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Chicago

from Washington D.C.

Save up to: £140

Average cost: £184

Best deal: £44

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:

4 days
£44
Mon 23 Feb - Fri 27 Feb
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Washington D.C. - Chicago: Mon 23/02: £22
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Chicago - Washington D.C.: Fri 27/02: £22
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4 days
£44
Mon 26 Jan - Fri 30 Jan
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Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Fri 30/01: £22
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5 days
£44
Sun 18 Jan - Fri 23 Jan
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Washington D.C. - Chicago: Sun 18/01: £22
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Chicago - Washington D.C.: Fri 23/01: £22
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4 days
£44
Sun 18 Jan - Thu 22 Jan
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Washington D.C. - Chicago: Sun 18/01: £22
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Chicago - Washington D.C.: Thu 22/01: £22
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4 days
£44
Sun 8 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Sun 8/02: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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3 days
£44
Mon 23 Feb - Thu 26 Feb
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Washington D.C. - Chicago: Mon 23/02: £22
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Chicago - Washington D.C.: Thu 26/02: £22
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4 days
£44
Sun 25 Jan - Thu 29 Jan
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Washington D.C. - Chicago: Sun 25/01: £22
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Chicago - Washington D.C.: Thu 29/01: £22
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3 days
£44
Mon 2 Feb - Thu 5 Feb
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Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Thu 5/02: £22
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3 days
£44
Thu 22 Jan - Sun 25 Jan
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Washington D.C. - Chicago: Thu 22/01: £22
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Chicago - Washington D.C.: Sun 25/01: £22
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4 days
£44
Thu 15 Jan - Mon 19 Jan
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Washington D.C. - Chicago: Thu 15/01: £22
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Chicago - Washington D.C.: Mon 19/01: £22
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3 days
£44
Thu 15 Jan - Sun 18 Jan
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Washington D.C. - Chicago: Thu 15/01: £22
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Chicago - Washington D.C.: Sun 18/01: £22
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3 days
£44
Thu 29 Jan - Sun 1 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Sun 1/02: £22
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4 days
£44
Thu 19 Feb - Mon 23 Feb
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Washington D.C. - Chicago: Thu 19/02: £22
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Chicago - Washington D.C.: Mon 23/02: £22
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4 days
£44
Thu 22 Jan - Mon 26 Jan
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Washington D.C. - Chicago: Thu 22/01: £22
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Chicago - Washington D.C.: Mon 26/01: £22
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3 days
£44
Fri 6 Feb - Mon 9 Feb
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Washington D.C. - Chicago: Fri 6/02: £22
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Chicago - Washington D.C.: Mon 9/02: £22
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3 days
£44
Mon 12 Jan - Thu 15 Jan
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Washington D.C. - Chicago: Mon 12/01: £22
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Chicago - Washington D.C.: Thu 15/01: £22
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3 days
£44
Thu 26 Feb - Sun 1 Mar
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Washington D.C. - Chicago: Thu 26/02: £22
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Chicago - Washington D.C.: Sun 1/03: £22
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2 days
£44
Fri 23 Jan - Sun 25 Jan
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Washington D.C. - Chicago: Fri 23/01: £22
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Chicago - Washington D.C.: Sun 25/01: £22
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4 days
£44
Thu 26 Feb - Mon 2 Mar
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Washington D.C. - Chicago: Thu 26/02: £22
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Chicago - Washington D.C.: Mon 2/03: £22
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3 days
£44
Fri 23 Jan - Mon 26 Jan
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Washington D.C. - Chicago: Fri 23/01: £22
