34 days in Chicago & Saint Louis Itinerary

34 days in Chicago & Saint Louis Itinerary

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Route & dates

34 days in Chicago & Saint Louis Itinerary

Start: Chicago
1
Chicago
— 28 nights
Fly:  3​h 15​min
2
Saint Louis
— 3 nights
3
Saint Louis
— 2 nights
Fly:  3​h 15​min
End: Chicago

28
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Explore Chicago's surroundings by going to Swallow Cliff Stairs (in Palos Park), Willow Springs (Little Red Schoolhouse & Centennial Bike Trail) and Oak Savannah Trail (in Griffith). Next up on the itinerary: admire the masterpieces at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, engage your brain at Field Museum, and take a leisurely stroll along Navy Pier.

For traveler tips, maps, photos, and other tourist information, read Chicago trip planner .

If you are flying in from Mongolia, the closest major airports are Chicago Midway International Airport, Chicago O'Hare International Airport and South Bend Regional Airport. Expect a daytime high around 30°C in September, and nighttime lows around 19°C. Finish your sightseeing early on the 13th (Sun) to allow enough time to travel to Saint Louis.

Things to do in Chicago

Parks Outdoors Museums

Side Trips

Milwaukee, South Bend, Oak Park, Saint Joseph, Wheaton
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Millennium Park ©
Millennium Park
Museum of Science and Industry ©
Museum of Science and Industry

3
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Kick off your visit on the 14th (Mon): make a trip to The Gateway Arch, then walk around Forest Park, and then pause for some serene contemplation at Cathedral Basilica of Saint Louis. On the 15th (Tue), you'll have a packed day of sightseeing: examine the collection at Cardinals Hall of Fame and Museum, explore and take pictures at Missouri Botanical Garden, then learn the secrets of beer at a beer tour and tasting, and finally relax in the rural setting at Grant's Farm.

For more things to do, where to stay, maps, and more tourist information, go to the Saint Louis road trip tool .

Fly from Chicago to Saint Louis in 3.5 hours. Alternatively, you can do a combination of train and flight; or drive. Expect a bit warmer weather when traveling from Chicago in October: highs in Saint Louis hover around 26°C, while lows dip to 11°C. Wrap up your sightseeing by early afternoon on the 16th (Wed) to allow enough time to travel to Saint Louis.

Things to do in Saint Louis

Parks Historic Sites Tours
Highlights from your plan
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
The Gateway Arch ©
The Gateway Arch
Missouri Botanical Garden ©
Missouri Botanical Garden

2
nights
Saint Louis

Saint Louis ©
Start off your visit on the 16th (Wed): ponder the world of politics at Old Courthouse and then test your team's savvy at popular escape rooms. Keep things going the next day: admire the masterpieces at Saint Louis Art Museum, meet the residents at Saint Louis Zoo, and then appreciate the extensive heritage of St. Charles Historic District.

To find traveler tips, reviews, where to stay, and tourist information, refer to the Saint Louis trip planner .

Wrap up your sightseeing on the 18th (Fri) early enough to travel back home.

Things to do in Saint Louis

Museums Childrens Museums Parks

Side Trip

St. Charles Historic District
Highlights from your plan
Saint Louis Art Museum ©
Saint Louis Art Museum
Saint Louis Zoo ©
Saint Louis Zoo
St. Charles Historic District ©
St. Charles Historic District

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