Unlock hidden routes
Save on unique travels
Travel More, Pay Less! Unlock hidden routes and save on unique travels

Chicago

from Philadelphia

Save up to: £177

Average cost: £232

Best deal: £55

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:

11 days
£55
Mon 26 Jan - Fri 6 Feb
⌄
Philadelphia - Chicago: Mon 26/01: £33
Go
Chicago - Philadelphia: Fri 6/02: £22
Go
7 days
£55
Fri 30 Jan - Fri 6 Feb
⌄
Philadelphia - Chicago: Fri 30/01: £33
Go
Chicago - Philadelphia: Fri 6/02: £22
Go
7 days
£60
Mon 26 Jan - Mon 2 Feb
⌄
Philadelphia - Chicago: Mon 26/01: £33
Go
Chicago - Philadelphia: Mon 2/02: £27
Go
12 days
£62
Fri 6 Feb - Wed 18 Feb
⌄
Philadelphia - Chicago: Fri 6/02: £22
Go
Chicago - Philadelphia: Wed 18/02: £40
Go
16 days
£67
Mon 2 Feb - Wed 18 Feb
⌄
Philadelphia - Chicago: Mon 2/02: £27
Go
Chicago - Philadelphia: Wed 18/02: £40
Go
14 days
£70
Fri 23 Jan - Fri 6 Feb
⌄
Philadelphia - Chicago: Fri 23/01: £48
Go
Chicago - Philadelphia: Fri 6/02: £22
Go
8 days
£74
Fri 6 Feb - Sat 14 Feb
⌄
Philadelphia - Chicago: Fri 6/02: £22
Go
Chicago - Philadelphia: Sat 14/02: £52
Go
14 days
£75
Mon 19 Jan - Mon 2 Feb
⌄
Philadelphia - Chicago: Mon 19/01: £48
Go
Chicago - Philadelphia: Mon 2/02: £27
Go
10 days
£75
Fri 23 Jan - Mon 2 Feb
⌄
Philadelphia - Chicago: Fri 23/01: £48
Go
Chicago - Philadelphia: Mon 2/02: £27
Go
10 days
£77
Tue 27 Jan - Fri 6 Feb
⌄
Philadelphia - Chicago: Tue 27/01: £55
Go
Chicago - Philadelphia: Fri 6/02: £22
Go