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Chicago - Washington D.C.: Mon 26/01: £22
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3 days
£44
Fri 9 Jan - Mon 12 Jan
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Washington D.C. - Chicago: Fri 9/01: £22
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Chicago - Washington D.C.: Mon 12/01: £22
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3 days
£44
Mon 9 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Mon 9/02: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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4 days
£44
Sun 1 Feb - Thu 5 Feb
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Washington D.C. - Chicago: Sun 1/02: £22
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Chicago - Washington D.C.: Thu 5/02: £22
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4 days
£44
Thu 5 Feb - Mon 9 Feb
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Washington D.C. - Chicago: Thu 5/02: £22
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Chicago - Washington D.C.: Mon 9/02: £22
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5 days
£44
Sun 25 Jan - Fri 30 Jan
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Washington D.C. - Chicago: Sun 25/01: £22
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Chicago - Washington D.C.: Fri 30/01: £22
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3 days
£44
Mon 26 Jan - Thu 29 Jan
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Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Thu 29/01: £22
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3 days
£44
Thu 19 Feb - Sun 22 Feb
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Washington D.C. - Chicago: Thu 19/02: £22
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Chicago - Washington D.C.: Sun 22/02: £22
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4 days
£47
Mon 9 Feb - Fri 13 Feb
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Washington D.C. - Chicago: Mon 9/02: £22
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Chicago - Washington D.C.: Fri 13/02: £25
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5 days
£47
Sun 8 Feb - Fri 13 Feb
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Washington D.C. - Chicago: Sun 8/02: £22
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Chicago - Washington D.C.: Fri 13/02: £25
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4 days
£52
Thu 8 Jan - Mon 12 Jan
⌄
Washington D.C. - Chicago: Thu 8/01: £30
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Chicago - Washington D.C.: Mon 12/01: £22
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4 days
£55
Sun 11 Jan - Thu 15 Jan
⌄
Washington D.C. - Chicago: Sun 11/01: £33
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Chicago - Washington D.C.: Thu 15/01: £22
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3 days
£57
Sun 8 Feb - Wed 11 Feb
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Washington D.C. - Chicago: Sun 8/02: £22
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Chicago - Washington D.C.: Wed 11/02: £35
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2 days
£57
Sun 8 Feb - Tue 10 Feb
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Washington D.C. - Chicago: Sun 8/02: £22
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Chicago - Washington D.C.: Tue 10/02: £35
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5 days
£57
Fri 6 Feb - Wed 11 Feb
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Washington D.C. - Chicago: Fri 6/02: £22
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Chicago - Washington D.C.: Wed 11/02: £35
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4 days
£57
Fri 6 Feb - Tue 10 Feb
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Washington D.C. - Chicago: Fri 6/02: £22
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Chicago - Washington D.C.: Tue 10/02: £35
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5 days
£57
Thu 5 Feb - Tue 10 Feb
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Washington D.C. - Chicago: Thu 5/02: £22
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Chicago - Washington D.C.: Tue 10/02: £35
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5 days
£57
Wed 4 Feb - Mon 9 Feb
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Washington D.C. - Chicago: Wed 4/02: £35
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Chicago - Washington D.C.: Mon 9/02: £22
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2 days
£57
Mon 9 Feb - Wed 11 Feb
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Washington D.C. - Chicago: Mon 9/02: £22
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Chicago - Washington D.C.: Wed 11/02: £35
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2 days
£57
Tue 6 Jan - Thu 8 Jan
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Washington D.C. - Chicago: Tue 6/01: £35
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Chicago - Washington D.C.: Thu 8/01: £22
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2 days
£57
Wed 18 Feb - Fri 20 Feb
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Washington D.C. - Chicago: Wed 18/02: £35
