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Orlando

from Chicago

Save up to: £157

Average cost: £210

Best deal: £53

Orlando, a city in central Florida, is known for its iconic theme parks, vibrant nightlife, and world-class dining. Visit the famous Walt Disney World, explore the magical Universal Orlando Resort, or enjoy the vibrant arts scene in Downtown Orlando. Orlando's lush golf courses, shopping outlets, and the annual Epcot International Flower & Garden Festival make it a city full of fun and excitement.

Latest deals:

2 days
£53
Mon 10 Nov - Wed 12 Nov
⌄
Chicago - Orlando: Mon 10/11: £29
Go
Orlando - Chicago: Wed 12/11: £24
Go
3 days
£53
Sun 9 Nov - Wed 12 Nov
⌄
Chicago - Orlando: Sun 9/11: £29
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Orlando - Chicago: Wed 12/11: £24
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2 days
£58
Mon 20 Oct - Wed 22 Oct
⌄
Chicago - Orlando: Mon 20/10: £29
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Orlando - Chicago: Wed 22/10: £29
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4 days
£58
Sun 9 Nov - Thu 13 Nov
⌄
Chicago - Orlando: Sun 9/11: £29
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Orlando - Chicago: Thu 13/11: £29
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5 days
£58
Sun 9 Nov - Fri 14 Nov
⌄
Chicago - Orlando: Sun 9/11: £29
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Orlando - Chicago: Fri 14/11: £29
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3 days
£58
Mon 10 Nov - Thu 13 Nov
⌄
Chicago - Orlando: Mon 10/11: £29
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Orlando - Chicago: Thu 13/11: £29
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4 days
£58
Mon 10 Nov - Fri 14 Nov
⌄
Chicago - Orlando: Mon 10/11: £29
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Orlando - Chicago: Fri 14/11: £29
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4 days
£58
Sun 7 Dec - Thu 11 Dec
⌄
Chicago - Orlando: Sun 7/12: £29
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Orlando - Chicago: Thu 11/12: £29
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3 days
£58
Tue 24 Feb - Fri 27 Feb
⌄
Chicago - Orlando: Tue 24/02: £29
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Orlando - Chicago: Fri 27/02: £29
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3 days
£58
Mon 8 Dec - Thu 11 Dec
⌄
Chicago - Orlando: Mon 8/12: £29
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Orlando - Chicago: Thu 11/12: £29
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4 days
£58
Mon 8 Dec - Fri 12 Dec
⌄
Chicago - Orlando: Mon 8/12: £29
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Orlando - Chicago: Fri 12/12: £29
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2 days
£58
Tue 6 Jan - Thu 8 Jan
⌄
Chicago - Orlando: Tue 6/01: £29
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Orlando - Chicago: Thu 8/01: £29
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3 days
£58
Tue 6 Jan - Fri 9 Jan
⌄
Chicago - Orlando: Tue 6/01: £29
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Orlando - Chicago: Fri 9/01: £29
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2 days
£58
Wed 7 Jan - Fri 9 Jan
⌄
Chicago - Orlando: Wed 7/01: £29
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Orlando - Chicago: Fri 9/01: £29
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4 days
£58
Sun 11 Jan - Thu 15 Jan
⌄
Chicago - Orlando: Sun 11/01: £29
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Orlando - Chicago: Thu 15/01: £29
