6 days in Chicago Itinerary

6 days in Chicago Itinerary

Created using Inspirock Chicago trip planner

This plan was created by another user. Make it your plan

Route & dates

View / edit route

1
Chicago
— 5 nights

5
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll explore and learn at The Art Institute of Chicago and The Field Museum. Visiting Lincoln Park Zoo and Little Red Schoolhouse will get you outdoors. Get out of town with these interesting Chicago side-trips: Cowles Bog (in Chesterton) and Illinois Holocaust Museum & Education Center (in Skokie). Next up on the itinerary: take a stroll through The Magnificent Mile, take in the waterfront at Navy Pier, contemplate the long history of Ernest Hemingway Birthplace, and enjoy breathtaking views from Skydeck Chicago - Willis Tower.

To find traveler tips, reviews, where to stay, and tourist information, you can read our Chicago trip planning tool .

If you are flying in from Canada, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. In May, plan for daily highs up to 25°C, and evening lows to 13°C. Finish your sightseeing early on the 14th (Tue) so you can travel back home.

Things to do in Chicago

Museums Parks Shopping

Side Trips

Illinois Holocaust Museum & Education Center, Ernest Hemingway Birthplace, Cowles Bog, Little Red Schoolhouse
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Field Museum ©
Field Museum
Museum of Science and Industry ©
Museum of Science and Industry

Similar Plans

8 days in Chicago BY A USER FROM UNITED STATES April, teens, kids, culture, historic sites, museums, popular & hidden gems PREFERENCES: April, teens, kids, culture, historic sites, museums ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES July, outdoors, relaxing, romantic, beaches, museums, wildlife, fast-paced, popular & hidden gems PREFERENCES: July, outdoors, relaxing, romantic, beaches, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Fast-paced 7 days in Chicago BY A USER FROM UNITED STATES January, fast-paced, hidden gems PREFERENCES: January ATTRACTION STYLE: Hidden gems PACE: Fast-paced 8 days in New York City & Chicago BY A USER FROM AUSTRALIA December, teens, kids, popular & hidden gems PREFERENCES: December, teens, kids ATTRACTION STYLE: Popular & hidden gems PACE: Medium 10 days in Chicago BY A USER FROM MEXICO March, hidden gems PREFERENCES: March ATTRACTION STYLE: Hidden gems PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES December, culture, romantic, museums, shopping, popular & hidden gems PREFERENCES: December, culture, romantic, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Chicago BY A USER FROM UNITED STATES March, culture, romantic, historic sites, museums, shopping, popular & hidden gems PREFERENCES: March, culture, romantic, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES December, popular & hidden gems PREFERENCES: December ATTRACTION STYLE: Popular & hidden gems PACE: Medium 7 days in Chicago BY A USER FROM UNITED STATES January, romantic, popular sights PREFERENCES: January, romantic ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Chicago BY A USER FROM UNITED STATES March, outdoors, relaxing, romantic, historic sites, museums, wildlife, popular sights PREFERENCES: March, outdoors, relaxing, romantic, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM PANAMA December, popular sights PREFERENCES: December ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Chicago BY A USER FROM UNITED STATES January, popular sights PREFERENCES: January ATTRACTION STYLE: Popular sights PACE: Medium
View more plans