58
Thu 23 Oct - Mon 27 Oct
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St Louis - Chicago: Thu 23/10: £29
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Chicago - St Louis: Mon 27/10: £29
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5 days
£58
Wed 22 Oct - Mon 27 Oct
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St Louis - Chicago: Wed 22/10: £29
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Chicago - St Louis: Mon 27/10: £29
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2 days
£58
Tue 21 Oct - Thu 23 Oct
⌄
St Louis - Chicago: Tue 21/10: £29
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Chicago - St Louis: Thu 23/10: £29
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3 days
£58
Mon 20 Oct - Thu 23 Oct
⌄
St Louis - Chicago: Mon 20/10: £29
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Chicago - St Louis: Thu 23/10: £29
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2 days
£58
Mon 20 Oct - Wed 22 Oct
⌄
St Louis - Chicago: Mon 20/10: £29
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Chicago - St Louis: Wed 22/10: £29
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5 days
£58
Thu 16 Oct - Tue 21 Oct
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St Louis - Chicago: Thu 16/10: £29
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Chicago - St Louis: Tue 21/10: £29
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4 days
£58
Thu 16 Oct - Mon 20 Oct
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St Louis - Chicago: Thu 16/10: £29
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Chicago - St Louis: Mon 20/10: £29
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2 days
£58
Mon 27 Oct - Wed 29 Oct
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St Louis - Chicago: Mon 27/10: £29
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Chicago - St Louis: Wed 29/10: £29
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5 days
£58
Thu 6 Nov - Tue 11 Nov
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St Louis - Chicago: Thu 6/11: £29
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Chicago - St Louis: Tue 11/11: £29
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2 days
£58
Mon 10 Nov - Wed 12 Nov
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St Louis - Chicago: Mon 10/11: £29
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Chicago - St Louis: Wed 12/11: £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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2 days
£58
Mon 15 Dec - Wed 17 Dec
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St Louis - Chicago: Mon 15/12: £29
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Chicago - St Louis: Wed 17/12: £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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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
Wed 10 Dec - Mon 15 Dec
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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
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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
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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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
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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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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 12 Nov - Mon 17 Nov
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St Louis - Chicago: Wed 12/11: £29
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Chicago - St Louis: Mon 17/11: £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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5 days
£58
Wed 15 Oct - Mon 20 Oct
⌄
St Louis - Chicago: Wed 15/10: £29
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Chicago - St Louis: Mon 20/10: £29
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2 days
£58
Tue 14 Oct - Thu 16 Oct
⌄
St Louis - Chicago: Tue 14/10: £29
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Chicago - St Louis: Thu 16/10: £29
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5 days
£58
Thu 9 Oct - Tue 14 Oct
⌄
St Louis - Chicago: Thu 9/10: £29
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Chicago - St Louis: Tue 14/10: £29
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2 days
£58
Tue 7 Oct - Thu 9 Oct
⌄
St Louis - Chicago: Tue 7/10: £29
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Chicago - St Louis: Thu 9/10: £29
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2 days
£58
Mon 8 Sep - Wed 10 Sep
⌄
St Louis - Chicago: Mon 8/09: £29
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Chicago - St Louis: Wed 10/09: £29
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5 days
£58
Thu 4 Sep - Tue 9 Sep
⌄
St Louis - Chicago: Thu 4/09: £29
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Chicago - St Louis: Tue 9/09: £29
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2 days
£58
Tue 2 Sep - Thu 4 Sep
⌄
St Louis - Chicago: Tue 2/09: £29
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Chicago - St Louis: Thu 4/09: £29
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5 days
£58
Thu 28 Aug - Tue 2 Sep
⌄
St Louis - Chicago: Thu 28/08: £29
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Chicago - St Louis: Tue 2/09: £29
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2 days
£58
Tue 26 Aug - Thu 28 Aug
⌄
St Louis - Chicago: Tue 26/08: £29
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Chicago - St Louis: Thu 28/08: £29
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3 days
£58
Mon 25 Aug - Thu 28 Aug
⌄
St Louis - Chicago: Mon 25/08: £29
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Chicago - St Louis: Thu 28/08: £29
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2 days
£58
Mon 25 Aug - Wed 27 Aug
⌄
St Louis - Chicago: Mon 25/08: £29
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Chicago - St Louis: Wed 27/08: £29
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5 days
£58
Thu 21 Aug - Tue 26 Aug
⌄
St Louis - Chicago: Thu 21/08: £29
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Chicago - St Louis: Tue 26/08: £29
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2 days
£58
Tue 19 Aug - Thu 21 Aug
⌄
St Louis - Chicago: Tue 19/08: £29
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Chicago - St Louis: Thu 21/08: £29
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3 days
£58
Mon 18 Aug - Thu 21 Aug
⌄
St Louis - Chicago: Mon 18/08: £29
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Chicago - St Louis: Thu 21/08: £29
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2 days
£58
Mon 18 Aug - Wed 20 Aug
⌄
