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Chicago

from Nashville

Save up to: £173

Average cost: £205

Best deal: £32

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:

7 days
£32
Wed 5 Mar - Wed 12 Mar
⌄
Nashville - Chicago: Wed 5/03: £16
Chicago - Nashville: Wed 12/03: £16
Go
7 days
£32
Wed 26 Feb - Wed 5 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Wed 5/03: £16
Go
5 days
£32
Wed 26 Feb - Mon 3 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Mon 3/03: £16
Go
9 days
£32
Sat 1 Mar - Mon 10 Mar
⌄
Nashville - Chicago: Sat 1/03: £16
Chicago - Nashville: Mon 10/03: £16
Go
11 days
£32
Sat 1 Mar - Wed 12 Mar
⌄
Nashville - Chicago: Sat 1/03: £16
Chicago - Nashville: Wed 12/03: £16
Go
5 days
£32
Wed 5 Mar - Mon 10 Mar
⌄
Nashville - Chicago: Wed 5/03: £16
Chicago - Nashville: Mon 10/03: £16
Go
12 days
£32
Wed 16 Apr - Mon 28 Apr
⌄
Nashville - Chicago: Wed 16/04: £16
Chicago - Nashville: Mon 28/04: £16
Go
14 days
£32
Wed 26 Feb - Wed 12 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Wed 12/03: £16
Go
7 days
£32
Wed 19 Mar - Wed 26 Mar
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Wed 26/03: £16
Go
12 days
£32
Wed 19 Mar - Mon 31 Mar
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Mon 31/03: £16
Go
14 days
£32
Wed 19 Mar - Wed 2 Apr
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Wed 2/04: £16
Go
14 days
£32
Wed 12 Mar - Wed 26 Mar
⌄
Nashville - Chicago: Wed 12/03: £16
Chicago - Nashville: Wed 26/03: £16
Go
12 days
£32
Wed 26 Feb - Mon 10 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Mon 10/03: £16
Go
7 days
£32
Wed 9 Apr - Wed 16 Apr
⌄
Nashville - Chicago: Wed 9/04: £16
Chicago - Nashville: Wed 16/04: £16
Go
7 days
£32
Wed 2 Apr - Wed 9 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Wed 9/04: £16
Go
14 days
£32
Wed 2 Apr - Wed 16 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Wed 16/04: £16
Go
14 days
£32
Wed 12 Feb - Wed 26 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Wed 26/02: £16
Go
12 days
£32
Wed 12 Feb - Mon 24 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Mon 24/02: £16
Go
16 days
£33
Sat 22 Feb - Mon 10 Mar
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Mon 10/03: £16
Go
11 days
£33
Sat 22 Feb - Wed 5 Mar
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Wed 5/03: £16
Go
9 days
£33
Sat 22 Feb - Mon 3 Mar
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Mon 3/03: £16
Go
7 days
£33
Sat 22 Feb - Sat 1 Mar
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Sat 1/03: £16
Go
10 days
£33
Wed 12 Feb - Sat 22 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Sat 22/02: £17
Go
12 days
£40
Fri 28 Feb - Wed 12 Mar
⌄
Nashville - Chicago: Fri 28/02: £24
Chicago - Nashville: Wed 12/03: £16
Go
10 days
£40
Fri 28 Feb - Mon 10 Mar
⌄
Nashville - Chicago: Fri 28/02: £24
Chicago - Nashville: Mon 10/03: £16
Go
14 days
£40
Wed 5 Mar - Wed 19 Mar
⌄
Nashville - Chicago: Wed 5/03: £16
Chicago - Nashville: Wed 19/03: £24
