Puptown Dog Park

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theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,322, price is now €774 per person
€774
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,011 reviews)
Our guests that are not from Chicago there should be some sort of a quick tips handout that gives an overview of the events that are taking place over the next week popular restaurants things that are within walking distance of the hotel

Reviewed on 20 Oct 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was €1,334, price is now €882 per person
€882
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (721 reviews)
When I visit Chicago again I’m coming back the ladies on night shift front desk made my stay welcome!!!

Reviewed on 22 Oct 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was €1,208, price is now €814 per person
€814
per person
1 Dec - 7 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Everything was amazing. I will definitely be back!

Reviewed on 23 Oct 2025

Tours & day trips

See all 163 activities
Architecture River Tour

Architecture River Tour

Activity duration is 1 hour and 15 minutes
9.6 out of 10 with 1489 reviews
Free cancellation available
Price is €42 per adult
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Private & custom tours

See all 38 activities
Eastside Chicago The Heist Exploration Game and Tour

Eastside Chicago The Heist Exploration Game and Tour

Activity duration is 1 hour and 35 minutes
Free cancellation available
Price is €8 per adult*
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Food, drink & nightlife

See all 26 activities
Chicago: Architecture Boat Tour with Drinks

Chicago: Architecture Boat Tour with Drinks

Activity duration is 1 hour and 30 minutes
9.0 out of 10 with 20 reviews
Free cancellation available
Price is €36 per adult
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Adventure & outdoor

See all 14 activities
Chicago: Two Flight Indoor Skydiving Experience

Chicago: Two Flight Indoor Skydiving Experience

Activity duration is 1 hour
10.0 out of 10 with 1 review
Free cancellation available
Price is €88 per traveller
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Attractions

See all 14 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 30 minutes
8.4 out of 10 with 672 reviews
Free cancellation available
Price is €25 per adult
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Popular places to visit

Montrose Harbor featuring bird life and a bay or harbour

Montrose Harbor

With trails, a beach and a bird sanctuary, this spacious city harbor is a good place to sail from and a great place to hang out.

Montrose Harbor
Montrose Beach featuring a city, a coastal town and a beach

Montrose Beach

Soak up the sun with views of Lincoln Park and Lake Michigan at this city beach known for its fun sports and extensive amenities.

Montrose Beach
Hutchinson Street Historic District

Hutchinson Street Historic District

You can learn about the history of Chicago with a visit to Hutchinson Street Historic District. Experience the entertainment choices and acclaimed art galleries in this vibrant area.

Hutchinson Street Historic District
Swedish American Museum Center

Swedish American Museum Center

You can spend an afternoon exploring the galleries in Swedish American Museum Center during your travels in Chicago. Amble around this vibrant area's lakeside and enjoy its top-notch restaurants.

Swedish American Museum Center

Chicago Lakeshore Hospital

If Chicago Lakeshore Hospital is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Chicago Lakeshore Hospital

Louis A. Weiss Memorial Hospital

If Louis A. Weiss Memorial Hospital is what brings you to town, hopefully you'll have a chance to explore more of Chicago.

Louis A. Weiss Memorial Hospital

Top Hotel Deals

Uptown Studio Gem Sum

Uptown Studio Gem Sum

Chicago
Uptown Studio Gem Sum
The Guesthouse Hotel

The Guesthouse Hotel

4 out of 5
4872 N Clark St, Chicago, IL
The Guesthouse Hotel
Stylish and Roomy 2BR in Chicago

Stylish and Roomy 2BR in Chicago

Chicago
Stylish and Roomy 2BR in Chicago
The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave, Chicago, IL
The Majestic Hotel
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave, Chicago, IL
Wrigleyville Suites
Relaxing Chicago Studio

Relaxing Chicago Studio

Chicago
Relaxing Chicago Studio
Luxurious 3 Bedroom Apartment in Chicago

Luxurious 3 Bedroom Apartment in Chicago

Chicago
Luxurious 3 Bedroom Apartment in Chicago
Cozy studio in Andersonville Chicago

Cozy studio in Andersonville Chicago

Chicago
Cozy studio in Andersonville Chicago
Beautifully Set Up 2BR Space

Beautifully Set Up 2BR Space

Chicago
Beautifully Set Up 2BR Space
See all 3,914 properties in Puptown Dog Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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