Miami & Chicago

Both destinations in one trip from Punta Cana

£330 Best deal

Miami

Miami

Miami, located in southeastern Florida, is famed for its vibrant nightlife, diverse culture, and stunning beaches. Visit the iconic Art Deco Historic District, explore the bustling Little Havana, or lounge on the renowned South Beach. Miami's world-class dining, vibrant arts scene in Wynwood, and events like the Miami Carnival make it a city full of sun, fun, and culture.

Chicago

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

8 + 2 days £330 Fri 2 Apr – Mon 12 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Sat 10/04 · £69 Go

Chicago → Punta Cana · Mon 12/04 · £135 Go

6 + 4 days £330 Fri 2 Apr – Mon 12 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Thu 8/04 · £69 Go

Chicago → Punta Cana · Mon 12/04 · £135 Go

5 + 5 days £330 Fri 2 Apr – Mon 12 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Wed 7/04 · £69 Go

Chicago → Punta Cana · Mon 12/04 · £135 Go

4 + 6 days £330 Fri 2 Apr – Mon 12 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Tue 6/04 · £69 Go

Chicago → Punta Cana · Mon 12/04 · £135 Go

5 + 2 days £330 Fri 2 Apr – Fri 9 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Wed 7/04 · £69 Go

Chicago → Punta Cana · Fri 9/04 · £135 Go

4 + 3 days £330 Fri 2 Apr – Fri 9 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Tue 6/04 · £69 Go

Chicago → Punta Cana · Fri 9/04 · £135 Go

7 + 3 days £330 Fri 2 Apr – Mon 12 Apr

Punta Cana → Miami · Fri 2/04 · £126 Go

Miami → Chicago · Fri 9/04 · £69 Go

Chicago → Punta Cana · Mon 12/04 · £135 Go

7 + 3 days £407 Fri 27 Nov – Mon 7 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Punta Cana · Mon 7/12 · £143 Go

6 + 4 days £415 Fri 27 Nov – Mon 7 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Mon 7/12 · £143 Go

5 + 2 days £429 Fri 27 Nov – Fri 4 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Fri 4/12 · £143 Go

5 + 5 days £429 Fri 27 Nov – Mon 7 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Mon 7/12 · £143 Go

8 + 2 days £429 Fri 27 Nov – Mon 7 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sat 5/12 · £69 Go

Chicago → Punta Cana · Mon 7/12 · £143 Go

4 + 3 days £441 Fri 27 Nov – Fri 4 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Fri 4/12 · £143 Go

4 + 6 days £441 Fri 27 Nov – Mon 7 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Mon 7/12 · £143 Go

7 + 7 days £456 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

6 + 8 days £464 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

12 + 2 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 9/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

11 + 3 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 8/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

10 + 4 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Mon 7/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

9 + 5 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sun 6/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

7 + 8 days £478 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

8 + 6 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sat 5/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

13 + 2 days £478 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 10/12 · £47 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

5 + 9 days £478 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

6 + 9 days £486 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

4 + 10 days £490 Fri 27 Nov – Fri 11 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Fri 11/12 · £192 Go

7 + 4 days £491 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

6 + 5 days £499 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

6 + 2 days £500 Fri 27 Nov – Sat 5 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Sat 5/12 · £228 Go

12 + 3 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 9/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

11 + 4 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 8/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

10 + 5 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Mon 7/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

5 + 10 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

8 + 7 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sat 5/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

9 + 6 days £500 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sun 6/12 · £69 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

4 + 11 days £512 Fri 27 Nov – Sat 12 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Sat 12/12 · £214 Go

9 + 2 days £513 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sun 6/12 · £69 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

8 + 3 days £513 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Sat 5/12 · £69 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

5 + 6 days £513 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

5 + 3 days £514 Fri 27 Nov – Sat 5 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Wed 2/12 · £69 Go

Chicago → Punta Cana · Sat 5/12 · £228 Go

4 + 7 days £525 Fri 27 Nov – Tue 8 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Tue 8/12 · £227 Go

4 + 4 days £526 Fri 27 Nov – Sat 5 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Tue 1/12 · £81 Go

Chicago → Punta Cana · Sat 5/12 · £228 Go

7 + 2 days £539 Fri 27 Nov – Sun 6 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Fri 4/12 · £47 Go

Chicago → Punta Cana · Sun 6/12 · £275 Go

6 + 3 days £547 Fri 27 Nov – Sun 6 Dec

Punta Cana → Miami · Fri 27/11 · £217 Go

Miami → Chicago · Thu 3/12 · £55 Go

Chicago → Punta Cana · Sun 6/12 · £275 Go