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Chicago

from Washington D.C.

Save up to: £155

Average cost: £205

Best deal: £50

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
£50
Wed 14 Oct - Wed 28 Oct
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Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Wed 28/10: £25
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7 days
£50
Wed 21 Oct - Wed 28 Oct
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Washington D.C. - Chicago: Wed 21/10: £25
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Chicago - Washington D.C.: Wed 28/10: £25
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6 days
£50
Wed 21 Oct - Tue 27 Oct
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Washington D.C. - Chicago: Wed 21/10: £25
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Chicago - Washington D.C.: Tue 27/10: £25
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6 days
£50
Wed 14 Oct - Tue 20 Oct
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Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Tue 20/10: £25
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8 days
£50
Tue 20 Oct - Wed 28 Oct
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Washington D.C. - Chicago: Tue 20/10: £25
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Chicago - Washington D.C.: Wed 28/10: £25
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7 days
£50
Tue 20 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Tue 20/10: £25
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Chicago - Washington D.C.: Tue 27/10: £25
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7 days
£50
Tue 13 Oct - Tue 20 Oct
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Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Tue 20/10: £25
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13 days
£50
Wed 14 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Tue 27/10: £25
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15 days
£50
Tue 13 Oct - Wed 28 Oct
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Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Wed 28/10: £25
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14 days
£50
Tue 13 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Tue 27/10: £25
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10 days
£62
Sat 10 Oct - Tue 20 Oct
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Washington D.C. - Chicago: Sat 10/10: £37
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Chicago - Washington D.C.: Tue 20/10: £25
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5 days
£66
Thu 15 Oct - Tue 20 Oct
⌄
Washington D.C. - Chicago: Thu 15/10: £41
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Chicago - Washington D.C.: Tue 20/10: £25
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12 days
£66
Thu 15 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Thu 15/10: £41
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Chicago - Washington D.C.: Tue 27/10: £25
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13 days
£66
Thu 15 Oct - Wed 28 Oct
⌄
Washington D.C. - Chicago: Thu 15/10: £41
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Chicago - Washington D.C.: Wed 28/10: £25
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10 days
£66
Sat 17 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Sat 17/10: £41
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Chicago - Washington D.C.: Tue 27/10: £25
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11 days
£66
Sat 17 Oct - Wed 28 Oct
⌄
Washington D.C. - Chicago: Sat 17/10: £41
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Chicago - Washington D.C.: Wed 28/10: £25
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16 days
£66
Mon 28 Sep - Wed 14 Oct
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Washington D.C. - Chicago: Mon 28/09: £41
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Chicago - Washington D.C.: Wed 14/10: £25
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9 days
£66
Mon 19 Oct - Wed 28 Oct
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Washington D.C. - Chicago: Mon 19/10: £41
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Chicago - Washington D.C.: Wed 28/10: £25
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9 days
£66
Tue 20 Oct - Thu 29 Oct
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Washington D.C. - Chicago: Tue 20/10: £25
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Chicago - Washington D.C.: Thu 29/10: £41
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11 days
£66
Tue 20 Oct - Sat 31 Oct
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Washington D.C. - Chicago: Tue 20/10: £25
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Chicago - Washington D.C.: Sat 31/10: £41
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5 days
£66
Wed 21 Oct - Mon 26 Oct
⌄
Washington D.C. - Chicago: Wed 21/10: £25
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Chicago - Washington D.C.: Mon 26/10: £41
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8 days
£66
Wed 21 Oct - Thu 29 Oct
⌄
Washington D.C. - Chicago: Wed 21/10: £25
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Chicago - Washington D.C.: Thu 29/10: £41
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10 days
£66
Wed 21 Oct - Sat 31 Oct
⌄
Washington D.C. - Chicago: Wed 21/10: £25
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Chicago - Washington D.C.: Sat 31/10: £41
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8 days
£66
Mon 19 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Mon 19/10: £41
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Chicago - Washington D.C.: Tue 27/10: £25
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6 days
£66
Tue 20 Oct - Mon 26 Oct
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Washington D.C. - Chicago: Tue 20/10: £25
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Chicago - Washington D.C.: Mon 26/10: £41
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12 days
£66
Wed 14 Oct - Mon 26 Oct
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Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Mon 26/10: £41
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5 days
£66
Thu 22 Oct - Tue 27 Oct
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Washington D.C. - Chicago: Thu 22/10: £41
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Chicago - Washington D.C.: Tue 27/10: £25
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13 days
£66
Thu 1 Oct - Wed 14 Oct
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Washington D.C. - Chicago: Thu 1/10: £41
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Chicago - Washington D.C.: Wed 14/10: £25
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9 days
£66
Mon 5 Oct - Wed 14 Oct
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Washington D.C. - Chicago: Mon 5/10: £41
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Chicago - Washington D.C.: Wed 14/10: £25
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15 days
£66
Mon 5 Oct - Tue 20 Oct
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Washington D.C. - Chicago: Mon 5/10: £41
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Chicago - Washington D.C.: Tue 20/10: £25
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6 days
£66
Thu 8 Oct - Wed 14 Oct
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Washington D.C. - Chicago: Thu 8/10: £41
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Chicago - Washington D.C.: Wed 14/10: £25
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12 days
£66
Thu 8 Oct - Tue 20 Oct
⌄
Washington D.C. - Chicago: Thu 8/10: £41
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Chicago - Washington D.C.: Tue 20/10: £25
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8 days
£66
Mon 12 Oct - Tue 20 Oct
⌄
Washington D.C. - Chicago: Mon 12/10: £41
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Chicago - Washington D.C.: Tue 20/10: £25
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15 days
£66
Mon 12 Oct - Tue 27 Oct
⌄
Washington D.C. - Chicago: Mon 12/10: £41
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Chicago - Washington D.C.: Tue 27/10: £25
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15 days
£66
Wed 14 Oct - Thu 29 Oct
⌄
Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Thu 29/10: £41
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16 days
£66
Mon 12 Oct - Wed 28 Oct
⌄
Washington D.C. - Chicago: Mon 12/10: £41
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Chicago - Washington D.C.: Wed 28/10: £25
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9 days
£66
Tue 13 Oct - Thu 22 Oct
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Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Thu 22/10: £41
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11 days
£66
Tue 13 Oct - Sat 24 Oct
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Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Sat 24/10: £41
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13 days
£66
Tue 13 Oct - Mon 26 Oct
⌄
Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Mon 26/10: £41
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16 days
£66
Tue 13 Oct - Thu 29 Oct
⌄
Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Thu 29/10: £41
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5 days
£66
Wed 14 Oct - Mon 19 Oct
⌄
Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Mon 19/10: £41
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8 days
£66
Wed 14 Oct - Thu 22 Oct
⌄
Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Thu 22/10: £41
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10 days
£66
Wed 14 Oct - Sat 24 Oct
⌄
Washington D.C. - Chicago: Wed 14/10: £25
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Chicago - Washington D.C.: Sat 24/10: £41
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6 days
£66
Tue 13 Oct - Mon 19 Oct
⌄
Washington D.C. - Chicago: Tue 13/10: £25
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Chicago - Washington D.C.: Mon 19/10: £41
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6 days
£66
Thu 22 Oct - Wed 28 Oct
⌄
Washington D.C. - Chicago: Thu 22/10: £41
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Chicago - Washington D.C.: Wed 28/10: £25
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