22 days in Chicago & Boston Itinerary

Get out of town with these interesting Chicago side-trips: South Bend (Basilica of the Sacred Heart & Grotto of Our Lady Lourdes) and Lake County Historical Museum (in Crown Point). There's still lots to do: explore the world behind art at The Art Institute of Chicago, get curious at Field Museum, get up close and personal with brilliant marine life at Shedd Aquarium, and make a trip to The Magnificent Mile.

To find more things to do, traveler tips, other places to visit, and tourist information, you can read our Chicago travel route planner.

Jaipur, India to Chicago is an approximately 24-hour flight. You'll gain 11.5 hours traveling from Jaipur to Chicago due to the time zone difference. Expect much colder temperatures when traveling from Jaipur in April; daily highs in Chicago reach 17°C and lows reach 5°C. Finish your sightseeing early on the 8th (Mon) to allow enough time to fly to Boston.

Explore the numerous day-trip ideas around Boston: Cape Cod Beer (in Hyannis), The Breakers (in Newport) and Sandwich (Heritage Museums & Gardens & Sandwich Glass Museum). The adventure continues: admire the masterpieces at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, stroll the grounds of Mount Auburn Cemetery, and browse the different shops at Faneuil Hall Marketplace.

To find traveler tips, ratings, photos, and tourist information, read our Boston sightseeing planner.

Traveling by flight from Chicago to Boston takes 4 hours. Alternatively, you can drive; or take a bus. Traveling from Chicago to Boston, you'll lose 1 hour due to the time zone difference. In May, plan for daily highs up to 22°C, and evening lows to 11°C. Wrap up your sightseeing on the 19th (Fri) to allow time to fly back home.