Go
7 days
£40
Wed 12 Mar - Wed 19 Mar
⌄
Nashville - Chicago: Wed 12/03: £16
Chicago - Nashville: Wed 19/03: £24
Go
12 days
£40
Wed 2 Apr - Mon 14 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Mon 14/04: £24
Go
5 days
£40
Fri 28 Feb - Wed 5 Mar
⌄
Nashville - Chicago: Fri 28/02: £24
Chicago - Nashville: Wed 5/03: £16
Go
14 days
£40
Wed 26 Mar - Wed 9 Apr
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Wed 9/04: £16
Go
5 days
£40
Wed 9 Apr - Mon 14 Apr
⌄
Nashville - Chicago: Wed 9/04: £16
Chicago - Nashville: Mon 14/04: £24
Go
5 days
£40
Wed 16 Apr - Mon 21 Apr
⌄
Nashville - Chicago: Wed 16/04: £16
Chicago - Nashville: Mon 21/04: £24
Go
7 days
£40
Wed 26 Mar - Wed 2 Apr
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Wed 2/04: £16
Go
5 days
£40
Wed 26 Mar - Mon 31 Mar
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Mon 31/03: £16
Go
12 days
£40
Wed 9 Apr - Mon 21 Apr
⌄
Nashville - Chicago: Wed 9/04: £16
Chicago - Nashville: Mon 21/04: £24
Go
5 days
£40
Wed 19 Feb - Mon 24 Feb
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Mon 24/02: £16
Go
7 days
£40
Wed 12 Feb - Wed 19 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Wed 19/02: £24
Go
16 days
£40
Wed 12 Feb - Fri 28 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Fri 28/02: £24
Go
7 days
£40
Wed 19 Feb - Wed 26 Feb
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Wed 26/02: £16
Go
10 days
£40
Wed 19 Feb - Sat 1 Mar
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Sat 1/03: £16
Go
12 days
£40
Wed 19 Feb - Mon 3 Mar
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Mon 3/03: £16
Go
14 days
£40
Wed 19 Feb - Wed 5 Mar
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Wed 5/03: £16
Go
6 days
£41
Sat 22 Feb - Fri 28 Feb
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Fri 28/02: £24
Go
12 days
£44
Fri 4 Apr - Wed 16 Apr
⌄
Nashville - Chicago: Fri 4/04: £28
Chicago - Nashville: Wed 16/04: £16
Go
5 days
£44
Fri 4 Apr - Wed 9 Apr
⌄
Nashville - Chicago: Fri 4/04: £28
Chicago - Nashville: Wed 9/04: £16
Go
12 days
£44
Fri 21 Mar - Wed 2 Apr
⌄
Nashville - Chicago: Fri 21/03: £28
Chicago - Nashville: Wed 2/04: £16
Go
10 days
£44
Fri 21 Mar - Mon 31 Mar
⌄
Nashville - Chicago: Fri 21/03: £28
Chicago - Nashville: Mon 31/03: £16
Go
5 days
£44
Fri 21 Mar - Wed 26 Mar
⌄
Nashville - Chicago: Fri 21/03: £28
Chicago - Nashville: Wed 26/03: £16
Go
9 days
£44
Wed 26 Feb - Fri 7 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Fri 7/03: £28
Go
9 days
£44
Wed 19 Mar - Fri 28 Mar
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Fri 28/03: £28
Go
16 days
£44
Wed 12 Mar - Fri 28 Mar
⌄
Nashville - Chicago: Wed 12/03: £16
Chicago - Nashville: Fri 28/03: £28
Go
16 days
£44
Wed 26 Feb - Fri 14 Mar
⌄
Nashville - Chicago: Wed 26/02: £16
Chicago - Nashville: Fri 14/03: £28
Go
9 days
£44
Wed 5 Mar - Fri 14 Mar
⌄
Nashville - Chicago: Wed 5/03: £16
Chicago - Nashville: Fri 14/03: £28
Go
13 days
£44
Sat 1 Mar - Fri 14 Mar