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Chicago - Washington D.C.: Fri 20/02: £22
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2 days
£57
Tue 17 Feb - Thu 19 Feb
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Washington D.C. - Chicago: Tue 17/02: £35
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Chicago - Washington D.C.: Thu 19/02: £22
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2 days
£57
Sun 1 Mar - Tue 3 Mar
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Washington D.C. - Chicago: Sun 1/03: £22
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Chicago - Washington D.C.: Tue 3/03: £35
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3 days
£57
Fri 27 Feb - Mon 2 Mar
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Washington D.C. - Chicago: Fri 27/02: £35
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Chicago - Washington D.C.: Mon 2/03: £22
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2 days
£57
Fri 27 Feb - Sun 1 Mar
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Washington D.C. - Chicago: Fri 27/02: £35
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Chicago - Washington D.C.: Sun 1/03: £22
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5 days
£57
Thu 26 Feb - Tue 3 Mar
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Washington D.C. - Chicago: Thu 26/02: £22
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Chicago - Washington D.C.: Tue 3/03: £35
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5 days
£57
Wed 25 Feb - Mon 2 Mar
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Washington D.C. - Chicago: Wed 25/02: £35
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Chicago - Washington D.C.: Mon 2/03: £22
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4 days
£57
Wed 25 Feb - Sun 1 Mar
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Washington D.C. - Chicago: Wed 25/02: £35
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Chicago - Washington D.C.: Sun 1/03: £22
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2 days
£57
Wed 25 Feb - Fri 27 Feb
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Washington D.C. - Chicago: Wed 25/02: £35
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Chicago - Washington D.C.: Fri 27/02: £22
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2 days
£57
Tue 10 Feb - Thu 12 Feb
⌄
Washington D.C. - Chicago: Tue 10/02: £35
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Chicago - Washington D.C.: Thu 12/02: £22
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5 days
£57
Tue 24 Feb - Sun 1 Mar
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Washington D.C. - Chicago: Tue 24/02: £35
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Chicago - Washington D.C.: Sun 1/03: £22
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2 days
£57
Tue 24 Feb - Thu 26 Feb
⌄
Washington D.C. - Chicago: Tue 24/02: £35
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Chicago - Washington D.C.: Thu 26/02: £22
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2 days
£57
Mon 23 Feb - Wed 25 Feb
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Washington D.C. - Chicago: Mon 23/02: £22
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Chicago - Washington D.C.: Wed 25/02: £35
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5 days
£57
Thu 19 Feb - Tue 24 Feb
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Washington D.C. - Chicago: Thu 19/02: £22
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Chicago - Washington D.C.: Tue 24/02: £35
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5 days
£57
Wed 18 Feb - Mon 23 Feb
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Washington D.C. - Chicago: Wed 18/02: £35
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Chicago - Washington D.C.: Mon 23/02: £22
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4 days
£57
Wed 18 Feb - Sun 22 Feb
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Washington D.C. - Chicago: Wed 18/02: £35
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Chicago - Washington D.C.: Sun 22/02: £22
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5 days
£57
Tue 17 Feb - Sun 22 Feb
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Washington D.C. - Chicago: Tue 17/02: £35
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Chicago - Washington D.C.: Sun 22/02: £22
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3 days
£57
Tue 17 Feb - Fri 20 Feb
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Washington D.C. - Chicago: Tue 17/02: £35
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Chicago - Washington D.C.: Fri 20/02: £22
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3 days
£57
Tue 24 Feb - Fri 27 Feb
⌄
Washington D.C. - Chicago: Tue 24/02: £35
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Chicago - Washington D.C.: Fri 27/02: £22
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2 days
£57
Tue 3 Feb - Thu 5 Feb
⌄
Washington D.C. - Chicago: Tue 3/02: £35
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Chicago - Washington D.C.: Thu 5/02: £22
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2 days
