12 days in Chicago & New York City Itinerary

12 days in Chicago & New York City Itinerary

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Route & dates

12 days in Chicago & New York City Itinerary

Start: Brussels
Fly:  11​h 15​min
1
Chicago
— 4 nights
Fly + bus:  4​h 45​min
2
New York City
— 5 nights
bus + Fly:  11​h 15​min
End: Brussels

4
nights
Chicago

Chicago ©
A huge and vibrant city, Chicago is home to top-notch theaters, shops, museums, galleries, and restaurants.
Step out of Chicago to go to Homer Glen and see Bengtson's Pumpkin Farm, which is approximately 42 minutes away. There's still lots to do: admire the masterpieces at The Art Institute of Chicago, see the interesting displays at The Field Museum, get your game on at Ragnarok Axe Throwing, and engage your brain at Museum of Science and Industry.

To see photos, where to stay, ratings, and tourist information, use the Chicago trip itinerary maker tool .

Brussels, Belgium to Chicago is an approximately 11.5-hour flight. You can also do a combination of train and flight. You'll gain 7 hours traveling from Brussels to Chicago due to the time zone difference. While traveling from Brussels, expect somewhat warmer days and about the same nights in Chicago, ranging from highs of 21°C to lows of 11°C. Finish your sightseeing early on the 19th (Sat) to allow enough time to travel to New York City.

Things to do in Chicago

Museums Parks Zoos & Aquariums

Side Trip

Bengtson's Pumpkin Farm
Highlights from your plan
Bengtson's Pumpkin Farm ©
Bengtson's Pumpkin Farm
The Art Institute of Chicago ©
The Art Institute of Chicago
Wrigley Field ©
Wrigley Field

5
nights
New York City

New York City ©
Writer Pearl Buck once called New York City “a place apart,” and this giant urban center remains unlike any other in the world.
New York City is known for museums, nightlife, shopping, historic sites, and parks. Your plan includes some of its best attractions: make a trip to Central Park, see the interesting displays at 9/11 Memorial, admire the striking features of Rockefeller Center, and enjoy breathtaking views from Empire State Building.

To see photos, reviews, where to stay, and tourist information, read New York City day trip planner .

You can do a combination of flight and bus from Chicago to New York City in 5 hours. Alternatively, you can fly; or drive. You'll lose 1 hour traveling from Chicago to New York City due to the time zone difference. Plan for somewhat warmer nights when traveling from Chicago in October since evenings lows in New York City dip to 16°C. Finish up your sightseeing early on the 25th (Fri) so you can travel back home.

Things to do in New York City

Museums Parks Historic Sites
Highlights from your plan
Central Park ©
Central Park
Empire State Building ©
Empire State Building
The Metropolitan Museum of Art ©
The Metropolitan Museum of Art

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