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choosechicago.com

https://www.choosechicago.com/

Chicago Things to Do, Events, Restaurants, Hotels & Vacation Planning

Explore iconic attractions, hidden gems, and travel guides. Plan the perfect Chicago trip!

tripadvisor.com

https://www.tripadvisor.com/Tourism-g35805-Chicago…

Plan Your Trip to Chicago: Best of Chicago Tourism

Save this place to a Trip, where you can track your faves and get personalized picks as you plan. Chicago’s got the big-city vibes you want, but friendly locals and a walkable layout make it homey and accessible all at the same time.

usnews.com

https://travel.usnews.com/Chicago_IL/Things_To_Do/

28 Best Things to Do in Chicago - U.S. News Travel

Must-visit attractions in Chicago include the Navy Pier, Wrigley Field, Second City, Skydeck Chicago, and of course, "The Bean." Find more fun things to do in Chicago.

expedia.com

https://www.expedia.com/Chicago.d178248.Destinatio…

Chicago Vacation Packages 2026 from $181 | Expedia

Discover accommodations in downtown Chicago, offering access to top-tier dining, cultural hotspots, and captivating entertainment. From Millennium Park to the Art Institute of Chicago, design your perfect itinerary and make unforgettable memories with ease through Expedia.

littlechicagoguide.com

https://littlechicagoguide.com/planning-a-trip-to-…

Planning a Trip to Chicago: How to Get Here, Where to Stay & More ...

Planning a trip to Chicago? This ultimate guide covers how to get here (Amtrak, O’Hare, Midway, Greyhound), the best neighborhoods to explore, and hotel recommendations for every budget.

travellemming.com

https://travellemming.com/chicago-itinerary/

I Planned This Chicago Itinerary for You - Travel Lemming

I’m a local, and I love showing friends and family everything Chicago has to offer when they come to town. I have the inside scoop and, in this itinerary, I’m going to detail exactly how you should spend your time on your trip. For short visits, I also wrote a 1 day Chicago itinerary.

trip.com

https://us.trip.com/travel-guide/destination/chica…

Chicago Travel Guide 2025: Top Attractions, Things to do & Itinerary ...

Ready to explore Chicago? Discover must-see sights, fun things to do, and where to stay. Find exclusive deals on hotels, tours, and attraction tickets. Plan it all on Trip.com!

nomadicmatt.com

https://www.nomadicmatt.com/travel-guides/united-s…

Chicago Budget Travel Guide (Updated 2025)

A comprehensive travel guide to Chicago with tips on things to do, costs, accommodation, ways to save, transportation, and more.

likelovedo.com

https://likelovedo.com/how-to-get-the-best-of-chic…

How to Get the Best of Chicago in a Single Short Trip

Chicago, perched on the shores of Lake Michigan, is one of the largest and most dynamic cities in the U.S. Known for its world-class art, iconic museums, rich history, and striking downtown parks, it can feel overwhelming to try to see it all in a short visit.

justinpluslauren.com

https://justinpluslauren.com/unique-things-to-do-i…

The Most Unique Things to Do in Chicago (You'll Only Find Them Here!)

Here are Chicago's hidden gems that you won't find anywhere else. These are prime reasons to visit Chicago over other cities in North America. Even if you're a first time visitor to the city, I recommend checking out these unique things to do in Chicago as they're among the best attractions and activities to experience while you're here. Jump to: Planning Your Trip to Chicago Unique Things to ...