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Chicago my kind of town!
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items I absolutely love Chicago! The food, architecture, history, lakefront, museums, zoo and nightlife make this city a must experience destination. If you stay downtown you are in walking distance of everything. Chicago has it all!
I highly recommend starting with a river cruise to get your bearings for this beautiful city. This cruise also gives you so fascinating history of the city.
Chicago River: 1.5-Hour Guided Architecture Cruise
As beautiful as the buildings are on the outside the insides are stunning as well and this tour takes you inside to see the beauty.
Chicago: Secret Interiors Architecture Walking Tour
What a great way to see the city. I have been on many tours and this one stands out as one of my favorites. Traveling along the lakefront was such a beautiful way to see the city.
Amazing Lakefront Segway Tour of Chicago
If you are in Chicago this is a must do! The Field Museum is one of the best in the world. I could spend a whole week here just exploring all the different areas. I tried to go at least twice a year and every time I go, I discover something new.
Chicago: Field Museum of Natural History Ticket or VIP Tour
This was so much fun and I highly recommend taking the water taxi from Michigan Avenue to Chinatown. It's such a special way of traveling and very cost-effective. The food was amazing and our tour guide was so knowledgeable. I had no idea all the idi...
Chicago: Taste of Chinatown Food and Cultural Walking Tour
This is such a beautiful way to spend an evening, especially if you were there on a Wednesday or Saturday night when they do the fireworks off of Navy pier you have front row seats.
Chicago by Night River and Lake Cruise
Did you know that there is a museum of ice cream right in the heart of downtown Chicago and you can take a tour and you can sample all the ice cream you want to eat what an amazing adventure.
Chicago: Museum of Ice Cream Entry Ticket
Oh my gosh, to say I loved this would be such an understatement. It literally gives you a bird's iview of the beautiful city of Chicago. It reminds me of soaring at Disney World, which is my favorite ride there.
Book Things To Do, Attractions, and Tours
Millennium Park is so much fun whether it be in the summer or the winter but the art Institute is the main draw here. Ranked amongst one of the best in the world while in Chicago, it is a must see.
Book Things To Do, Attractions, and Tours
Make sure when you're booking a hotel that you are right in the heart of everything Chicago is such a walkable town. You won't need a car. You can walk to shopping, dining museums, and the lakefront all from your hotel.
www.trivago.com - Compare hotel prices worldwide
Make sure when booking that you're booking a hotel right in the heart of the city this way you can walk to dining, shopping, the museums, and the lakefront and truly enjoy all the city has to offer
Hotels.com Hotel Search Downtown Chicago United States of America 2026-09-01 2026-09-30 2026-10-01 2026-10-31 adults 2 rooms 1 typeaheadcollationid 0b488fc1-0e61-46e7-8273-64a4d0e20f5b sort RECOMMENDED
Chicago has hands-down, the best food scene of any city in the United States, but make sure you make reservations the wait times can be very disappointing if you're not prepared.
Restaurant Reservation Availability
Always make reservations for dinner. Chicago has the most amazing food scene but without reservations it also has the most amazing wait times the restaurants are worth it, but I'd rather not have to wait. Make a reservation it'll make your trip so mu...
Right This Way
Great place to get great deals tickets for museums, sporting events, museums all in one spot and usually add a discount
Chicago Passes | Save up to 50%
Another fun way to spend an evening in Chicago making new friends seeing amazing architecture and fireworks and soaking up all that Chicago has to offer.
Chicago by Night: Skyline, Riverwalk & Navy Pier Lights
This is such a perfect way to spend an afternoon lunch and sightseeing all in the comfort of air-conditioned ship. The food was amazing and the views outstanding.
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This is a great way to get around town and avoid the crowds while seeing the beautiful skyline.
Chicago: Shoreline All Day Water Taxi
This is the best way to get to Chinatown Chicago. Miss the traffic and enjoy the views.
Dock Chinatown