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5 days
£58
Sun 1 Feb - Fri 6 Feb
⌄
Chicago - Orlando: Sun 1/02: £29
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Orlando - Chicago: Fri 6/02: £29
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3 days
£58
Mon 2 Feb - Thu 5 Feb
⌄
Chicago - Orlando: Mon 2/02: £29
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Orlando - Chicago: Thu 5/02: £29
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4 days
£58
Mon 2 Feb - Fri 6 Feb
⌄
Chicago - Orlando: Mon 2/02: £29
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Orlando - Chicago: Fri 6/02: £29
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2 days
£58
Mon 9 Feb - Wed 11 Feb
⌄
Chicago - Orlando: Mon 9/02: £29
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Orlando - Chicago: Wed 11/02: £29
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3 days
£58
Mon 9 Feb - Thu 12 Feb
⌄
Chicago - Orlando: Mon 9/02: £29
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Orlando - Chicago: Thu 12/02: £29
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2 days
£58
Tue 17 Feb - Thu 19 Feb
⌄
Chicago - Orlando: Tue 17/02: £29
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Orlando - Chicago: Thu 19/02: £29
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3 days
£58
Tue 17 Feb - Fri 20 Feb
⌄
Chicago - Orlando: Tue 17/02: £29
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Orlando - Chicago: Fri 20/02: £29
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2 days
£58
Sun 22 Feb - Tue 24 Feb
⌄
Chicago - Orlando: Sun 22/02: £29
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Orlando - Chicago: Tue 24/02: £29
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3 days
£58
Sun 22 Feb - Wed 25 Feb
⌄
Chicago - Orlando: Sun 22/02: £29
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Orlando - Chicago: Wed 25/02: £29
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5 days
£58
Sun 22 Feb - Fri 27 Feb
⌄
Chicago - Orlando: Sun 22/02: £29
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Orlando - Chicago: Fri 27/02: £29
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2 days
£58
Mon 23 Feb - Wed 25 Feb
⌄
Chicago - Orlando: Mon 23/02: £29
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Orlando - Chicago: Wed 25/02: £29
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4 days
£58
Mon 23 Feb - Fri 27 Feb
⌄
Chicago - Orlando: Mon 23/02: £29
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Orlando - Chicago: Fri 27/02: £29
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4 days
£58
Sun 1 Feb - Thu 5 Feb
⌄
Chicago - Orlando: Sun 1/02: £29
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Orlando - Chicago: Thu 5/02: £29
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4 days
£58
Mon 3 Nov - Fri 7 Nov
⌄
Chicago - Orlando: Mon 3/11: £29
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Orlando - Chicago: Fri 7/11: £29
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5 days
£58
Sun 7 Dec - Fri 12 Dec
⌄
Chicago - Orlando: Sun 7/12: £29
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Orlando - Chicago: Fri 12/12: £29
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3 days
£58
Mon 20 Oct - Thu 23 Oct
⌄
Chicago - Orlando: Mon 20/10: £29
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Orlando - Chicago: Thu 23/10: £29
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4 days
£58
Mon 20 Oct - Fri 24 Oct
⌄