£57
Sun 1 Feb - Tue 3 Feb
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Washington D.C. - Chicago: Sun 1/02: £22
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Chicago - Washington D.C.: Tue 3/02: £35
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2 days
£57
Mon 2 Feb - Wed 4 Feb
⌄
Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Wed 4/02: £35
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4 days
£57
Wed 21 Jan - Sun 25 Jan
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Washington D.C. - Chicago: Wed 21/01: £35
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Chicago - Washington D.C.: Sun 25/01: £22
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2 days
£57
Wed 21 Jan - Fri 23 Jan
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Washington D.C. - Chicago: Wed 21/01: £35
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Chicago - Washington D.C.: Fri 23/01: £22
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5 days
£57
Tue 20 Jan - Sun 25 Jan
⌄
Washington D.C. - Chicago: Tue 20/01: £35
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Chicago - Washington D.C.: Sun 25/01: £22
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3 days
£57
Tue 20 Jan - Fri 23 Jan
⌄
Washington D.C. - Chicago: Tue 20/01: £35
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Chicago - Washington D.C.: Fri 23/01: £22
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2 days
£57
Tue 20 Jan - Thu 22 Jan
⌄
Washington D.C. - Chicago: Tue 20/01: £35
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Chicago - Washington D.C.: Thu 22/01: £22
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3 days
£57
Sun 18 Jan - Wed 21 Jan
⌄
Washington D.C. - Chicago: Sun 18/01: £22
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Chicago - Washington D.C.: Wed 21/01: £35
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2 days
£57
Sun 18 Jan - Tue 20 Jan
⌄
Washington D.C. - Chicago: Sun 18/01: £22
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Chicago - Washington D.C.: Tue 20/01: £35
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5 days
£57
Thu 15 Jan - Tue 20 Jan
⌄
Washington D.C. - Chicago: Thu 15/01: £22
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Chicago - Washington D.C.: Tue 20/01: £35
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5 days
£57
Wed 21 Jan - Mon 26 Jan
⌄
Washington D.C. - Chicago: Wed 21/01: £35
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Chicago - Washington D.C.: Mon 26/01: £22
Go
5 days
£57
Wed 14 Jan - Mon 19 Jan
⌄
Washington D.C. - Chicago: Wed 14/01: £35
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Chicago - Washington D.C.: Mon 19/01: £22
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5 days
£57
Tue 13 Jan - Sun 18 Jan
⌄
Washington D.C. - Chicago: Tue 13/01: £35
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Chicago - Washington D.C.: Sun 18/01: £22
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2 days
£57
Tue 13 Jan - Thu 15 Jan
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Washington D.C. - Chicago: Tue 13/01: £35
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Chicago - Washington D.C.: Thu 15/01: £22
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2 days
£57
Mon 12 Jan - Wed 14 Jan
⌄
Washington D.C. - Chicago: Mon 12/01: £22
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Chicago - Washington D.C.: Wed 14/01: £35
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5 days
£57
Fri 9 Jan - Wed 14 Jan
⌄
Washington D.C. - Chicago: Fri 9/01: £22
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Chicago - Washington D.C.: Wed 14/01: £35
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4 days
£57
Fri 9 Jan - Tue 13 Jan
⌄
Washington D.C. - Chicago: Fri 9/01: £22
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Chicago - Washington D.C.: Tue 13/01: £35
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5 days
£57
Wed 7 Jan - Mon 12 Jan
⌄
Washington D.C. - Chicago: Wed 7/01: £35
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Chicago - Washington D.C.: Mon 12/01: £22
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2 days
£57
Wed 7 Jan - Fri 9 Jan
⌄
Washington D.C. - Chicago: Wed 7/01: £35
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Chicago - Washington D.C.: Fri 9/01: £22
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3 days
£57
Tue 6 Jan - Fri 9 Jan
⌄
Washington D.C. - Chicago: Tue 6/01: £35
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Chicago - Washington D.C.: Fri 9/01: £22
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4 days
£57
Wed 14 Jan - Sun 18 Jan
⌄
Washington D.C. - Chicago: Wed 14/01: £35
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Chicago - Washington D.C.: Sun 18/01: £22
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4 days
£57
Fri 23 Jan - Tue 27 Jan
⌄
Washington D.C. - Chicago: Fri 23/01: £22
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Chicago - Washington D.C.: Tue 27/01: £35
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5 days
£57
Thu 22 Jan - Tue 27 Jan
⌄
Washington D.C. - Chicago: Thu 22/01: £22
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Chicago - Washington D.C.: Tue 27/01: £35
