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Chicago

from Washington D.C.

Save up to: £145

Average cost: £177

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:

2 days
£32
Mon 3 Mar - Wed 5 Mar
⌄
Washington D.C. - Chicago: Mon 3/03: £16
Chicago - Washington D.C.: Wed 5/03: £16
Go
3 days
£32
Wed 26 Feb - Sat 1 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £16
Chicago - Washington D.C.: Sat 1/03: £16
Go
2 days
£32
Mon 10 Mar - Wed 12 Mar
⌄
Washington D.C. - Chicago: Mon 10/03: £16
Chicago - Washington D.C.: Wed 12/03: £16
Go
5 days
£32
Wed 5 Mar - Mon 10 Mar
⌄
Washington D.C. - Chicago: Wed 5/03: £16
Chicago - Washington D.C.: Mon 10/03: £16
Go
4 days
£33
Sat 22 Feb - Wed 26 Feb
⌄
Washington D.C. - Chicago: Sat 22/02: £17
Chicago - Washington D.C.: Wed 26/02: £16
Go
2 days
£40
Mon 7 Apr - Wed 9 Apr
⌄
Washington D.C. - Chicago: Mon 7/04: £24
Chicago - Washington D.C.: Wed 9/04: £16
Go
2 days
£40
Mon 24 Feb - Wed 26 Feb
⌄
Washington D.C. - Chicago: Mon 24/02: £24
Chicago - Washington D.C.: Wed 26/02: £16
Go
5 days
£40
Mon 24 Feb - Sat 1 Mar
⌄
Washington D.C. - Chicago: Mon 24/02: £24
Chicago - Washington D.C.: Sat 1/03: £16
Go
2 days
£41
Sat 22 Feb - Mon 24 Feb
⌄
Washington D.C. - Chicago: Sat 22/02: £17
Chicago - Washington D.C.: Mon 24/02: £24
Go
3 days
£46
Wed 19 Feb - Sat 22 Feb
⌄
Washington D.C. - Chicago: Wed 19/02: £29
Chicago - Washington D.C.: Sat 22/02: £17
Go
4 days
£48
Thu 1 May - Mon 5 May
⌄
Washington D.C. - Chicago: Thu 1/05: £24
Chicago - Washington D.C.: Mon 5/05: £24
Go
4 days
£48
Sat 1 Mar - Wed 5 Mar
⌄
Washington D.C. - Chicago: Sat 1/03: £32
Chicago - Washington D.C.: Wed 5/03: £16
Go
3 days
£48
Mon 5 May - Thu 8 May
⌄
Washington D.C. - Chicago: Mon 5/05: £24
Chicago - Washington D.C.: Thu 8/05: £24
Go
4 days
£52
Mon 3 Mar - Fri 7 Mar
⌄
Washington D.C. - Chicago: Mon 3/03: £16
Chicago - Washington D.C.: Fri 7/03: £36
Go
2 days
£52
Wed 5 Mar - Fri 7 Mar
⌄
Washington D.C. - Chicago: Wed 5/03: £16
Chicago - Washington D.C.: Fri 7/03: £36
Go
3 days
£52
Fri 7 Mar - Mon 10 Mar
⌄
Washington D.C. - Chicago: Fri 7/03: £36
Chicago - Washington D.C.: Mon 10/03: £16
Go
5 days
£52
Fri 7 Mar - Wed 12 Mar
⌄
Washington D.C. - Chicago: Fri 7/03: £36
Chicago - Washington D.C.: Wed 12/03: £16
Go
5 days
£52
Wed 26 Feb - Mon 3 Mar
⌄
Washington D.C. - Chicago: Wed 26/02: £16
Chicago - Washington D.C.: Mon 3/03: £36
Go
5 days
£53
Wed 19 Feb - Mon 24 Feb
⌄
Washington D.C. - Chicago: Wed 19/02: £29
Chicago - Washington D.C.: Mon 24/02: £24
Go
5 days
£56
Fri 28 Feb - Wed 5 Mar
⌄
Washington D.C. - Chicago: Fri 28/02: £40
Chicago - Washington D.C.: Wed 5/03: £16
Go
3 days
£56
Mon 28 Apr - Thu 1 May
⌄
Washington D.C. - Chicago: Mon 28/04: £32
Chicago - Washington D.C.: Thu 1/05: £24
Go