⌄
Nashville - Chicago: Sat 1/03: £16
Chicago - Nashville: Fri 14/03: £28
Go
6 days
£44
Sat 1 Mar - Fri 7 Mar
⌄
Nashville - Chicago: Sat 1/03: £16
Chicago - Nashville: Fri 7/03: £28
Go
13 days
£45
Sat 22 Feb - Fri 7 Mar
⌄
Nashville - Chicago: Sat 22/02: £17
Chicago - Nashville: Fri 7/03: £28
Go
12 days
£46
Wed 12 Mar - Mon 24 Mar
⌄
Nashville - Chicago: Wed 12/03: £16
Chicago - Nashville: Mon 24/03: £30
Go
5 days
£46
Wed 19 Mar - Mon 24 Mar
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Mon 24/03: £30
Go
5 days
£46
Wed 2 Apr - Mon 7 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Mon 7/04: £30
Go
9 days
£48
Wed 19 Feb - Fri 28 Feb
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Fri 28/02: £24
Go
16 days
£52
Wed 19 Feb - Fri 7 Mar
⌄
Nashville - Chicago: Wed 19/02: £24
Chicago - Nashville: Fri 7/03: £28
Go
10 days
£52
Fri 2 May - Mon 12 May
⌄
Nashville - Chicago: Fri 2/05: £36
Chicago - Nashville: Mon 12/05: £16
Go
7 days
£52
Fri 28 Feb - Fri 7 Mar
⌄
Nashville - Chicago: Fri 28/02: £24
Chicago - Nashville: Fri 7/03: £28
Go
10 days
£52
Fri 4 Apr - Mon 14 Apr
⌄
Nashville - Chicago: Fri 4/04: £28
Chicago - Nashville: Mon 14/04: £24
Go
14 days
£52
Fri 28 Feb - Fri 14 Mar
⌄
Nashville - Chicago: Fri 28/02: £24
Chicago - Nashville: Fri 14/03: £28
Go
9 days
£53
Sat 15 Feb - Mon 24 Feb
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Mon 24/02: £16
Go
11 days
£53
Sat 15 Feb - Wed 26 Feb
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Wed 26/02: £16
Go
14 days
£53
Sat 15 Feb - Sat 1 Mar
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Sat 1/03: £16
Go
16 days
£53
Sat 15 Feb - Mon 3 Mar
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Mon 3/03: £16
Go
12 days
£54
Wed 26 Mar - Mon 7 Apr
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Mon 7/04: £30
Go
7 days
£54
Sat 15 Feb - Sat 22 Feb
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Sat 22/02: £17
Go
9 days
£56
Wed 2 Apr - Fri 11 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Fri 11/04: £40
Go
11 days
£56
Wed 16 Apr - Sun 27 Apr
⌄
Nashville - Chicago: Wed 16/04: £16
Chicago - Nashville: Sun 27/04: £40
Go
5 days
£56
Fri 11 Apr - Wed 16 Apr
⌄
Nashville - Chicago: Fri 11/04: £40
Chicago - Nashville: Wed 16/04: £16
Go
10 days
£56
Fri 18 Apr - Mon 28 Apr
⌄
Nashville - Chicago: Fri 18/04: £40
Chicago - Nashville: Mon 28/04: £16
Go
16 days
£56
Wed 2 Apr - Fri 18 Apr
⌄
Nashville - Chicago: Wed 2/04: £16
Chicago - Nashville: Fri 18/04: £40
Go
9 days
£56
Wed 9 Apr - Fri 18 Apr
⌄
Nashville - Chicago: Wed 9/04: £16
Chicago - Nashville: Fri 18/04: £40
Go
10 days
£56
Fri 25 Apr - Mon 5 May
⌄
Nashville - Chicago: Fri 25/04: £40
Chicago - Nashville: Mon 5/05: £16
Go
5 days
£56
Fri 7 Mar - Wed 12 Mar
⌄
Nashville - Chicago: Fri 7/03: £40
Chicago - Nashville: Wed 12/03: £16
Go
7 days
£56
Fri 21 Mar - Fri 28 Mar
⌄
Nashville - Chicago: Fri 21/03: £28
Chicago - Nashville: Fri 28/03: £28
Go
14 days
£60
Mon 28 Apr - Mon 12 May
⌄
