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Chicago

from Washington D.C.

Save up to: £142

Average cost: £186

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:

10 days
£44
Thu 29 Jan - Sun 8 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Sun 8/02: £22
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7 days
£44
Thu 29 Jan - Thu 5 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Thu 5/02: £22
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11 days
£44
Thu 29 Jan - Mon 9 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Mon 9/02: £22
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14 days
£44
Thu 29 Jan - Thu 12 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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6 days
£44
Mon 2 Feb - Sun 8 Feb
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Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Sun 8/02: £22
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7 days
£44
Mon 2 Feb - Mon 9 Feb
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Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Mon 9/02: £22
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10 days
£44
Mon 2 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Mon 2/02: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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14 days
£44
Mon 26 Jan - Mon 9 Feb
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Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Mon 9/02: £22
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7 days
£44
Thu 5 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Thu 5/02: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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6 days
£44
Fri 6 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Fri 6/02: £22
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Chicago - Washington D.C.: Thu 12/02: £22
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13 days
£44
Fri 6 Feb - Thu 19 Feb
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Washington D.C. - Chicago: Fri 6/02: £22
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Chicago - Washington D.C.: Thu 19/02: £22
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11 days
£44
Sun 8 Feb - Thu 19 Feb
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Washington D.C. - Chicago: Sun 8/02: £22
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Chicago - Washington D.C.: Thu 19/02: £22
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10 days
£44
Mon 9 Feb - Thu 19 Feb
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Washington D.C. - Chicago: Mon 9/02: £22
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Chicago - Washington D.C.: Thu 19/02: £22
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7 days
£44
Thu 12 Feb - Thu 19 Feb
⌄
Washington D.C. - Chicago: Thu 12/02: £22
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Chicago - Washington D.C.: Thu 19/02: £22
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14 days
£44
Thu 12 Feb - Thu 26 Feb
⌄
Washington D.C. - Chicago: Thu 12/02: £22
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Chicago - Washington D.C.: Thu 26/02: £22
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14 days
£44
Thu 5 Feb - Thu 19 Feb
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Washington D.C. - Chicago: Thu 5/02: £22
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Chicago - Washington D.C.: Thu 19/02: £22
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13 days
£44
Mon 26 Jan - Sun 8 Feb
⌄
Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Sun 8/02: £22
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7 days
£44
Thu 19 Feb - Thu 26 Feb
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Washington D.C. - Chicago: Thu 19/02: £22
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Chicago - Washington D.C.: Thu 26/02: £22
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10 days
£44
Mon 26 Jan - Thu 5 Feb
⌄
Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Thu 5/02: £22
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11 days
£47
Sun 25 Jan - Thu 5 Feb
⌄
Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Thu 5/02: £22
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15 days
£47
Sun 25 Jan - Mon 9 Feb
⌄
Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Mon 9/02: £22
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14 days
£47
Sun 25 Jan - Sun 8 Feb
⌄
Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Sun 8/02: £22
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8 days
£48
Sun 18 Jan - Mon 26 Jan
⌄
Washington D.C. - Chicago: Sun 18/01: £26
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Chicago - Washington D.C.: Mon 26/01: £22
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11 days
£48
Sun 18 Jan - Thu 29 Jan
⌄
Washington D.C. - Chicago: Sun 18/01: £26
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Chicago - Washington D.C.: Thu 29/01: £22
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7 days
£51
Sun 18 Jan - Sun 25 Jan
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Washington D.C. - Chicago: Sun 18/01: £26
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Chicago - Washington D.C.: Sun 25/01: £25
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8 days
£52
Thu 29 Jan - Fri 6 Feb
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Washington D.C. - Chicago: Thu 29/01: £22
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Chicago - Washington D.C.: Fri 6/02: £30
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7 days
£52
Thu 22 Jan - Thu 29 Jan
⌄
Washington D.C. - Chicago: Thu 22/01: £30
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Chicago - Washington D.C.: Thu 29/01: £22
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14 days
£52
Thu 22 Jan - Thu 5 Feb
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Washington D.C. - Chicago: Thu 22/01: £30
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Chicago - Washington D.C.: Thu 5/02: £22
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11 days
£52
Mon 26 Jan - Fri 6 Feb
⌄
Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Fri 6/02: £30
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9 days
£55
Fri 30 Jan - Sun 8 Feb
⌄
Washington D.C. - Chicago: Fri 30/01: £33
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Chicago - Washington D.C.: Sun 8/02: £22
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6 days
£55
Mon 26 Jan - Sun 1 Feb
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Washington D.C. - Chicago: Mon 26/01: £22
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Chicago - Washington D.C.: Sun 1/02: £33
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6 days
£55
Fri 30 Jan - Thu 5 Feb
⌄
Washington D.C. - Chicago: Fri 30/01: £33
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Chicago - Washington D.C.: Thu 5/02: £22
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11 days
£55
Sun 1 Feb - Thu 12 Feb
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Washington D.C. - Chicago: Sun 1/02: £33
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Chicago - Washington D.C.: Thu 12/02: £22
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12 days
£55
Sun 25 Jan - Fri 6 Feb
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Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Fri 6/02: £30
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8 days
£55
Sun 1 Feb - Mon 9 Feb
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Washington D.C. - Chicago: Sun 1/02: £33
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Chicago - Washington D.C.: Mon 9/02: £22
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7 days
£55
Sun 1 Feb - Sun 8 Feb
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Washington D.C. - Chicago: Sun 1/02: £33
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Chicago - Washington D.C.: Sun 8/02: £22
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13 days
£55
Fri 30 Jan - Thu 12 Feb
⌄
Washington D.C. - Chicago: Fri 30/01: £33
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Chicago - Washington D.C.: Thu 12/02: £22
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10 days
£55
Fri 30 Jan - Mon 9 Feb
⌄
Washington D.C. - Chicago: Fri 30/01: £33
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Chicago - Washington D.C.: Mon 9/02: £22
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7 days
£58
Sun 25 Jan - Sun 1 Feb
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Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Sun 1/02: £33
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5 days
£58
Sun 25 Jan - Fri 30 Jan
⌄
Washington D.C. - Chicago: Sun 25/01: £25
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Chicago - Washington D.C.: Fri 30/01: £33
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14 days
£59
Sun 18 Jan - Sun 1 Feb
⌄
Washington D.C. - Chicago: Sun 18/01: £26
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Chicago - Washington D.C.: Sun 1/02: £33
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12 days
£59
Sun 18 Jan - Fri 30 Jan
⌄
Washington D.C. - Chicago: Sun 18/01: £26
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Chicago - Washington D.C.: Fri 30/01: £33
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15 days
£60
Thu 22 Jan - Fri 6 Feb
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Washington D.C. - Chicago: Thu 22/01: £30
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Chicago - Washington D.C.: Fri 6/02: £30
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8 days
£62
Wed 18 Feb - Thu 26 Feb
⌄
Washington D.C. - Chicago: Wed 18/02: £40
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Chicago - Washington D.C.: Thu 26/02: £22
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