St Louis - Chicago: Mon 18/08: £29
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Chicago - St Louis: Wed 20/08: £29
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4 days
£58
Thu 14 Aug - Mon 18 Aug
⌄
St Louis - Chicago: Thu 14/08: £29
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Chicago - St Louis: Mon 18/08: £29
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5 days
£58
Wed 13 Aug - Mon 18 Aug
⌄
St Louis - Chicago: Wed 13/08: £29
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Chicago - St Louis: Mon 18/08: £29
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2 days
£58
Tue 12 Aug - Thu 14 Aug
⌄
St Louis - Chicago: Tue 12/08: £29
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Chicago - St Louis: Thu 14/08: £29
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3 days
£58
Mon 11 Aug - Thu 14 Aug
⌄
St Louis - Chicago: Mon 11/08: £29
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Chicago - St Louis: Thu 14/08: £29
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2 days
£58
Mon 11 Aug - Wed 13 Aug
⌄
St Louis - Chicago: Mon 11/08: £29
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Chicago - St Louis: Wed 13/08: £29
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5 days
£58
Thu 7 Aug - Tue 12 Aug
⌄
St Louis - Chicago: Thu 7/08: £29
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Chicago - St Louis: Tue 12/08: £29
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2 days
£58
Tue 5 Aug - Thu 7 Aug
⌄
St Louis - Chicago: Tue 5/08: £29
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Chicago - St Louis: Thu 7/08: £29
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3 days
£58
Mon 4 Aug - Thu 7 Aug
⌄
St Louis - Chicago: Mon 4/08: £29
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Chicago - St Louis: Thu 7/08: £29
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3 days
£58
Mon 8 Sep - Thu 11 Sep
⌄
St Louis - Chicago: Mon 8/09: £29
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Chicago - St Louis: Thu 11/09: £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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2 days
£58
Tue 9 Sep - Thu 11 Sep
⌄
St Louis - Chicago: Tue 9/09: £29
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Chicago - St Louis: Thu 11/09: £29
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2 days
£58
Mon 15 Sep - Wed 17 Sep
⌄
St Louis - Chicago: Mon 15/09: £29
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Chicago - St Louis: Wed 17/09: £29
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3 days
£58
Mon 6 Oct - Thu 9 Oct
⌄
St Louis - Chicago: Mon 6/10: £29
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Chicago - St Louis: Thu 9/10: £29
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2 days
£58
Mon 6 Oct - Wed 8 Oct
⌄
St Louis - Chicago: Mon 6/10: £29
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Chicago - St Louis: Wed 8/10: £29
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5 days
£58
Thu 2 Oct - Tue 7 Oct
⌄
St Louis - Chicago: Thu 2/10: £29
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Chicago - St Louis: Tue 7/10: £29
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4 days
£58
Thu 2 Oct - Mon 6 Oct
⌄
St Louis - Chicago: Thu 2/10: £29
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Chicago - St Louis: Mon 6/10: £29
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5 days
£58
Wed 1 Oct - Mon 6 Oct
⌄
St Louis - Chicago: Wed 1/10: £29
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Chicago - St Louis: Mon 6/10: £29
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2 days
£58
Tue 30 Sep - Thu 2 Oct
⌄
St Louis - Chicago: Tue 30/09: £29
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Chicago - St Louis: Thu 2/10: £29
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3 days
£58
Mon 29 Sep - Thu 2 Oct
⌄
St Louis - Chicago: Mon 29/09: £29
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Chicago - St Louis: Thu 2/10: £29
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2 days
£58
Mon 29 Sep - Wed 1 Oct
⌄
St Louis - Chicago: Mon 29/09: £29
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Chicago - St Louis: Wed 1/10: £29
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5 days
£58
Thu 25 Sep - Tue 30 Sep
⌄
St Louis - Chicago: Thu 25/09: £29
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Chicago - St Louis: Tue 30/09: £29
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4 days
£58
Thu 25 Sep - Mon 29 Sep
⌄
St Louis - Chicago: Thu 25/09: £29
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Chicago - St Louis: Mon 29/09: £29
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5 days
£58
Wed 24 Sep - Mon 29 Sep
⌄
St Louis - Chicago: Wed 24/09: £29
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Chicago - St Louis: Mon 29/09: £29
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2 days
£58
Tue 23 Sep - Thu 25 Sep
⌄
St Louis - Chicago: Tue 23/09: £29
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Chicago - St Louis: Thu 25/09: £29
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3 days
£58
Mon 22 Sep - Thu 25 Sep
⌄
St Louis - Chicago: Mon 22/09: £29
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Chicago - St Louis: Thu 25/09: £29
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2 days
£58
Mon 22 Sep - Wed 24 Sep
⌄
St Louis - Chicago: Mon 22/09: £29
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Chicago - St Louis: Wed 24/09: £29
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5 days
£58
Thu 18 Sep - Tue 23 Sep
⌄
St Louis - Chicago: Thu 18/09: £29
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Chicago - St Louis: Tue 23/09: £29
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4 days
£58
Thu 18 Sep - Mon 22 Sep
⌄
St Louis - Chicago: Thu 18/09: £29
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Chicago - St Louis: Mon 22/09: £29
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5 days
£58
Wed 17 Sep - Mon 22 Sep
⌄
St Louis - Chicago: Wed 17/09: £29
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Chicago - St Louis: Mon 22/09: £29
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2 days
£58
Tue 16 Sep - Thu 18 Sep
⌄
St Louis - Chicago: Tue 16/09: £29
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Chicago - St Louis: Thu 18/09: £29
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3 days
£58
Mon 15 Sep - Thu 18 Sep
⌄
St Louis - Chicago: Mon 15/09: £29
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Chicago - St Louis: Thu 18/09: £29
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5 days
£58
Thu 11 Sep - Tue 16 Sep
⌄
St Louis - Chicago: Thu 11/09: £29
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Chicago - St Louis: Tue 16/09: £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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