8 days in Havana & Chicago Itinerary

8 days in Havana & Chicago Itinerary

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Route & dates

8 days in Havana & Chicago Itinerary

Start: Detroit, United States
Fly:  8 h 45 min
1
Havana, Cuba
— 3 nights
Fly:  8 h
2
Chicago, United States
— 4 nights
Fly:  4 h
End: Detroit, United States

3
nights
Havana, Cuba

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Your day-by-day itinerary now includes Cuba 360 Holidays. Next up on the itinerary: get to know the fascinating history of Malecón of Havana, pause for some photo ops at Neptune Statue, take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), and make a trip to Plaza de Armas.

For photos, traveler tips, other places to visit, and tourist information, go to the Havana road trip planner .

Detroit, USA to Havana is an approximately 9-hour flight. You can also do a combination of bus and flight; or do a combination of bus, car, and flight. Plan for somewhat warmer temperatures traveling from Detroit in July, with highs in Havana at 90°F and lows at 72°F. Wrap up your sightseeing on the 24th (Fri) to allow time to travel to Chicago.

Things to do in Havana

Tours Historic Sites Outdoors
Find places to stay Jul 21 — 24:
Highlights from your plan
Walking tours
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

4
nights
Chicago, United States

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Chicago is known for museums, parks, and nightlife. Your plan includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, take in the waterfront at Navy Pier, walk around Millennium Park, and take a stroll through The Magnificent Mile.

To see photos, other places to visit, reviews, and more tourist information, read our Chicago trip planner.

Traveling by flight from Havana to Chicago takes 8 hours. Alternatively, you can do a combination of flight and train. The time zone difference moving from Cuba Standard Time to Central Standard Time is minus 1 hour. In July, Chicago is a bit cooler than Havana - with highs of 83°F and lows of 67°F. Cap off your sightseeing on the 28th (Tue) early enough to travel back home.

Things to do in Chicago

Museums Childrens Museums Parks

Side Trip

Frank Lloyd Wright's Unity Temple
Find places to stay Jul 24 — 28:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

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