14 days in Chicago and Beyond Itinerary

14 days in Chicago and Beyond Itinerary

Created using Inspirock Chicago and Beyond trip itinerary planner

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Route & dates

14 days in Chicago and Beyond Itinerary

Start: New Delhi
Fly + Drive:  19​h
— 4 nights
Drive:  1​h 15​min
— 8 nights
Fly:  17​h 45​min
End: New Delhi


DeKalb ©
DeKalb is a city in DeKalb County, Illinois, United States. Attractions like Santa's Village Azoosment Park and Stade's Farm and Market make great kid-friendly stops. Venture out of the city with trips to Rockford (Discovery Center Museum & Anderson Japanese Gardens), Volcano Falls Adventure Park (in Loves Park) and St. Charles Public Library (in Saint Charles). And it doesn't end there: brush up on your knowledge of spirits at Whiskey Acres Distilling Co., stroll around Krape City Park, look for gifts at Kernel's Gourmet Popcorn & More, and steep yourself in history at Oscar Taylor Home.

Plan a DeKalb trip in moments using our itinerary builder.

New Delhi, India to DeKalb is an approximately 19-hour combination of flight and car. Traveling from New Delhi to DeKalb, you'll gain 11 hours due to the time zone difference. Prepare for cooler weather when traveling from New Delhi in October: high temperatures in DeKalb hover around 20°C and lows are around 7°C. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Chicago.

Things to do in DeKalb

Theme Parks Parks Fun & Games

Side Trips

Freeport, Rockford, Kernel's Gourmet Popcorn & More, St. Charles Public Library, Santa's Village Azoosment Park
Highlights from your plan
Santa's Village Azoosment Park ©
Santa's Village Azoosment Park
Discovery Center Museum ©
Discovery Center Museum
Krape Park ©
Krape Park


Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Attractions like Museum of Science and Industry and Navy Pier make great kid-friendly stops. Explore the numerous day-trip ideas around Chicago: First Division Museum at Cantigny (in Wheaton) and Chicago Botanic Garden (in Glencoe). There's still lots to do: explore the world behind art at The Art Institute of Chicago, enjoy breathtaking views from Skydeck Chicago - Willis Tower, admire the striking features of 360 Chicago Observation Deck, and don't miss a visit to The Magnificent Mile.

For maps, reviews, traveler tips, and tourist information, refer to the Chicago trip tool .

You can drive from DeKalb to Chicago in 1.5 hours. In October, plan for daily highs up to 21°C, and evening lows to 11°C. Finish your sightseeing early on the 14th (Mon) to allow enough time to travel back home.

Things to do in Chicago

Museums Parks Childrens Museums

Side Trips

Oak Park, First Division Museum at Cantigny, Chicago Botanic Garden
Highlights from your plan
The Art Institute of Chicago ©
The Art Institute of Chicago
Museum of Science and Industry ©
Museum of Science and Industry
Shedd Aquarium ©
Shedd Aquarium