Chicago - Orlando: Mon 20/10: £29
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Orlando - Chicago: Fri 24/10: £29
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3 days
£58
Mon 27 Oct - Thu 30 Oct
⌄
Chicago - Orlando: Mon 27/10: £29
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Orlando - Chicago: Thu 30/10: £29
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4 days
£58
Mon 27 Oct - Fri 31 Oct
⌄
Chicago - Orlando: Mon 27/10: £29
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Orlando - Chicago: Fri 31/10: £29
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5 days
£58
Sun 2 Nov - Fri 7 Nov
⌄
Chicago - Orlando: Sun 2/11: £29
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Orlando - Chicago: Fri 7/11: £29
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4 days
£58
Sun 2 Nov - Thu 6 Nov
⌄
Chicago - Orlando: Sun 2/11: £29
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Orlando - Chicago: Thu 6/11: £29
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3 days
£58
Mon 3 Nov - Thu 6 Nov
⌄
Chicago - Orlando: Mon 3/11: £29
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Orlando - Chicago: Thu 6/11: £29
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2 days
£59
Mon 3 Nov - Wed 5 Nov
⌄
Chicago - Orlando: Mon 3/11: £29
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Orlando - Chicago: Wed 5/11: £30
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3 days
£59
Sun 7 Dec - Wed 10 Dec
⌄
Chicago - Orlando: Sun 7/12: £29
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Orlando - Chicago: Wed 10/12: £30
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2 days
£59
Mon 8 Dec - Wed 10 Dec
⌄
Chicago - Orlando: Mon 8/12: £29
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Orlando - Chicago: Wed 10/12: £30
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2 days
£59
Tue 9 Dec - Thu 11 Dec
⌄
Chicago - Orlando: Tue 9/12: £30
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Orlando - Chicago: Thu 11/12: £29
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3 days
£59
Tue 9 Dec - Fri 12 Dec
⌄
Chicago - Orlando: Tue 9/12: £30
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Orlando - Chicago: Fri 12/12: £29
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2 days
£59
Wed 10 Dec - Fri 12 Dec
⌄
Chicago - Orlando: Wed 10/12: £30
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Orlando - Chicago: Fri 12/12: £29
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2 days
£59
Sun 14 Dec - Tue 16 Dec
⌄
Chicago - Orlando: Sun 14/12: £29
Go
Orlando - Chicago: Tue 16/12: £30
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3 days
£59
Tue 28 Oct - Fri 31 Oct
⌄
Chicago - Orlando: Tue 28/10: £30
Go
Orlando - Chicago: Fri 31/10: £29
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2 days
£59
Wed 29 Oct - Fri 31 Oct
⌄
Chicago - Orlando: Wed 29/10: £30
Go
Orlando - Chicago: Fri 31/10: £29
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2 days
£59
Sun 7 Dec - Tue 9 Dec
⌄
Chicago - Orlando: Sun 7/12: £29
Go
Orlando - Chicago: Tue 9/12: £30
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2 days
£59
Tue 28 Oct - Thu 30 Oct
⌄
Chicago - Orlando: Tue 28/10: £30
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Orlando - Chicago: Thu 30/10: £29
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5 days
£59
Mon 27 Oct - Sat 1 Nov
⌄
Chicago - Orlando: Mon 27/10: £29
Go
Orlando - Chicago: Sat 1/11: £30
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2 days
£59
Mon 27 Oct - Wed 29 Oct
