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Chicago

from Washington D.C.

Save up to: £99

Average cost: £145

Best deal: £46

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
£46
Wed 29 May - Wed 5 Jun
⌄
Washington D.C. - Chicago: Wed 29/05: £23
Chicago - Washington D.C.: Wed 5/06: £23
Go
7 days
£46
Wed 4 Sep - Wed 11 Sep
⌄
Washington D.C. - Chicago: Wed 4/09: £23
Chicago - Washington D.C.: Wed 11/09: £23
Go
10 days
£46
Wed 4 Sep - Sat 14 Sep
⌄
Washington D.C. - Chicago: Wed 4/09: £23
Chicago - Washington D.C.: Sat 14/09: £23
Go
14 days
£46
Wed 4 Sep - Wed 18 Sep
⌄
Washington D.C. - Chicago: Wed 4/09: £23
Chicago - Washington D.C.: Wed 18/09: £23
Go
7 days
£46
Sat 7 Sep - Sat 14 Sep
⌄
Washington D.C. - Chicago: Sat 7/09: £23
Chicago - Washington D.C.: Sat 14/09: £23
Go
11 days
£46
Sat 7 Sep - Wed 18 Sep
⌄
Washington D.C. - Chicago: Sat 7/09: £23
Chicago - Washington D.C.: Wed 18/09: £23
Go
14 days
£46
Sat 7 Sep - Sat 21 Sep
⌄
Washington D.C. - Chicago: Sat 7/09: £23
Chicago - Washington D.C.: Sat 21/09: £23
Go
7 days
£46
Wed 11 Sep - Wed 18 Sep
⌄
Washington D.C. - Chicago: Wed 11/09: £23
Chicago - Washington D.C.: Wed 18/09: £23
Go
10 days
£46
Wed 11 Sep - Sat 21 Sep
⌄
Washington D.C. - Chicago: Wed 11/09: £23
Chicago - Washington D.C.: Sat 21/09: £23
Go
14 days
£46
Wed 11 Sep - Wed 25 Sep
⌄
Washington D.C. - Chicago: Wed 11/09: £23
Chicago - Washington D.C.: Wed 25/09: £23
Go
7 days
£46
Sat 14 Sep - Sat 21 Sep
⌄
Washington D.C. - Chicago: Sat 14/09: £23
Chicago - Washington D.C.: Sat 21/09: £23
Go
11 days
£46
Sat 14 Sep - Wed 25 Sep
⌄
Washington D.C. - Chicago: Sat 14/09: £23
Chicago - Washington D.C.: Wed 25/09: £23
Go
14 days
£46
Sat 14 Sep - Sat 28 Sep
⌄
Washington D.C. - Chicago: Sat 14/09: £23
Chicago - Washington D.C.: Sat 28/09: £23
Go
7 days
£46
Wed 18 Sep - Wed 25 Sep
⌄
Washington D.C. - Chicago: Wed 18/09: £23
Chicago - Washington D.C.: Wed 25/09: £23
Go
10 days
£46
Wed 18 Sep - Sat 28 Sep
⌄
Washington D.C. - Chicago: Wed 18/09: £23
Chicago - Washington D.C.: Sat 28/09: £23
Go
14 days
£46
Wed 18 Sep - Wed 2 Oct
⌄
Washington D.C. - Chicago: Wed 18/09: £23
Chicago - Washington D.C.: Wed 2/10: £23
Go
7 days
£46
Sat 21 Sep - Sat 28 Sep
⌄
Washington D.C. - Chicago: Sat 21/09: £23
Chicago - Washington D.C.: Sat 28/09: £23
Go
11 days
£46
Sat 21 Sep - Wed 2 Oct
⌄
Washington D.C. - Chicago: Sat 21/09: £23
Chicago - Washington D.C.: Wed 2/10: £23
Go
14 days
£46
Sat 21 Sep - Sat 5 Oct
⌄
Washington D.C. - Chicago: Sat 21/09: £23
Chicago - Washington D.C.: Sat 5/10: £23
Go
7 days
£46
Wed 25 Sep - Wed 2 Oct
⌄
Washington D.C. - Chicago: Wed 25/09: £23
Chicago - Washington D.C.: Wed 2/10: £23
Go
10 days
£46
Wed 25 Sep - Sat 5 Oct
⌄
Washington D.C. - Chicago: Wed 25/09: £23
Chicago - Washington D.C.: Sat 5/10: £23
Go
7 days
£46
Sat 28 Sep - Sat 5 Oct
⌄
Washington D.C. - Chicago: Sat 28/09: £23
Chicago - Washington D.C.: Sat 5/10: £23
Go
14 days
£46
Sat 5 Oct - Sat 19 Oct
⌄
Washington D.C. - Chicago: Sat 5/10: £23
Chicago - Washington D.C.: Sat 19/10: £23
Go
7 days
£46
Sat 19 Oct - Sat 26 Oct
⌄
Washington D.C. - Chicago: Sat 19/10: £23
Chicago - Washington D.C.: Sat 26/10: £23
Go
14 days
£46
Sat 31 Aug - Sat 14 Sep
⌄
Washington D.C. - Chicago: Sat 31/08: £23
Chicago - Washington D.C.: Sat 14/09: £23
Go
11 days
£46
Sat 19 Oct - Wed 30 Oct
⌄
Washington D.C. - Chicago: Sat 19/10: £23
