5 days in DeLand & Chicago Itinerary

5 days in DeLand & Chicago Itinerary

Created using Inspirock United States travel route planner

Make it your trip
Drive
1
DeLand
— 1 day
Fly
2
Chicago
— 4 nights
Fly

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DeLand

— 1 day
DeLand is a city in the U.S. state of Florida. On the 10th (Thu), deepen your understanding at Stetson University and then surround yourself with nature on Blue Heron River Tours Inc.

For ratings, photos, other places to visit, and other tourist information, read our DeLand online tour planner.

Orlando to DeLand is an approximately 1-hour car ride. You can also take a train. Expect a daytime high around 89°F in June, and nighttime lows around 72°F. Finish your sightseeing early on the 10th (Thu) so you can fly to Chicago.

Things to do in DeLand

Outdoors · Tours · Wildlife
Find places to stay Jun 10 — 11:

Chicago

— 4 nights

Windy City

A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
You'll visit kid-friendly attractions like The Art Institute of Chicago and Lincoln Park Zoo. The adventure continues: walk around Millennium Park, take in panoramic vistas at 360 Chicago Observation Deck, get curious at Museum of Science and Industry, and admire the striking features of Skydeck Chicago - Willis Tower.

To see traveler tips, maps, photos, and tourist information, refer to the Chicago itinerary maker website.

Traveling by flight from DeLand to Chicago takes 6 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from DeLand to Chicago is minus 1 hour. Prepare for slightly colder weather when traveling from DeLand in June: high temperatures in Chicago hover around 81°F and lows are around 63°F. Cap off your sightseeing on the 14th (Mon) early enough to catch the flight back home.

Things to do in Chicago

Museums · Childrens Museums · Parks · Zoos & Aquariums
Find places to stay Jun 10 — 14: