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Punta Cana & Orlando

from Chicago

Best deal: £366

Punta Cana

Punta Cana, a town on the easternmost tip of the Dominican Republic, is known for its stunning beaches, clear waters, and vibrant nightlife. Visit the enchanting Hoyo Azul, a natural sinkhole filled with crystal-clear water, explore the bustling market at Plaza Bavaro, or relax on the idyllic Bavaro Beach. Punta Cana's luxury resorts, world-class golf courses, and the annual Carnival Punta Cana make it a Caribbean paradise.

Orlando

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:

Punta Cana
&
Orlando
12 days
£366
3 days
Chicago - Punta Cana: Fri 14/03: £156
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
13 days
£366
2 days
Chicago - Punta Cana: Fri 14/03: £156
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
3 days
£374
12 days
Chicago - Punta Cana: Fri 14/03: £156
Punta Cana - Orlando: Mon 17/03: £96
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
4 days
£374
11 days
Chicago - Punta Cana: Fri 14/03: £156
Punta Cana - Orlando: Tue 18/03: £96
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
8 days
£386
2 days
Chicago - Punta Cana: Wed 19/03: £176
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
7 days
£386
3 days
Chicago - Punta Cana: Wed 19/03: £176
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
9 days
£386
2 days
Chicago - Punta Cana: Tue 18/03: £176
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
8 days
£386
3 days
Chicago - Punta Cana: Tue 18/03: £176
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
10 days
£386
2 days
Chicago - Punta Cana: Mon 17/03: £176
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
9 days
£386
3 days
Chicago - Punta Cana: Mon 17/03: £176
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
2 days
£386
2 days
Chicago - Punta Cana: Tue 25/03: £176
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
11 days
£386
2 days
Chicago - Punta Cana: Sun 16/03: £176
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
10 days
£386
3 days
Chicago - Punta Cana: Sun 16/03: £176
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
5 days
£390
10 days
Chicago - Punta Cana: Fri 14/03: £156
Punta Cana - Orlando: Wed 19/03: £112
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
2 days
£394
11 days
Chicago - Punta Cana: Sun 16/03: £176
Punta Cana - Orlando: Tue 18/03: £96
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
6 days
£408
3 days
Chicago - Punta Cana: Thu 20/03: £198
Punta Cana - Orlando: Wed 26/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
7 days
£408
2 days
Chicago - Punta Cana: Thu 20/03: £198
Punta Cana - Orlando: Thu 27/03: £88
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
3 days
£410
10 days
Chicago - Punta Cana: Sun 16/03: £176
Punta Cana - Orlando: Wed 19/03: £112
Orlando - Chicago: Sat 29/03: £122
Go
⌄
Punta Cana
&
Orlando
2 days
£410
10 days
Chicago - Punta Cana: Mon 17/03: £176
Punta Cana - Orlando: Wed 19/03: £112
Orlando - Chicago: Sat 29/03: £122
Go
⌄