9 days in Chicago & Indianapolis Itinerary

9 days in Chicago & Indianapolis Itinerary

Created using Inspirock United States journey planner

Plan created by another user.Make it yours

Route & dates

1
Chicago
— 4 nights
2
Indianapolis
— 4 nights

4
nights
Chicago

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, wander the streets of The Magnificent Mile, admire the landmark architecture of 360 Chicago Observation Deck, and make a trip to Skydeck Chicago - Willis Tower.

Use Inspirock's suggestions to plan your Chicago trip and find the best activities and attractions for your vacation.

Use the Route module to find travel options from your starting location to Chicago. In May in Chicago, expect temperatures between °F during the day and °F at night. Wrap up your sightseeing on the 19th (Wed) early enough to drive to Indianapolis.

Things to do in Chicago

Museums Parks Childrens Museums

Side Trip

Horseshoe Hammond
Find places to stay May 15 — 19:
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Skydeck Chicago - Willis Tower ©
Skydeck Chicago - Willis Tower

4
nights
Indianapolis

Indiana's capital and most populous city, Indianapolis is best known for its racecar events and impressive museums, and as the hometown of Kurt Vonnegut.
Explore the numerous day-trip ideas around Indianapolis: Cincinnati (St. Peter in Chains Cathedral & Beer Tastings & Tours) and Columbus (Bartholomew County Library & The Miller House and Garden). And it doesn't end there: join the crowd at Indianapolis Motor Speedway Museum, explore the engaging exhibits at Children's Museum of Indianapolis, don't miss a visit to USS Indianapolis Memorial, and contemplate in the serene atmosphere at Christ Church Cathedral.

For photos, traveler tips, reviews, and tourist information, refer to the Indianapolis sightseeing planner.

You can drive from Chicago to Indianapolis in 3.5 hours. Alternatively, you can fly; or take a bus. The time zone difference when traveling from Chicago to Indianapolis is 1 hour. In May, daytime highs in Indianapolis are °F, while nighttime lows are °F. Finish up your sightseeing early on the 23rd (Sun) so you can go by car back home.

Things to do in Indianapolis

Museums Historic Sites Parks

Side Trips

Cincinnati, Columbus
Find places to stay May 19 — 23:
Highlights from your plan
Beer Tastings & Tours
Indianapolis Motor Speedway Museum ©
Indianapolis Motor Speedway Museum
Indy Racing Experience ©
Indy Racing Experience

Similar Plans

10 days in Chicago, Philadelphia & Boston BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 11 days in Chicago, Kansas City & Richmond BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, hidden gems Preferences: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Hidden gems Pace: Medium 10 days in Chicago, Philadelphia & Boston BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular & hidden gems Preferences: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Fast-paced 13 days in United States BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, popular & hidden gems Preferences: July, culture, outdoors, relaxing, beaches, historic sites, museums, shopping Attraction style: Popular & hidden gems Pace: Medium 18 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 22 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 26 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 30 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 34 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 16 days in United States BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems Preferences: June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 42 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy 42 days in United States BY A USER FROM SWEDEN June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, slow & easy, popular & hidden gems Preferences: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife Attraction style: Popular & hidden gems Pace: Slow & easy
See more plans