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Orlando

from Chicago

Save up to: £214

Average cost: £258

Best deal: £44

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:

7 days
£44
Tue 12 May - Tue 19 May
⌄
Chicago - Orlando: Tue 12/05: £22
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Orlando - Chicago: Tue 19/05: £22
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6 days
£44
Wed 13 May - Tue 19 May
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Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Tue 19/05: £22
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15 days
£57
Mon 4 May - Tue 19 May
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Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Tue 19/05: £22
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16 days
£57
Sun 3 May - Tue 19 May
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Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Tue 19/05: £22
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10 days
£57
Sat 9 May - Tue 19 May
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Chicago - Orlando: Sat 9/05: £35
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Orlando - Chicago: Tue 19/05: £22
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6 days
£57
Tue 12 May - Mon 18 May
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Chicago - Orlando: Tue 12/05: £22
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Orlando - Chicago: Mon 18/05: £35
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8 days
£57
Tue 12 May - Wed 20 May
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Chicago - Orlando: Tue 12/05: £22
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Orlando - Chicago: Wed 20/05: £35
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14 days
£57
Tue 5 May - Tue 19 May
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Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Tue 19/05: £22
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5 days
£57
Wed 13 May - Mon 18 May
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Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Mon 18/05: £35
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7 days
£57
Wed 13 May - Wed 20 May
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Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Wed 20/05: £35
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14 days
£70
Mon 4 May - Mon 18 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Mon 18/05: £35
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10 days
£70
Sun 3 May - Wed 13 May
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Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Wed 13/05: £35
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9 days
£70
Tue 5 May - Thu 14 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Thu 14/05: £35
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9 days
£70
Mon 4 May - Wed 13 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Wed 13/05: £35
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8 days
£70
Mon 4 May - Tue 12 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Tue 12/05: £35
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10 days
£70
Tue 5 May - Fri 15 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Fri 15/05: £35
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13 days
£70
Tue 5 May - Mon 18 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Mon 18/05: £35
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16 days
£70
Mon 4 May - Wed 20 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Wed 20/05: £35
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15 days
£70
Sun 3 May - Mon 18 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Mon 18/05: £35
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12 days
£70
Sun 3 May - Fri 15 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Fri 15/05: £35
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11 days
£70
Sun 3 May - Thu 14 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Thu 14/05: £35
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11 days
£70
Mon 4 May - Fri 15 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Fri 15/05: £35
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10 days
£70
Mon 4 May - Thu 14 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Thu 14/05: £35
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13 days
£70
Sat 2 May - Fri 15 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Fri 15/05: £35
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15 days
£70
Tue 5 May - Wed 20 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Wed 20/05: £35
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16 days
£70
Sat 2 May - Mon 18 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Mon 18/05: £35
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8 days
£70
Tue 5 May - Wed 13 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Wed 13/05: £35
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12 days
£70
Sat 2 May - Thu 14 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Thu 14/05: £35
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11 days
£70
Sat 2 May - Wed 13 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Wed 13/05: £35
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10 days
£70
Sat 2 May - Tue 12 May
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Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Tue 12/05: £35
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5 days
£70
Sat 9 May - Thu 14 May
⌄
Chicago - Orlando: Sat 9/05: £35
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Orlando - Chicago: Thu 14/05: £35
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6 days
£70
Sat 9 May - Fri 15 May
⌄
Chicago - Orlando: Sat 9/05: £35
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Orlando - Chicago: Fri 15/05: £35
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9 days
£70
Sat 9 May - Mon 18 May
⌄
Chicago - Orlando: Sat 9/05: £35
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Orlando - Chicago: Mon 18/05: £35
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11 days
£70
Sat 9 May - Wed 20 May
⌄
Chicago - Orlando: Sat 9/05: £35
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Orlando - Chicago: Wed 20/05: £35
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9 days
£70
Sun 3 May - Tue 12 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Tue 12/05: £35
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7 days
£70
Tue 5 May - Tue 12 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Tue 12/05: £35
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6 days
£71
Sat 11 Apr - Fri 17 Apr
⌄
Chicago - Orlando: Sat 11/04: £38
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Orlando - Chicago: Fri 17/04: £33
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14 days
£72
Tue 12 May - Tue 26 May
⌄
