5 days in Chicago & Kansas City Itinerary

5 days in Chicago & Kansas City Itinerary

Created using Inspirock United States holiday planner

Make it your trip
1
Chicago
— 1 night
Drive
2
Kansas City
— 3 nights
Drive

S M T W T F S
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Chicago

— 1 night

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Kick off your visit on the 11th (Thu): explore the world behind art at National Museum of Mexican Art, contemplate in the serene atmosphere at Shrine of the Christ's Passion, then kick back and relax at Whihala Beach, and finally walk around Jackson Bark - Dog Park. Here are some ideas for day two: admire the striking features of Frank Lloyd Wright's Robie House and then sample the tasty concoctions at Lagunitas Brewing Company.

To see traveler tips, ratings, and tourist information, use the Chicago travel itinerary planner.

Use the Route module to find travel options from your starting location to Chicago. In July, plan for daily highs up to 83°F, and evening lows to 67°F. Wrap up your sightseeing by early afternoon on the 12th (Fri) to allow time for travel to Kansas City.

Things to do in Chicago

Parks · Historic Sites · Beaches · Outdoors

Side Trips

Kansas City

— 3 nights

City of Fountains

The largest municipality in Missouri, Kansas City has an impressive array of world-class museums, shopping areas, and great places to eat, all of which attract tourism to the area.
Start off your visit on the 13th (Sat): browse the exhibits of Jesse James Birthplace Museum, let little ones run wild at Loose Park, then hunt for treasures at City Market, and finally stop by Power and Light District. Get ready for a full day of sightseeing on the next day: admire the local landmark of J.C. Nichols Memorial Fountain, then learn about winemaking at Pirtle Winery, then contemplate the long history of Union Station, and finally steep yourself in history at Thomas Hart Benton Home and Studio State Historic Site.

For maps, photos, ratings, and more tourist information, go to the Kansas City trip builder website.

Drive from Chicago to Kansas City in 9 hours. Alternatively, you can fly; or drive; or take a bus. When traveling from Chicago in July, plan for a bit warmer days in Kansas City, with highs around 89°F, while nights are about the same with lows around 72°F. Wrap up your sightseeing by early afternoon on the 15th (Mon) to allow time for travel back home.

Things to do in Kansas City

Historic Sites · Parks · Shopping · Nature

Side Trips