⌄
Chicago - Orlando: Mon 27/10: £29
Go
Orlando - Chicago: Wed 29/10: £30
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3 days
£59
Sun 14 Dec - Wed 17 Dec
⌄
Chicago - Orlando: Sun 14/12: £29
Go
Orlando - Chicago: Wed 17/12: £30
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5 days
£59
Sat 6 Dec - Thu 11 Dec
⌄
Chicago - Orlando: Sat 6/12: £30
Go
Orlando - Chicago: Thu 11/12: £29
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2 days
£59
Mon 15 Dec - Wed 17 Dec
⌄
Chicago - Orlando: Mon 15/12: £29
Go
Orlando - Chicago: Wed 17/12: £30
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3 days
£59
Sun 16 Nov - Wed 19 Nov
⌄
Chicago - Orlando: Sun 16/11: £29
Go
Orlando - Chicago: Wed 19/11: £30
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2 days
£59
Tue 11 Nov - Thu 13 Nov
⌄
Chicago - Orlando: Tue 11/11: £30
Go
Orlando - Chicago: Thu 13/11: £29
Go
2 days
£59
Wed 3 Dec - Fri 5 Dec
⌄
Chicago - Orlando: Wed 3/12: £30
Go
Orlando - Chicago: Fri 5/12: £29
Go
3 days
£59
Tue 11 Nov - Fri 14 Nov
⌄
Chicago - Orlando: Tue 11/11: £30
Go
Orlando - Chicago: Fri 14/11: £29
Go
2 days
£59
Sun 2 Nov - Tue 4 Nov
⌄
Chicago - Orlando: Sun 2/11: £29
Go
Orlando - Chicago: Tue 4/11: £30
Go
2 days
£59
Mon 17 Nov - Wed 19 Nov
⌄
Chicago - Orlando: Mon 17/11: £29
Go
Orlando - Chicago: Wed 19/11: £30
Go
3 days
£59
Tue 4 Nov - Fri 7 Nov
⌄
Chicago - Orlando: Tue 4/11: £30
Go
Orlando - Chicago: Fri 7/11: £29
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5 days
£59
Sat 1 Nov - Thu 6 Nov
⌄
Chicago - Orlando: Sat 1/11: £30
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Orlando - Chicago: Thu 6/11: £29
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3 days
£59
Sun 2 Nov - Wed 5 Nov
⌄
Chicago - Orlando: Sun 2/11: £29
Go
Orlando - Chicago: Wed 5/11: £30
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2 days
£59
Tue 4 Nov - Thu 6 Nov
⌄
Chicago - Orlando: Tue 4/11: £30
Go
Orlando - Chicago: Thu 6/11: £29
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3 days
£60
Sat 6 Dec - Tue 9 Dec
⌄
Chicago - Orlando: Sat 6/12: £30
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Orlando - Chicago: Tue 9/12: £30
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4 days
£60
Sat 13 Dec - Wed 17 Dec
⌄
Chicago - Orlando: Sat 13/12: £30
Go
Orlando - Chicago: Wed 17/12: £30
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5 days
£60
Fri 12 Dec - Wed 17 Dec
⌄
Chicago - Orlando: Fri 12/12: £30
Go
Orlando - Chicago: Wed 17/12: £30
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4 days
£60
Fri 12 Dec - Tue 16 Dec
⌄
Chicago - Orlando: Fri 12/12: £30
Go
Orlando - Chicago: Tue 16/12: £30
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5 days
£60
Thu 4 Dec - Tue 9 Dec
⌄
Chicago - Orlando: Thu 4/12: £30
Go
Orlando - Chicago: Tue 9/12: £30
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4 days
£60
Sat 6 Dec - Wed 10 Dec
⌄
Chicago - Orlando: Sat 6/12: £30
Go
Orlando - Chicago: Wed 10/12: £30
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3 days
£60
Sat 13 Dec - Tue 16 Dec
⌄
Chicago - Orlando: Sat 13/12: £30
Go
Orlando - Chicago: Tue 16/12: £30
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3 days
£60
Wed 29 Oct - Sat 1 Nov
⌄
Chicago - Orlando: Wed 29/10: £30
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Orlando - Chicago: Sat 1/11: £30
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4 days
£60
Fri 31 Oct - Tue 4 Nov
⌄
Chicago - Orlando: Fri 31/10: £30
Go
Orlando - Chicago: Tue 4/11: £30