Nashville - Chicago: Mon 28/04: £44
Chicago - Nashville: Mon 12/05: £16
Go
7 days
£60
Mon 28 Apr - Mon 5 May
⌄
Nashville - Chicago: Mon 28/04: £44
Chicago - Nashville: Mon 5/05: £16
Go
16 days
£60
Mon 17 Mar - Wed 2 Apr
⌄
Nashville - Chicago: Mon 17/03: £44
Chicago - Nashville: Wed 2/04: £16
Go
14 days
£60
Mon 17 Mar - Mon 31 Mar
⌄
Nashville - Chicago: Mon 17/03: £44
Chicago - Nashville: Mon 31/03: £16
Go
16 days
£60
Mon 24 Mar - Wed 9 Apr
⌄
Nashville - Chicago: Mon 24/03: £44
Chicago - Nashville: Wed 9/04: £16
Go
9 days
£60
Mon 17 Mar - Wed 26 Mar
⌄
Nashville - Chicago: Mon 17/03: £44
Chicago - Nashville: Wed 26/03: £16
Go
9 days
£60
Mon 24 Mar - Wed 2 Apr
⌄
Nashville - Chicago: Mon 24/03: £44
Chicago - Nashville: Wed 2/04: £16
Go
16 days
£60
Wed 19 Mar - Fri 4 Apr
⌄
Nashville - Chicago: Wed 19/03: £16
Chicago - Nashville: Fri 4/04: £44
Go
7 days
£60
Mon 24 Mar - Mon 31 Mar
⌄
Nashville - Chicago: Mon 24/03: £44
Chicago - Nashville: Mon 31/03: £16
Go
13 days
£61
Sat 15 Feb - Fri 28 Feb
⌄
Nashville - Chicago: Sat 15/02: £37
Chicago - Nashville: Fri 28/02: £24
Go
16 days
£64
Wed 26 Mar - Fri 11 Apr
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Fri 11/04: £40
Go
12 days
£64
Fri 7 Mar - Wed 19 Mar
⌄
Nashville - Chicago: Fri 7/03: £40
Chicago - Nashville: Wed 19/03: £24
Go
10 days
£64
Fri 11 Apr - Mon 21 Apr
⌄
Nashville - Chicago: Fri 11/04: £40
Chicago - Nashville: Mon 21/04: £24
Go
5 days
£65
Wed 12 Feb - Mon 17 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Mon 17/02: £49
Go
12 days
£65
Fri 21 Feb - Wed 5 Mar
⌄
Nashville - Chicago: Fri 21/02: £49
Chicago - Nashville: Wed 5/03: £16
Go
10 days
£65
Fri 21 Feb - Mon 3 Mar
⌄
Nashville - Chicago: Fri 21/02: £49
Chicago - Nashville: Mon 3/03: £16
Go
8 days
£65
Fri 21 Feb - Sat 1 Mar
⌄
Nashville - Chicago: Fri 21/02: £49
Chicago - Nashville: Sat 1/03: £16
Go
5 days
£65
Fri 21 Feb - Wed 26 Feb
⌄
Nashville - Chicago: Fri 21/02: £49
Chicago - Nashville: Wed 26/02: £16
Go
9 days
£65
Wed 12 Feb - Fri 21 Feb
⌄
Nashville - Chicago: Wed 12/02: £16
Chicago - Nashville: Fri 21/02: £49
Go
10 days
£66
Fri 9 May - Mon 19 May
⌄
Nashville - Chicago: Fri 9/05: £36
Chicago - Nashville: Mon 19/05: £30
Go
7 days
£66
Mon 12 May - Mon 19 May
⌄
Nashville - Chicago: Mon 12/05: £36
Chicago - Nashville: Mon 19/05: £30
Go
7 days
£68
Fri 4 Apr - Fri 11 Apr
⌄
Nashville - Chicago: Fri 4/04: £28
Chicago - Nashville: Fri 11/04: £40
Go
9 days
£68
Wed 26 Mar - Fri 4 Apr
⌄
Nashville - Chicago: Wed 26/03: £24
Chicago - Nashville: Fri 4/04: £44
Go
7 days
£68
Fri 7 Mar - Fri 14 Mar
⌄
Nashville - Chicago: Fri 7/03: £40
Chicago - Nashville: Fri 14/03: £28
Go
7 days
£68
Mon 21 Apr - Mon 28 Apr
⌄
Nashville - Chicago: Mon 21/04: £52
Chicago - Nashville: Mon 28/04: £16
Go
14 days
£68
Mon 21 Apr - Mon 5 May
⌄
Nashville - Chicago: Mon 21/04: £52
Chicago - Nashville: Mon 5/05: £16
Go
14 days
£68
Fri 4 Apr - Fri 18 Apr
⌄
Nashville - Chicago: Fri 4/04: £28
Chicago - Nashville: Fri 18/04: £40
Go