Chicago - Washington D.C.: Wed 30/10: £23
Go
11 days
£46
Sat 31 Aug - Wed 11 Sep
⌄
Washington D.C. - Chicago: Sat 31/08: £23
Chicago - Washington D.C.: Wed 11/09: £23
Go
14 days
£46
Wed 28 Aug - Wed 11 Sep
⌄
Washington D.C. - Chicago: Wed 28/08: £23
Chicago - Washington D.C.: Wed 11/09: £23
Go
10 days
£46
Wed 29 May - Sat 8 Jun
⌄
Washington D.C. - Chicago: Wed 29/05: £23
Chicago - Washington D.C.: Sat 8/06: £23
Go
14 days
£46
Wed 29 May - Wed 12 Jun
⌄
Washington D.C. - Chicago: Wed 29/05: £23
Chicago - Washington D.C.: Wed 12/06: £23
Go
7 days
£46
Wed 5 Jun - Wed 12 Jun
⌄
Washington D.C. - Chicago: Wed 5/06: £23
Chicago - Washington D.C.: Wed 12/06: £23
Go
7 days
£46
Wed 7 Aug - Wed 14 Aug
⌄
Washington D.C. - Chicago: Wed 7/08: £23
Chicago - Washington D.C.: Wed 14/08: £23
Go
10 days
£46
Wed 7 Aug - Sat 17 Aug
⌄
Washington D.C. - Chicago: Wed 7/08: £23
Chicago - Washington D.C.: Sat 17/08: £23
Go
14 days
£46
Wed 7 Aug - Wed 21 Aug
⌄
Washington D.C. - Chicago: Wed 7/08: £23
Chicago - Washington D.C.: Wed 21/08: £23
Go
7 days
£46
Sat 10 Aug - Sat 17 Aug
⌄
Washington D.C. - Chicago: Sat 10/08: £23
Chicago - Washington D.C.: Sat 17/08: £23
Go
11 days
£46
Sat 10 Aug - Wed 21 Aug
⌄
Washington D.C. - Chicago: Sat 10/08: £23
Chicago - Washington D.C.: Wed 21/08: £23
Go
14 days
£46
Sat 10 Aug - Sat 24 Aug
⌄
Washington D.C. - Chicago: Sat 10/08: £23
Chicago - Washington D.C.: Sat 24/08: £23
Go
7 days
£46
Wed 14 Aug - Wed 21 Aug
⌄
Washington D.C. - Chicago: Wed 14/08: £23
Chicago - Washington D.C.: Wed 21/08: £23
Go
10 days
£46
Wed 14 Aug - Sat 24 Aug
⌄
Washington D.C. - Chicago: Wed 14/08: £23
Chicago - Washington D.C.: Sat 24/08: £23
Go
14 days
£46
Wed 14 Aug - Wed 28 Aug
⌄
Washington D.C. - Chicago: Wed 14/08: £23
Chicago - Washington D.C.: Wed 28/08: £23
Go
7 days
£46
Sat 17 Aug - Sat 24 Aug
⌄
Washington D.C. - Chicago: Sat 17/08: £23
Chicago - Washington D.C.: Sat 24/08: £23
Go
11 days
£46
Sat 17 Aug - Wed 28 Aug
⌄
Washington D.C. - Chicago: Sat 17/08: £23
Chicago - Washington D.C.: Wed 28/08: £23
Go
14 days
£46
Sat 17 Aug - Sat 31 Aug
⌄
Washington D.C. - Chicago: Sat 17/08: £23
Chicago - Washington D.C.: Sat 31/08: £23
Go
7 days
£46
Wed 21 Aug - Wed 28 Aug
⌄
Washington D.C. - Chicago: Wed 21/08: £23
Chicago - Washington D.C.: Wed 28/08: £23
Go
10 days
£46
Wed 21 Aug - Sat 31 Aug
⌄
Washington D.C. - Chicago: Wed 21/08: £23
Chicago - Washington D.C.: Sat 31/08: £23
Go
14 days
£46
Wed 21 Aug - Wed 4 Sep
⌄
Washington D.C. - Chicago: Wed 21/08: £23
Chicago - Washington D.C.: Wed 4/09: £23
Go
7 days
£46
Sat 24 Aug - Sat 31 Aug
⌄
Washington D.C. - Chicago: Sat 24/08: £23
Chicago - Washington D.C.: Sat 31/08: £23
Go
11 days
£46
Sat 24 Aug - Wed 4 Sep
⌄
Washington D.C. - Chicago: Sat 24/08: £23
Chicago - Washington D.C.: Wed 4/09: £23
Go
14 days
£46
Sat 24 Aug - Sat 7 Sep
⌄
Washington D.C. - Chicago: Sat 24/08: £23
Chicago - Washington D.C.: Sat 7/09: £23
Go
7 days
£46
Wed 28 Aug - Wed 4 Sep
⌄
Washington D.C. - Chicago: Wed 28/08: £23
Chicago - Washington D.C.: Wed 4/09: £23
Go
10 days
£46
Wed 28 Aug - Sat 7 Sep
⌄
Washington D.C. - Chicago: Wed 28/08: £23
Chicago - Washington D.C.: Sat 7/09: £23
Go
7 days
£46
Sat 31 Aug - Sat 7 Sep
⌄
Washington D.C. - Chicago: Sat 31/08: £23
Chicago - Washington D.C.: Sat 7/09: £23
Go
7 days
£46
Wed 23 Oct - Wed 30 Oct
⌄
Washington D.C. - Chicago: Wed 23/10: £23
Chicago - Washington D.C.: Wed 30/10: £23
Go