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4 days
£60
Sat 1 Nov - Wed 5 Nov
⌄
Chicago - Orlando: Sat 1/11: £30
Go
Orlando - Chicago: Wed 5/11: £30
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5 days
£60
Fri 31 Oct - Wed 5 Nov
⌄
Chicago - Orlando: Fri 31/10: £30
Go
Orlando - Chicago: Wed 5/11: £30
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3 days
£60
Sat 1 Nov - Tue 4 Nov
⌄
Chicago - Orlando: Sat 1/11: £30
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Orlando - Chicago: Tue 4/11: £30
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4 days
£60
Tue 28 Oct - Sat 1 Nov
⌄
Chicago - Orlando: Tue 28/10: £30
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Orlando - Chicago: Sat 1/11: £30
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5 days
£62
Sat 25 Oct - Thu 30 Oct
⌄
Chicago - Orlando: Sat 25/10: £33
Go
Orlando - Chicago: Thu 30/10: £29
Go
5 days
£62
Mon 20 Oct - Sat 25 Oct
⌄
Chicago - Orlando: Mon 20/10: £29
Go
Orlando - Chicago: Sat 25/10: £33
Go
4 days
£63
Sat 25 Oct - Wed 29 Oct
⌄
Chicago - Orlando: Sat 25/10: £33
Go
Orlando - Chicago: Wed 29/10: £30
Go
5 days
£65
Fri 7 Nov - Wed 12 Nov
⌄
Chicago - Orlando: Fri 7/11: £41
Go
Orlando - Chicago: Wed 12/11: £24
Go
4 days
£65
Sat 8 Nov - Wed 12 Nov
⌄
Chicago - Orlando: Sat 8/11: £41
Go
Orlando - Chicago: Wed 12/11: £24
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2 days
£67
Sun 1 Feb - Tue 3 Feb
⌄
Chicago - Orlando: Sun 1/02: £29
Go
Orlando - Chicago: Tue 3/02: £38
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5 days
£67
Mon 26 Jan - Sat 31 Jan
⌄
Chicago - Orlando: Mon 26/01: £29
Go
Orlando - Chicago: Sat 31/01: £38
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4 days
£67
Mon 26 Jan - Fri 30 Jan
⌄
Chicago - Orlando: Mon 26/01: £29
Go
Orlando - Chicago: Fri 30/01: £38
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3 days
£67
Mon 26 Jan - Thu 29 Jan
⌄
Chicago - Orlando: Mon 26/01: £29
Go
Orlando - Chicago: Thu 29/01: £38
Go
3 days
£67
Sun 1 Feb - Wed 4 Feb
⌄
Chicago - Orlando: Sun 1/02: £29
Go
Orlando - Chicago: Wed 4/02: £38
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5 days
£67
Sat 31 Jan - Thu 5 Feb
⌄
Chicago - Orlando: Sat 31/01: £38
Go
Orlando - Chicago: Thu 5/02: £29
Go
2 days
£67
Wed 25 Feb - Fri 27 Feb
⌄
Chicago - Orlando: Wed 25/02: £38
Go
Orlando - Chicago: Fri 27/02: £29
Go
2 days
£67
Tue 3 Feb - Thu 5 Feb
⌄
Chicago - Orlando: Tue 3/02: £38
Go
Orlando - Chicago: Thu 5/02: £29
Go
2 days
£67
Mon 26 Jan - Wed 28 Jan
⌄
Chicago - Orlando: Mon 26/01: £29
Go
Orlando - Chicago: Wed 28/01: £38
Go
3 days
£67
Tue 3 Feb - Fri 6 Feb
⌄
Chicago - Orlando: Tue 3/02: £38
Go
Orlando - Chicago: Fri 6/02: £29
Go
2 days
£67
Wed 4 Feb - Fri 6 Feb
⌄
Chicago - Orlando: Wed 4/02: £38
Go
Orlando - Chicago: Fri 6/02: £29
Go
4 days
£67
Sat 7 Feb - Wed 11 Feb
⌄
Chicago - Orlando: Sat 7/02: £38
Go
Orlando - Chicago: Wed 11/02: £29
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5 days
£67
Sat 7 Feb - Thu 12 Feb
⌄
Chicago - Orlando: Sat 7/02: £38
Go
Orlando - Chicago: Thu 12/02: £29
Go
5 days
£67
Sun 26 Oct - Fri 31 Oct
⌄
Chicago - Orlando: Sun 26/10: £38
Go
Orlando - Chicago: Fri 31/10: £29
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2 days
£67
Mon 2 Feb - Wed 4 Feb
⌄
Chicago - Orlando: Mon 2/02: £29
Go
Orlando - Chicago: Wed 4/02: £38
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5 days
£67
Sun 25 Jan - Fri 30 Jan
⌄
Chicago - Orlando: Sun 25/01: £29
Go
Orlando - Chicago: Fri 30/01: £38
Go
3 days
£67
Wed 7 Jan - Sat 10 Jan
