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Chicago

from Philadelphia

Save up to: £187

Average cost: £248

Best deal: £61

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
£61
Mon 4 Aug - Wed 6 Aug
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Philadelphia - Chicago: Mon 4/08: £38
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Chicago - Philadelphia: Wed 6/08: £23
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3 days
£61
Wed 28 May - Sat 31 May
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Philadelphia - Chicago: Wed 28/05: £23
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Chicago - Philadelphia: Sat 31/05: £38
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5 days
£61
Wed 28 May - Mon 2 Jun
⌄
Philadelphia - Chicago: Wed 28/05: £23
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Chicago - Philadelphia: Mon 2/06: £38
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2 days
£61
Mon 14 Jul - Wed 16 Jul
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Philadelphia - Chicago: Mon 14/07: £38
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Chicago - Philadelphia: Wed 16/07: £23
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2 days
£61
Mon 7 Jul - Wed 9 Jul
⌄
Philadelphia - Chicago: Mon 7/07: £38
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Chicago - Philadelphia: Wed 9/07: £23
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5 days
£61
Wed 25 Jun - Mon 30 Jun
⌄
Philadelphia - Chicago: Wed 25/06: £23
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Chicago - Philadelphia: Mon 30/06: £38
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2 days
£69
Wed 28 May - Fri 30 May
⌄
Philadelphia - Chicago: Wed 28/05: £23
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Chicago - Philadelphia: Fri 30/05: £46
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5 days
£76
Mon 9 Jun - Sat 14 Jun
⌄
Philadelphia - Chicago: Mon 9/06: £38
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Chicago - Philadelphia: Sat 14/06: £38
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2 days
£76
Mon 9 Jun - Wed 11 Jun
⌄
Philadelphia - Chicago: Mon 9/06: £38
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Chicago - Philadelphia: Wed 11/06: £38
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2 days
£76
Sat 31 May - Mon 2 Jun
⌄
Philadelphia - Chicago: Sat 31/05: £38
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Chicago - Philadelphia: Mon 2/06: £38
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2 days
£76
Mon 21 Jul - Wed 23 Jul
⌄
Philadelphia - Chicago: Mon 21/07: £38
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Chicago - Philadelphia: Wed 23/07: £38
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5 days
£76
Wed 30 Jul - Mon 4 Aug
⌄
Philadelphia - Chicago: Wed 30/07: £38
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Chicago - Philadelphia: Mon 4/08: £38
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4 days
£78
Sat 2 Aug - Wed 6 Aug
⌄
Philadelphia - Chicago: Sat 2/08: £55
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Chicago - Philadelphia: Wed 6/08: £23
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4 days
£78
Sat 12 Jul - Wed 16 Jul
⌄
Philadelphia - Chicago: Sat 12/07: £55
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Chicago - Philadelphia: Wed 16/07: £23
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3 days
£78
Wed 23 Jul - Sat 26 Jul
⌄
Philadelphia - Chicago: Wed 23/07: £23
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Chicago - Philadelphia: Sat 26/07: £55
Go
5 days
£78
Wed 23 Jul - Mon 28 Jul
⌄
Philadelphia - Chicago: Wed 23/07: £23
Go
Chicago - Philadelphia: Mon 28/07: £55
Go
3 days
£78
Wed 25 Jun - Sat 28 Jun
⌄
Philadelphia - Chicago: Wed 25/06: £23
Go
Chicago - Philadelphia: Sat 28/06: £55
Go
4 days
£78
Sat 5 Jul - Wed 9 Jul
⌄
Philadelphia - Chicago: Sat 5/07: £55
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Chicago - Philadelphia: Wed 9/07: £23
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