5 days in Missouri Itinerary

5 days in Missouri Itinerary

Created using Inspirock Missouri sightseeing planner

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Route & dates

5 days in Missouri Itinerary

Start: Chicago
Fly:  3​h 15​min
1
Saint Louis
— 2 nights
Fly:  4​h
2
Kansas City
— 2 nights
Fly:  4​h 30​min
End: Chicago

2
nights
Saint Louis

Saint Louis ©
Test the local claim that Saint Louis is second only to Washington, D.C.
Escape the urban bustle at Sachs Butterfly House and Veterans Honor Park. Get a sense of the local culture at City Museum and Noboleis Vineyards. Explore the numerous day-trip ideas around Saint Louis: Augusta Winery (in Augusta) and New Haven (Pinckney Bend Distillery & Robller Vineyard). The adventure continues: take in the architecture and atmosphere at Cathedral Basilica of Saint Louis.

To see photos, ratings, reviews, and tourist information, use the Saint Louis trip website .

Chicago to Saint Louis is an approximately 3.5-hour flight. You can also do a combination of train and flight; or drive. Expect somewhat warmer weather when traveling from Chicago in December: highs in Saint Louis hover around 45°F, while lows dip to 29°F. Finish up your sightseeing early on the 25th (Wed) so you can travel to Kansas City.

Things to do in Saint Louis

Wineries Parks Wildlife

Side Trips

New Haven, Chesterfield, Augusta
Find places to stay Dec 23 — 25:
Highlights from your plan
City Museum ©
City Museum
Cathedral Basilica of Saint Louis ©
Cathedral Basilica of Saint Louis
Pinckney Bend Distillery ©
Pinckney Bend Distillery

2
nights
Kansas City

Kansas City ©
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.
Kick off your visit on the 26th (Thu): test your problem-solving skills at popular escape rooms, then brush up on your military savvy at National WWI Museum and Memorial, then admire the masterpieces at The Nelson-Atkins Museum of Art, and finally sample the tasty concoctions at Cinder Block Brewery. On your second day here, learn about winemaking at Pirtle Winery, sample the fine beverages at Holladay Distillery, and then learn about winemaking at Jowler Creek Winery.

Ask Inspirock to suggest an itinerary and make planning a trip to Kansas City fast, fun, and easy.

Traveling by flight from Saint Louis to Kansas City takes 4 hours. Alternatively, you can drive; or take a bus. In December, daytime highs in Kansas City are 44°F, while nighttime lows are 28°F. Wrap up your sightseeing on the 27th (Fri) early enough to travel back home.

Things to do in Kansas City

Museums Wineries Breweries & Distilleries

Side Trips

Weston, Cinder Block Brewery, Jowler Creek Winery
Find places to stay Dec 25 — 27:
Highlights from your plan
National WWI Museum and Memorial ©
National WWI Museum and Memorial
The Nelson-Atkins Museum of Art ©
The Nelson-Atkins Museum of Art
Room Escape Games

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