Unlock hidden routes
Save on unique travels
Travel More, Pay Less! Unlock hidden routes and save on unique travels

Chicago

from St Louis

Save up to: £136

Average cost: £199

Best deal: £63

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:

6 days
£63
Wed 14 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Wed 14/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
11 days
£63
Tue 3 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Tue 3/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
12 days
£63
Mon 2 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Mon 2/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
13 days
£63
Sun 1 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Sun 1/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
14 days
£63
Sat 31 Jan - Sat 14 Feb
⌄
St Louis - Chicago: Sat 31/01: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
15 days
£63
Fri 30 Jan - Sat 14 Feb
⌄
St Louis - Chicago: Fri 30/01: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
16 days
£63
Thu 29 Jan - Sat 14 Feb
⌄
St Louis - Chicago: Thu 29/01: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
16 days
£63
Tue 20 Jan - Thu 5 Feb
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Thu 5/02: £35
Go
15 days
£63
Tue 20 Jan - Wed 4 Feb
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Wed 4/02: £35
Go
14 days
£63
Tue 20 Jan - Tue 3 Feb
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Tue 3/02: £35
Go
12 days
£63
Tue 20 Jan - Sun 1 Feb
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Sun 1/02: £35
Go
11 days
£63
Tue 20 Jan - Sat 31 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Sat 31/01: £35
Go
10 days
£63
Tue 20 Jan - Fri 30 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Fri 30/01: £35
Go
9 days
£63
Tue 20 Jan - Thu 29 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Thu 29/01: £35
Go
8 days
£63
Tue 20 Jan - Wed 28 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Wed 28/01: £35
Go
7 days
£63
Tue 20 Jan - Tue 27 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Tue 27/01: £35
Go
10 days
£63
Wed 4 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Wed 4/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
6 days
£63
Tue 20 Jan - Mon 26 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Mon 26/01: £35
Go
7 days
£63
Sat 7 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Sat 7/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
5 days
£63
Mon 9 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Mon 9/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
8 days
£63
Sat 21 Feb - Sun 1 Mar
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Sun 1/03: £35
Go
7 days
£63
Sat 21 Feb - Sat 28 Feb
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Sat 28/02: £35
Go
6 days
£63
Sat 21 Feb - Fri 27 Feb
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Fri 27/02: £35
Go
5 days
£63
Sat 21 Feb - Thu 26 Feb
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Thu 26/02: £35
Go
15 days
£63
Sat 14 Feb - Sun 1 Mar
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Sun 1/03: £35
Go
14 days
£63
Sat 14 Feb - Sat 28 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Sat 28/02: £35
Go
13 days
£63
Sat 14 Feb - Fri 27 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Fri 27/02: £35
Go
12 days
£63
Sat 14 Feb - Thu 26 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Thu 26/02: £35
Go
11 days
£63
Sat 14 Feb - Wed 25 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Wed 25/02: £35
Go
10 days
£63
Sat 14 Feb - Tue 24 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Tue 24/02: £35
Go
9 days
£63
Sat 14 Feb - Mon 23 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Mon 23/02: £35
Go
8 days
£63
Sat 14 Feb - Sun 22 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Sun 22/02: £35
Go
7 days
£63
Sat 14 Feb - Sat 21 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Sat 21/02: £35
Go
6 days
£63
Sat 14 Feb - Fri 20 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Fri 20/02: £35
Go
5 days
£63
Sat 14 Feb - Thu 19 Feb
⌄
St Louis - Chicago: Sat 14/02: £28
Go
Chicago - St Louis: Thu 19/02: £35
Go
6 days
£63
Sun 8 Feb - Sat 14 Feb
⌄
St Louis - Chicago: Sun 8/02: £35
Go
Chicago - St Louis: Sat 14/02: £28
Go
5 days
£63
Tue 20 Jan - Sun 25 Jan
⌄
St Louis - Chicago: Tue 20/01: £28
Go
Chicago - St Louis: Sun 25/01: £35
Go
11 days
£63
Sat 21 Feb - Wed 4 Mar
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Wed 4/03: £35
Go
7 days
£63
Tue 13 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Tue 13/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
8 days
£63
Wed 24 Dec - Thu 1 Jan
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Thu 1/01: £35
Go
13 days
£63
Wed 24 Dec - Tue 6 Jan
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Tue 6/01: £35
Go
14 days
£63
Wed 24 Dec - Wed 7 Jan
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Wed 7/01: £35
Go
15 days
£63
Wed 24 Dec - Thu 8 Jan
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Thu 8/01: £35
Go
16 days
£63
Wed 24 Dec - Fri 9 Jan
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Fri 9/01: £35
Go
10 days
£63
Sat 21 Feb - Tue 3 Mar
⌄
St Louis - Chicago: Sat 21/02: £28
Go
Chicago - St Louis: Tue 3/03: £35
Go
7 days
£63
Wed 24 Dec - Wed 31 Dec
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Wed 31/12: £35
Go
16 days
£63
Thu 1 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Thu 1/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
12 days
£63
Mon 5 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Mon 5/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
15 days
£63
Mon 5 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Mon 5/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
6 days
£63
Wed 24 Dec - Tue 30 Dec
⌄
St Louis - Chicago: Wed 24/12: £28
Go
Chicago - St Louis: Tue 30/12: £35
Go
14 days
£63
Tue 6 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Tue 6/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
10 days
£63
Wed 7 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Wed 7/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
13 days
£63
Wed 7 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Wed 7/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
8 days
£63
Mon 12 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Mon 12/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
5 days
£63
Mon 12 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Mon 12/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
10 days
£63
Sat 10 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Sat 10/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
8 days
£63
Fri 9 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Fri 9/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
7 days
£63
Sat 10 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Sat 10/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
11 days
£63
Tue 6 Jan - Sat 17 Jan
⌄
St Louis - Chicago: Tue 6/01: £35
Go
Chicago - St Louis: Sat 17/01: £28
Go
11 days
£63
Fri 9 Jan - Tue 20 Jan
⌄
St Louis - Chicago: Fri 9/01: £35
Go
Chicago - St Louis: Tue 20/01: £28
Go
8 days
£65
Wed 17 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Wed 17/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
9 days
£65
Tue 16 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Tue 16/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
10 days
£65
Mon 15 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Mon 15/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
11 days
£65
Sun 14 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Sun 14/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
12 days
£65
Sat 13 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Sat 13/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
7 days
£65
Thu 18 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Thu 18/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
15 days
£65
Wed 10 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Wed 10/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go
12 days
£65
Thu 25 Dec - Tue 6 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Tue 6/01: £35
Go
6 days
£65
Thu 25 Dec - Wed 31 Dec
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Wed 31/12: £35
Go
7 days
£65
Thu 25 Dec - Thu 1 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Thu 1/01: £35
Go
13 days
£65
Thu 25 Dec - Wed 7 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Wed 7/01: £35
Go
14 days
£65
Thu 25 Dec - Thu 8 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Thu 8/01: £35
Go
15 days
£65
Thu 25 Dec - Fri 9 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Fri 9/01: £35
Go
16 days
£65
Thu 25 Dec - Sat 10 Jan
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Sat 10/01: £35
Go
5 days
£65
Thu 25 Dec - Tue 30 Dec
⌄
St Louis - Chicago: Thu 25/12: £30
Go
Chicago - St Louis: Tue 30/12: £35
Go
16 days
£65
Tue 9 Dec - Thu 25 Dec
⌄
St Louis - Chicago: Tue 9/12: £35
Go
Chicago - St Louis: Thu 25/12: £30
Go