12 days in New Haven, Chicago & Cleveland Itinerary

Explore the numerous day-trip ideas around New Haven: Westfield (Grandmother's Garden & Stanley park), The Mark Twain House & Museum (in Hartford) and New Britain (New Britain Museum of American Art & Alvarium Beer Company).

For maps, ratings, photos, and tourist information, you can read our New Haven journey app.

Rio de Janeiro, Brazil to New Haven is an approximately 18.5-hour combination of flight and car. The time zone difference when traveling from Rio de Janeiro to New Haven is minus 2 hours. Prepare for little chillier weather when traveling from Rio de Janeiro in May: high temperatures in New Haven hover around 23°C and lows are around 11°C. Finish up your sightseeing early on the 11th (Thu) so you can catch the flight to Chicago.

Chicago is known for sightseeing, museums, and nightlife. Your trip includes some of its best attractions: explore the world behind art at The Art Institute of Chicago, learn more about the world around you at Field Museum, walk around Millennium Park, and get to know the resident critters at Lincoln Park Zoo.

To see ratings, other places to visit, maps, and other tourist information, refer to the Chicago trip itinerary planner.

You can fly from New Haven to Chicago in 3.5 hours. Other options are to drive; or do a combination of train and bus. The time zone difference when traveling from New Haven to Chicago is minus 1 hour. Expect a daytime high around 25°C in May, and nighttime lows around 13°C. Finish up your sightseeing early on the 16th (Tue) so you can catch the flight to Cleveland.

Kick off your visit on the 17th (Wed): see the interesting displays at A Christmas Story House, contemplate the long history of Wade Memorial Chapel, then explore the world behind art at The Cleveland Museum of Art, and finally pause for some photo ops at James A. Garfield Monument. Get ready for a full day of sightseeing on the next day: try to win big at JACK Cleveland Casino, then steep yourself in history at West Side Market, and then examine the collection at Rock & Roll Hall of Fame.

To find maps, photos, more things to do, and tourist information, use the Cleveland trip tool.

Getting from Chicago to Cleveland by flight takes about 3 hours. Other options: drive; or take a train. You'll lose 1 hour traveling from Chicago to Cleveland due to the time zone difference. In May, plan for daily highs up to 24°C, and evening lows to 14°C. Finish up your sightseeing early on the 19th (Fri) so you can catch the flight back home.