14 days in Chicago & Kansas City Itinerary

14 days in Chicago & Kansas City Itinerary

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Route & dates

14 days in Chicago & Kansas City Itinerary

Start: Dubai
Fly:  16​h 30​min
1
Chicago
— 7 nights
Fly:  4​h 30​min
2
Kansas City
— 4 nights
Drive + Fly:  20​h 45​min
End: Dubai

7
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Get outdoors at Swallow Cliff Stairs and Springbrook Nature Center. Attractions like Lincoln Park Zoo and Museum of Science and Industry make great kid-friendly stops. Get out of town with these interesting Chicago side-trips: Prairie Wolf Slough (in Highland Park) and Little Red Schoolhouse (in Willow Springs). And it doesn't end there: explore the world behind art at The Art Institute of Chicago, meet the residents at Shedd Aquarium, make a trip to Skydeck Chicago - Willis Tower, and admire all the interesting features of Wrigley Field.

To see reviews, ratings, traveler tips, and more tourist information, use the Chicago trip planning site .

Dubai, United Arab Emirates to Chicago is an approximately 16.5-hour flight. You can also do a combination of shuttle and flight. The time zone difference when traveling from Dubai to Chicago is minus 10 hours. Traveling from Dubai in May, expect Chicago to be cooler, temps between 25°C and 13°C. Finish up your sightseeing early on the 8th (Wed) so you can travel to Kansas City.

Things to do in Chicago

Parks Wildlife Museums

Side Trips

Swallow Cliff Stairs, Little Red Schoolhouse, Prairie Wolf Slough, Springbrook Nature Center, Horseshoe Hammond
Highlights from your plan
The Magnificent Mile ©
The Magnificent Mile
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium

4
nights
Kansas City

Kansas City ©
The city meets the Great Plains in Kansas City City, Kansas.
Escape the urban bustle at Parkville Nature Sanctuary and Smithville Lake. Family-friendly places like Heritage Park and Gage Park will thrill your kids. Explore Kansas City's surroundings by going to Topeka (Brown v. Board of Education National Historic Site & Kansas Children's Discovery Center), Massachusetts Street (in Lawrence) and Weston (Holladay Distillery & Pirtle Winery). There's more to do: explore and take pictures at Children's Mercy Park and see the interesting displays at Cabela's.

To find more things to do, photos, and tourist information, you can read our Kansas City driving holiday website .

You can fly from Chicago to Kansas City in 4.5 hours. Alternatively, you can do a combination of bus and flight; or drive. Wrap up your sightseeing on the 12th (Sun) early enough to travel back home.

Things to do in Kansas City

Parks Nature Outdoors

Side Trips

Topeka, Weston, Parkville Nature Sanctuary, Heritage Park, Smithville Lake
Highlights from your plan
Holladay Distillery ©
Holladay Distillery
Pirtle Winery ©
Pirtle Winery
Smithville Lake ©
Smithville Lake

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