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Cancun & Chicago

from Toronto

Best deal: £310

Cancun

Cancun, Mexico's premier tourist destination, enchants with its turquoise waters, pristine beaches, and vibrant nightlife. Experience the thrill of water sports, visit the nearby Mayan ruins at Tulum, or explore the Underwater Museum of Art. With its luxury resorts, vibrant coral reefs, and rich cultural events, Cancun is a tropical paradise.

Chicago

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:

Cancun
&
Chicago
5 days
£310
10 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Fri 9/05: £87
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
6 days
£310
9 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Sat 10/05: £87
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
3 days
£310
10 days
Toronto - Cancun: Tue 6/05: £104
Go
Cancun - Chicago: Fri 9/05: £87
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
4 days
£310
9 days
Toronto - Cancun: Tue 6/05: £104
Go
Cancun - Chicago: Sat 10/05: £87
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
2 days
£310
9 days
Toronto - Cancun: Thu 8/05: £104
Go
Cancun - Chicago: Sat 10/05: £87
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
3 days
£319
5 days
Toronto - Cancun: Sun 11/05: £102
Go
Cancun - Chicago: Wed 14/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
4 days
£319
4 days
Toronto - Cancun: Sun 11/05: £102
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
3 days
£321
12 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Wed 7/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
5 days
£321
4 days
Toronto - Cancun: Sat 10/05: £104
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
4 days
£321
5 days
Toronto - Cancun: Sat 10/05: £104
Go
Cancun - Chicago: Wed 14/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
7 days
£321
4 days
Toronto - Cancun: Thu 8/05: £104
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
6 days
£321
5 days
Toronto - Cancun: Thu 8/05: £104
Go
Cancun - Chicago: Wed 14/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
8 days
£321
5 days
Toronto - Cancun: Tue 6/05: £104
Go
Cancun - Chicago: Wed 14/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
2 days
£321
11 days
Toronto - Cancun: Tue 6/05: £104
Go
Cancun - Chicago: Thu 8/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
11 days
£321
4 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
10 days
£321
5 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Wed 14/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
4 days
£321
11 days
Toronto - Cancun: Sun 4/05: £104
Go
Cancun - Chicago: Thu 8/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
9 days
£321
4 days
Toronto - Cancun: Tue 6/05: £104
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄
Cancun
&
Chicago
2 days
£321
4 days
Toronto - Cancun: Tue 13/05: £104
Go
Cancun - Chicago: Thu 15/05: £98
Go
Chicago - Toronto: Mon 19/05: £119
Go
⌄