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2 days
£57
Mon 26 Jan - Wed 28 Jan
⌄
Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Wed 28/01: £35
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3 days
£57
Sun 1 Feb - Wed 4 Feb
⌄
Washington D.C. - Chicago: Sun 1/02: £22
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Chicago - Washington D.C.: Wed 4/02: £35
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3 days
£57
Sun 1 Mar - Wed 4 Mar
⌄
Washington D.C. - Chicago: Sun 1/03: £22
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Chicago - Washington D.C.: Wed 4/03: £35
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5 days
£57
Thu 29 Jan - Tue 3 Feb
⌄
Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Tue 3/02: £35
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4 days
£57
Wed 28 Jan - Sun 1 Feb
⌄
Washington D.C. - Chicago: Wed 28/01: £35
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Chicago - Washington D.C.: Sun 1/02: £22
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2 days
£57
Wed 28 Jan - Fri 30 Jan
⌄
Washington D.C. - Chicago: Wed 28/01: £35
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Chicago - Washington D.C.: Fri 30/01: £22
Go
5 days
£57
Tue 27 Jan - Sun 1 Feb
⌄
Washington D.C. - Chicago: Tue 27/01: £35
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Chicago - Washington D.C.: Sun 1/02: £22
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3 days
£57
Tue 27 Jan - Fri 30 Jan
⌄
Washington D.C. - Chicago: Tue 27/01: £35
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Chicago - Washington D.C.: Fri 30/01: £22
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2 days
£57
Tue 27 Jan - Thu 29 Jan
⌄
Washington D.C. - Chicago: Tue 27/01: £35
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Chicago - Washington D.C.: Thu 29/01: £22
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5 days
£57
Fri 23 Jan - Wed 28 Jan
⌄
Washington D.C. - Chicago: Fri 23/01: £22
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Chicago - Washington D.C.: Wed 28/01: £35
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2 days
£57
Mon 2 Mar - Wed 4 Mar
⌄
Washington D.C. - Chicago: Mon 2/03: £22
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Chicago - Washington D.C.: Wed 4/03: £35
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3 days
£57
Sun 25 Jan - Wed 28 Jan
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Washington D.C. - Chicago: Sun 25/01: £22
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Chicago - Washington D.C.: Wed 28/01: £35
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2 days
£57
Sun 25 Jan - Tue 27 Jan
⌄
Washington D.C. - Chicago: Sun 25/01: £22
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Chicago - Washington D.C.: Tue 27/01: £35
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3 days
£59
Fri 16 Jan - Mon 19 Jan
⌄
Washington D.C. - Chicago: Fri 16/01: £37
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Chicago - Washington D.C.: Mon 19/01: £22
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2 days
£59
Fri 30 Jan - Sun 1 Feb
⌄
Washington D.C. - Chicago: Fri 30/01: £37
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Chicago - Washington D.C.: Sun 1/02: £22
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5 days
£59
Sun 1 Feb - Fri 6 Feb
⌄
Washington D.C. - Chicago: Sun 1/02: £22
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Chicago - Washington D.C.: Fri 6/02: £37
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2 days
£59
Fri 16 Jan - Sun 18 Jan
⌄
Washington D.C. - Chicago: Fri 16/01: £37
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Chicago - Washington D.C.: Sun 18/01: £22
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4 days
£59
Mon 2 Feb - Fri 6 Feb
⌄
Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Fri 6/02: £37
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3 days
£60
Tue 10 Feb - Fri 13 Feb
⌄
Washington D.C. - Chicago: Tue 10/02: £35
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Chicago - Washington D.C.: Fri 13/02: £25
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2 days
£60
Wed 11 Feb - Fri 13 Feb
⌄
Washington D.C. - Chicago: Wed 11/02: £35
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Chicago - Washington D.C.: Fri 13/02: £25
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4 days
£60
Fri 13 Feb - Tue 17 Feb
⌄
Washington D.C. - Chicago: Fri 13/02: £25
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Chicago - Washington D.C.: Tue 17/02: £35
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5 days
£60
Fri 13 Feb - Wed 18 Feb
⌄
Washington D.C. - Chicago: Fri 13/02: £25
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Chicago - Washington D.C.: Wed 18/02: £35
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4 days
£61
Sun 15 Feb - Thu 19 Feb
⌄
Washington D.C. - Chicago: Sun 15/02: £39
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Chicago - Washington D.C.: Thu 19/02: £22
Go
5 days
£61
Sun 15 Feb - Fri 20 Feb
⌄
Washington D.C. - Chicago: Sun 15/02: £39
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Chicago - Washington D.C.: Fri 20/02: £22
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