Chicago - Orlando: Tue 12/05: £22
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Orlando - Chicago: Tue 26/05: £50
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13 days
£72
Wed 13 May - Tue 26 May
⌄
Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Tue 26/05: £50
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7 days
£72
Tue 19 May - Tue 26 May
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Tue 26/05: £50
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15 days
£72
Tue 19 May - Wed 3 Jun
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Wed 3/06: £50
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14 days
£72
Tue 19 May - Tue 2 Jun
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Tue 2/06: £50
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12 days
£72
Sat 11 Apr - Thu 23 Apr
⌄
Chicago - Orlando: Sat 11/04: £38
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Orlando - Chicago: Thu 23/04: £34
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14 days
£73
Sat 11 Apr - Sat 25 Apr
⌄
Chicago - Orlando: Sat 11/04: £38
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Orlando - Chicago: Sat 25/04: £35
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5 days
£77
Mon 27 Apr - Sat 2 May
⌄
Chicago - Orlando: Mon 27/04: £42
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Orlando - Chicago: Sat 2/05: £35
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6 days
£77
Tue 5 May - Mon 11 May
⌄
Chicago - Orlando: Tue 5/05: £35
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Orlando - Chicago: Mon 11/05: £42
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16 days
£77
Mon 27 Apr - Wed 13 May
⌄
Chicago - Orlando: Mon 27/04: £42
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Orlando - Chicago: Wed 13/05: £35
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14 days
£77
Tue 28 Apr - Tue 12 May
⌄
Chicago - Orlando: Tue 28/04: £42
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Orlando - Chicago: Tue 12/05: £35
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15 days
£77
Tue 28 Apr - Wed 13 May
⌄
Chicago - Orlando: Tue 28/04: £42
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Orlando - Chicago: Wed 13/05: £35
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16 days
£77
Tue 28 Apr - Thu 14 May
⌄
Chicago - Orlando: Tue 28/04: £42
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Orlando - Chicago: Thu 14/05: £35
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15 days
£77
Mon 27 Apr - Tue 12 May
⌄
Chicago - Orlando: Mon 27/04: £42
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Orlando - Chicago: Tue 12/05: £35
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9 days
£77
Sat 2 May - Mon 11 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Mon 11/05: £42
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7 days
£77
Mon 4 May - Mon 11 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Mon 11/05: £42
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7 days
£77
Sat 2 May - Sat 9 May
⌄
Chicago - Orlando: Sat 2/05: £35
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Orlando - Chicago: Sat 9/05: £42
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8 days
£77
Sun 3 May - Mon 11 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Mon 11/05: £42
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6 days
£77
Sun 3 May - Sat 9 May
⌄
Chicago - Orlando: Sun 3/05: £35
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Orlando - Chicago: Sat 9/05: £42
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5 days
£77
Mon 4 May - Sat 9 May
⌄
Chicago - Orlando: Mon 4/05: £35
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Orlando - Chicago: Sat 9/05: £42
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11 days
£78
Fri 8 May - Tue 19 May
⌄
Chicago - Orlando: Fri 8/05: £56
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Orlando - Chicago: Tue 19/05: £22
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13 days
£78
Sat 4 Apr - Fri 17 Apr
⌄
Chicago - Orlando: Sat 4/04: £45
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Orlando - Chicago: Fri 17/04: £33
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16 days
£83
Wed 13 May - Fri 29 May
⌄
Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Fri 29/05: £61
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10 days
£83
Tue 19 May - Fri 29 May
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Fri 29/05: £61
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12 days
£83
Tue 19 May - Sun 31 May
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Sun 31/05: £61
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14 days
£84
Mon 27 Apr - Mon 11 May
⌄
Chicago - Orlando: Mon 27/04: £42
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Orlando - Chicago: Mon 11/05: £42
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12 days
£84
Mon 27 Apr - Sat 9 May
⌄
Chicago - Orlando: Mon 27/04: £42
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Orlando - Chicago: Sat 9/05: £42
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11 days
£84
Tue 28 Apr - Sat 9 May
⌄
Chicago - Orlando: Tue 28/04: £42
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Orlando - Chicago: Sat 9/05: £42
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13 days
£84
Tue 28 Apr - Mon 11 May
⌄
Chicago - Orlando: Tue 28/04: £42
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Orlando - Chicago: Mon 11/05: £42
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8 days
£85
Mon 18 May - Tue 26 May
⌄
Chicago - Orlando: Mon 18/05: £35
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Orlando - Chicago: Tue 26/05: £50
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15 days
£85
Mon 18 May - Tue 2 Jun
⌄
Chicago - Orlando: Mon 18/05: £35
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Orlando - Chicago: Tue 2/06: £50
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16 days
£85
Mon 18 May - Wed 3 Jun
⌄
Chicago - Orlando: Mon 18/05: £35
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Orlando - Chicago: Wed 3/06: £50
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15 days
£86
Tue 12 May - Wed 27 May
⌄
Chicago - Orlando: Tue 12/05: £22
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Orlando - Chicago: Wed 27/05: £64
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14 days
£86
Wed 13 May - Wed 27 May
⌄
Chicago - Orlando: Wed 13/05: £22
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Orlando - Chicago: Wed 27/05: £64
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8 days
£86
Tue 19 May - Wed 27 May
⌄
Chicago - Orlando: Tue 19/05: £22
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Orlando - Chicago: Wed 27/05: £64
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13 days
£86
Wed 6 May - Tue 19 May
⌄
Chicago - Orlando: Wed 6/05: £64
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Orlando - Chicago: Tue 19/05: £22
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