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Chicago

from Philadelphia

Save up to: £166

Average cost: £212

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:

14 days
£46
Mon 12 Jan - Mon 26 Jan
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Philadelphia - Chicago: Mon 12/01: £23
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Chicago - Philadelphia: Mon 26/01: £23
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7 days
£46
Fri 30 Jan - Fri 6 Feb
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Philadelphia - Chicago: Fri 30/01: £23
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Chicago - Philadelphia: Fri 6/02: £23
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14 days
£46
Mon 26 Jan - Mon 9 Feb
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Philadelphia - Chicago: Mon 26/01: £23
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Chicago - Philadelphia: Mon 9/02: £23
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11 days
£46
Mon 26 Jan - Fri 6 Feb
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Philadelphia - Chicago: Mon 26/01: £23
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Chicago - Philadelphia: Fri 6/02: £23
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7 days
£46
Mon 26 Jan - Mon 2 Feb
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Philadelphia - Chicago: Mon 26/01: £23
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Chicago - Philadelphia: Mon 2/02: £23
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14 days
£46
Fri 23 Jan - Fri 6 Feb
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Philadelphia - Chicago: Fri 23/01: £23
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Chicago - Philadelphia: Fri 6/02: £23
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10 days
£46
Fri 23 Jan - Mon 2 Feb
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Philadelphia - Chicago: Fri 23/01: £23
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Chicago - Philadelphia: Mon 2/02: £23
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7 days
£46
Fri 23 Jan - Fri 30 Jan
⌄
Philadelphia - Chicago: Fri 23/01: £23
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Chicago - Philadelphia: Fri 30/01: £23
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15 days
£46
Sun 18 Jan - Mon 2 Feb
⌄
Philadelphia - Chicago: Sun 18/01: £23
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Chicago - Philadelphia: Mon 2/02: £23
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12 days
£46
Sun 18 Jan - Fri 30 Jan
⌄
Philadelphia - Chicago: Sun 18/01: £23
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Chicago - Philadelphia: Fri 30/01: £23
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8 days
£46
Sun 18 Jan - Mon 26 Jan
⌄
Philadelphia - Chicago: Sun 18/01: £23
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Chicago - Philadelphia: Mon 26/01: £23
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5 days
£46
Sun 18 Jan - Fri 23 Jan
⌄
Philadelphia - Chicago: Sun 18/01: £23
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Chicago - Philadelphia: Fri 23/01: £23
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10 days
£46
Fri 30 Jan - Mon 9 Feb
⌄
Philadelphia - Chicago: Fri 30/01: £23
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Chicago - Philadelphia: Mon 9/02: £23
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11 days
£46
Mon 12 Jan - Fri 23 Jan
⌄
Philadelphia - Chicago: Mon 12/01: £23
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Chicago - Philadelphia: Fri 23/01: £23
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7 days
£46
Mon 2 Feb - Mon 9 Feb
⌄
Philadelphia - Chicago: Mon 2/02: £23
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Chicago - Philadelphia: Mon 9/02: £23
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12 days
£46
Wed 31 Dec - Mon 12 Jan
⌄
Philadelphia - Chicago: Wed 31/12: £23
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Chicago - Philadelphia: Mon 12/01: £23
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15 days
£49
Sun 11 Jan - Mon 26 Jan
⌄
Philadelphia - Chicago: Sun 11/01: £26
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Chicago - Philadelphia: Mon 26/01: £23
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12 days
£49
Fri 12 Dec - Wed 24 Dec
⌄
Philadelphia - Chicago: Fri 12/12: £26
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Chicago - Philadelphia: Wed 24/12: £23
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15 days
£49
Wed 31 Dec - Thu 15 Jan
⌄
Philadelphia - Chicago: Wed 31/12: £23
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Chicago - Philadelphia: Thu 15/01: £26
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12 days
£49
Sun 11 Jan - Fri 23 Jan
⌄
Philadelphia - Chicago: Sun 11/01: £26
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Chicago - Philadelphia: Fri 23/01: £23
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15 days
£49
Thu 8 Jan - Fri 23 Jan
⌄
Philadelphia - Chicago: Thu 8/01: £26
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Chicago - Philadelphia: Fri 23/01: £23
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7 days
£52
Thu 8 Jan - Thu 15 Jan
⌄
Philadelphia - Chicago: Thu 8/01: £26
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Chicago - Philadelphia: Thu 15/01: £26
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7 days
£55
Mon 24 Nov - Mon 1 Dec
⌄
Philadelphia - Chicago: Mon 24/11: £26
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Chicago - Philadelphia: Mon 1/12: £29
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11 days
£58
Mon 19 Jan - Fri 30 Jan
⌄
Philadelphia - Chicago: Mon 19/01: £35
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Chicago - Philadelphia: Fri 30/01: £23
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14 days
£58
Mon 19 Jan - Mon 2 Feb
⌄
Philadelphia - Chicago: Mon 19/01: £35
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Chicago - Philadelphia: Mon 2/02: £23
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7 days
£58
Mon 12 Jan - Mon 19 Jan
⌄
Philadelphia - Chicago: Mon 12/01: £23
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Chicago - Philadelphia: Mon 19/01: £35
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7 days
£58
Mon 19 Jan - Mon 26 Jan
⌄
Philadelphia - Chicago: Mon 19/01: £35
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Chicago - Philadelphia: Mon 26/01: £23
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11 days
£61
Thu 8 Jan - Mon 19 Jan
⌄
Philadelphia - Chicago: Thu 8/01: £26
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Chicago - Philadelphia: Mon 19/01: £35
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10 days
£61
Fri 16 Jan - Mon 26 Jan
⌄
Philadelphia - Chicago: Fri 16/01: £38
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Chicago - Philadelphia: Mon 26/01: £23
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7 days
£61
Fri 16 Jan - Fri 23 Jan
⌄
Philadelphia - Chicago: Fri 16/01: £38
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Chicago - Philadelphia: Fri 23/01: £23
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16 days
£61
Wed 31 Dec - Fri 16 Jan
⌄
Philadelphia - Chicago: Wed 31/12: £23
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Chicago - Philadelphia: Fri 16/01: £38
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8 days
£61
Sun 11 Jan - Mon 19 Jan
⌄
Philadelphia - Chicago: Sun 11/01: £26
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Chicago - Philadelphia: Mon 19/01: £35
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14 days
£61
Fri 16 Jan - Fri 30 Jan
⌄
Philadelphia - Chicago: Fri 16/01: £38
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Chicago - Philadelphia: Fri 30/01: £23
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8 days
£64
Thu 8 Jan - Fri 16 Jan
⌄
Philadelphia - Chicago: Thu 8/01: £26
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Chicago - Philadelphia: Fri 16/01: £38
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5 days
£64
Sun 11 Jan - Fri 16 Jan
⌄
Philadelphia - Chicago: Sun 11/01: £26
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Chicago - Philadelphia: Fri 16/01: £38
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16 days
£65
Mon 8 Dec - Wed 24 Dec
⌄
Philadelphia - Chicago: Mon 8/12: £42
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Chicago - Philadelphia: Wed 24/12: £23
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14 days
£68
Mon 24 Nov - Mon 8 Dec
⌄
Philadelphia - Chicago: Mon 24/11: £26
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Chicago - Philadelphia: Mon 8/12: £42
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11 days
£68
Mon 24 Nov - Fri 5 Dec
⌄
Philadelphia - Chicago: Mon 24/11: £26
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Chicago - Philadelphia: Fri 5/12: £42
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