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Chicago

from Washington D.C.

Save up to: £138

Average cost: £170

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:

14 days
£32
Wed 19 Mar - Wed 2 Apr
⌄
Washington D.C. - Chicago: Wed 19/03: £16
Chicago - Washington D.C.: Wed 2/04: £16
Go
7 days
£32
Wed 5 Mar - Wed 12 Mar
⌄
Washington D.C. - Chicago: Wed 5/03: £16
Chicago - Washington D.C.: Wed 12/03: £16
Go
14 days
£36
Wed 19 Feb - Wed 5 Mar
⌄
Washington D.C. - Chicago: Wed 19/02: £20
Chicago - Washington D.C.: Wed 5/03: £16
Go
11 days
£36
Sat 1 Mar - Wed 12 Mar
⌄
Washington D.C. - Chicago: Sat 1/03: £20
Chicago - Washington D.C.: Wed 12/03: £16
Go
7 days
£36
Wed 26 Feb - Wed 5 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £20
Chicago - Washington D.C.: Wed 5/03: £16
Go
14 days
£36
Wed 26 Feb - Wed 12 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £20
Chicago - Washington D.C.: Wed 12/03: £16
Go
7 days
£40
Wed 19 Feb - Wed 26 Feb
⌄
Washington D.C. - Chicago: Wed 19/02: £20
Chicago - Washington D.C.: Wed 26/02: £20
Go
5 days
£40
Wed 5 Mar - Mon 10 Mar
⌄
Washington D.C. - Chicago: Wed 5/03: £16
Chicago - Washington D.C.: Mon 10/03: £24
Go
9 days
£40
Mon 24 Mar - Wed 2 Apr
⌄
Washington D.C. - Chicago: Mon 24/03: £24
Chicago - Washington D.C.: Wed 2/04: £16
Go
16 days
£40
Mon 17 Mar - Wed 2 Apr
⌄
Washington D.C. - Chicago: Mon 17/03: £24
Chicago - Washington D.C.: Wed 2/04: £16
Go
16 days
£40
Mon 24 Mar - Wed 9 Apr
⌄
Washington D.C. - Chicago: Mon 24/03: £24
Chicago - Washington D.C.: Wed 9/04: £16
Go
10 days
£40
Wed 19 Feb - Sat 1 Mar
⌄
Washington D.C. - Chicago: Wed 19/02: £20
Chicago - Washington D.C.: Sat 1/03: £20
Go
12 days
£40
Wed 19 Mar - Mon 31 Mar
⌄
Washington D.C. - Chicago: Wed 19/03: £16
Chicago - Washington D.C.: Mon 31/03: £24
Go
9 days
£44
Sat 1 Mar - Mon 10 Mar
⌄
Washington D.C. - Chicago: Sat 1/03: £20
Chicago - Washington D.C.: Mon 10/03: £24
Go
12 days
£44
Wed 26 Feb - Mon 10 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £20
Chicago - Washington D.C.: Mon 10/03: £24
Go
14 days
£48
Mon 24 Mar - Mon 7 Apr
⌄
Washington D.C. - Chicago: Mon 24/03: £24
Chicago - Washington D.C.: Mon 7/04: £24
Go
10 days
£48
Mon 28 Apr - Thu 8 May
⌄
Washington D.C. - Chicago: Mon 28/04: £24
Chicago - Washington D.C.: Thu 8/05: £24
Go
7 days
£48
Mon 24 Mar - Mon 31 Mar
⌄
Washington D.C. - Chicago: Mon 24/03: £24
Chicago - Washington D.C.: Mon 31/03: £24
Go
7 days
£48
Thu 1 May - Thu 8 May
⌄
Washington D.C. - Chicago: Thu 1/05: £24
Chicago - Washington D.C.: Thu 8/05: £24
Go
14 days
£48
Thu 1 May - Thu 15 May
⌄
Washington D.C. - Chicago: Thu 1/05: £24
Chicago - Washington D.C.: Thu 15/05: £24
Go
7 days
£48
Thu 8 May - Thu 15 May
⌄
Washington D.C. - Chicago: Thu 8/05: £24
Chicago - Washington D.C.: Thu 15/05: £24
Go
10 days
£48
Mon 5 May - Thu 15 May
⌄
Washington D.C. - Chicago: Mon 5/05: £24
Chicago - Washington D.C.: Thu 15/05: £24
Go
11 days
£48
Sat 22 Feb - Wed 5 Mar
⌄
Washington D.C. - Chicago: Sat 22/02: £32
Chicago - Washington D.C.: Wed 5/03: £16
Go
14 days
£48
Mon 17 Mar - Mon 31 Mar
⌄
Washington D.C. - Chicago: Mon 17/03: £24
Chicago - Washington D.C.: Mon 31/03: £24
Go
7 days
£52
Sat 22 Feb - Sat 1 Mar
⌄
Washington D.C. - Chicago: Sat 22/02: £32
Chicago - Washington D.C.: Sat 1/03: £20
Go
9 days
£56
Wed 19 Mar - Fri 28 Mar
⌄
Washington D.C. - Chicago: Wed 19/03: £16
Chicago - Washington D.C.: Fri 28/03: £40
Go
16 days
£56
Wed 12 Mar - Fri 28 Mar
⌄
Washington D.C. - Chicago: Wed 12/03: £16
Chicago - Washington D.C.: Fri 28/03: £40
Go
16 days
£56
Wed 19 Mar - Fri 4 Apr
⌄
Washington D.C. - Chicago: Wed 19/03: £16
Chicago - Washington D.C.: Fri 4/04: £40
Go
12 days
£56
Fri 21 Mar - Wed 2 Apr
⌄
Washington D.C. - Chicago: Fri 21/03: £40
Chicago - Washington D.C.: Wed 2/04: £16
Go
9 days
£56
Mon 3 Mar - Wed 12 Mar
⌄
Washington D.C. - Chicago: Mon 3/03: £40
Chicago - Washington D.C.: Wed 12/03: £16
Go
6 days
£56
Sat 1 Mar - Fri 7 Mar
⌄
Washington D.C. - Chicago: Sat 1/03: £20
Chicago - Washington D.C.: Fri 7/03: £36
Go
9 days
£56
Wed 26 Feb - Fri 7 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £20
Chicago - Washington D.C.: Fri 7/03: £36
Go
16 days
£56
Sat 22 Feb - Mon 10 Mar
⌄
Washington D.C. - Chicago: Sat 22/02: £32
Chicago - Washington D.C.: Mon 10/03: £24
Go
10 days
£56
Mon 21 Apr - Thu 1 May
⌄
Washington D.C. - Chicago: Mon 21/04: £32
Chicago - Washington D.C.: Thu 1/05: £24
Go
16 days
£56
Wed 19 Feb - Fri 7 Mar
⌄
Washington D.C. - Chicago: Wed 19/02: £20
Chicago - Washington D.C.: Fri 7/03: £36
Go
9 days
£56
Wed 5 Mar - Fri 14 Mar
⌄
Washington D.C. - Chicago: Wed 5/03: £16
Chicago - Washington D.C.: Fri 14/03: £40
Go