⌄
Chicago - Orlando: Wed 7/01: £29
Go
Orlando - Chicago: Sat 10/01: £38
Go
3 days
£67
Sun 25 Jan - Wed 28 Jan
⌄
Chicago - Orlando: Sun 25/01: £29
Go
Orlando - Chicago: Wed 28/01: £38
Go
5 days
£67
Mon 3 Nov - Sat 8 Nov
⌄
Chicago - Orlando: Mon 3/11: £29
Go
Orlando - Chicago: Sat 8/11: £38
Go
2 days
£67
Wed 22 Oct - Fri 24 Oct
⌄
Chicago - Orlando: Wed 22/10: £38
Go
Orlando - Chicago: Fri 24/10: £29
Go
2 days
£67
Sun 16 Nov - Tue 18 Nov
⌄
Chicago - Orlando: Sun 16/11: £29
Go
Orlando - Chicago: Tue 18/11: £38
Go
2 days
£67
Wed 12 Nov - Fri 14 Nov
⌄
Chicago - Orlando: Wed 12/11: £38
Go
Orlando - Chicago: Fri 14/11: £29
Go
2 days
£67
Wed 18 Feb - Fri 20 Feb
⌄
Chicago - Orlando: Wed 18/02: £38
Go
Orlando - Chicago: Fri 20/02: £29
Go
4 days
£67
Tue 17 Feb - Sat 21 Feb
⌄
Chicago - Orlando: Tue 17/02: £29
Go
Orlando - Chicago: Sat 21/02: £38
Go
4 days
£67
Tue 6 Jan - Sat 10 Jan
⌄
Chicago - Orlando: Tue 6/01: £29
Go
Orlando - Chicago: Sat 10/01: £38
Go
4 days
£67
Sun 25 Jan - Thu 29 Jan
⌄
Chicago - Orlando: Sun 25/01: £29
Go
Orlando - Chicago: Thu 29/01: £38
Go
4 days
£67
Sun 26 Oct - Thu 30 Oct
⌄
Chicago - Orlando: Sun 26/10: £38
Go
Orlando - Chicago: Thu 30/10: £29
Go
5 days
£67
Sat 10 Jan - Thu 15 Jan
⌄
Chicago - Orlando: Sat 10/01: £38
Go
Orlando - Chicago: Thu 15/01: £29
Go
2 days
£67
Sun 11 Jan - Tue 13 Jan
⌄
Chicago - Orlando: Sun 11/01: £29
Go
Orlando - Chicago: Tue 13/01: £38
Go
3 days
£67
Sun 11 Jan - Wed 14 Jan
⌄
Chicago - Orlando: Sun 11/01: £29
Go
Orlando - Chicago: Wed 14/01: £38
Go
3 days
£67
Mon 12 Jan - Thu 15 Jan
⌄
Chicago - Orlando: Mon 12/01: £38
Go
Orlando - Chicago: Thu 15/01: £29
Go
2 days
£67
Tue 13 Jan - Thu 15 Jan
⌄
Chicago - Orlando: Tue 13/01: £38
Go
Orlando - Chicago: Thu 15/01: £29
Go
2 days
£67
Wed 21 Jan - Fri 23 Jan
⌄
Chicago - Orlando: Wed 21/01: £38
Go
Orlando - Chicago: Fri 23/01: £29
Go
2 days
£67
Sun 25 Jan - Tue 27 Jan
⌄
Chicago - Orlando: Sun 25/01: £29
Go
Orlando - Chicago: Tue 27/01: £38
Go
5 days
£67
Wed 7 Jan - Mon 12 Jan
⌄
Chicago - Orlando: Wed 7/01: £29
Go
Orlando - Chicago: Mon 12/01: £38
Go
2 days
£67
Tue 10 Feb - Thu 12 Feb
⌄
Chicago - Orlando: Tue 10/02: £38
Go
Orlando - Chicago: Thu 12/02: £29
Go
3 days
£68
Sun 26 Oct - Wed 29 Oct
⌄
Chicago - Orlando: Sun 26/10: £38
Go
Orlando - Chicago: Wed 29/10: £30
Go
3 days
£68
Wed 3 Dec - Sat 6 Dec
⌄
Chicago - Orlando: Wed 3/12: £30
Go
Orlando - Chicago: Sat 6/12: £38
Go
5 days
£68
Thu 11 Dec - Tue 16 Dec
⌄
Chicago - Orlando: Thu 11/12: £38
Go
Orlando - Chicago: Tue 16/12: £30
Go
5 days
£68
Fri 5 Dec - Wed 10 Dec
⌄
Chicago - Orlando: Fri 5/12: £38
Go
Orlando - Chicago: Wed 10/12: £30
Go
4 days
£68
Fri 5 Dec - Tue 9 Dec
⌄
Chicago - Orlando: Fri 5/12: £38
Go
Orlando - Chicago: Tue 9/12: £30
Go
2 days
£68
Thu 4 Dec - Sat 6 Dec
⌄
Chicago - Orlando: Thu 4/12: £30
Go
Orlando - Chicago: Sat 6/12: £38
Go
4 days
£68
Tue 4 Nov - Sat 8 Nov
⌄
Chicago - Orlando: Tue 4/11: £30
Go
Orlando - Chicago: Sat 8/11: £38
Go
3 days
£70
Mon 15 Dec - Thu 18 Dec
⌄
Chicago - Orlando: Mon 15/12: £29
Go
Orlando - Chicago: Thu 18/12: £41
Go
4 days
£70
Sun 14 Dec - Thu 18 Dec
⌄
Chicago - Orlando: Sun 14/12: £29
Go
Orlando - Chicago: Thu 18/12: £41
Go
4 days
£70
Sun 16 Nov - Thu 20 Nov
⌄
Chicago - Orlando: Sun 16/11: £29
Go
Orlando - Chicago: Thu 20/11: £41
Go
3 days
£70
Mon 17 Nov - Thu 20 Nov
⌄
Chicago - Orlando: Mon 17/11: £29
Go
Orlando - Chicago: Thu 20/11: £41
Go
5 days
£70
Sat 8 Nov - Thu 13 Nov
⌄
Chicago - Orlando: Sat 8/11: £41
Go
Orlando - Chicago: Thu 13/11: £29
Go