Puptown Dog Park

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Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,562, price is now €1,225 per person
€1,225
per person
4 May - 9 May
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Loved how it was next to all the things you might need during a stay A grocery store convenience store and even a Walgreens down the street

Reviewed on 12 Mar 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was €1,890, price is now €1,265 per person
€1,265
per person
4 May - 9 May
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Increíble hotel y desayuno

Reviewed on 12 Mar 2026

Sports Illustrated Resorts Chicago

Sports Illustrated Resorts Chicago

4.5 out of 5
Downtown Chicago
Price was €1,597, price is now €1,249 per person
€1,249
per person
4 May - 9 May
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,407 reviews)
Check in was quick and easy, room was clean and spacious

Reviewed on 9 Mar 2026

Tours & day trips

See all 191 activities
Flyover in Chicago

Flyover in Chicago

Activity duration is 30 minutes
9.8 out of 10 with 14 reviews
Free cancellation available
Price is €33 per adult
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Private & custom tours

See all 57 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
4.0 out of 10 with 2 reviews
Free cancellation available
Price is €8 per adult*
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Food, drink & nightlife

See all 27 activities
Chicago's Chinatown Food and Walking Tour

Chicago's Chinatown Food and Walking Tour

Activity duration is 3 hours
10.0 out of 10 with 263 reviews
Free cancellation available
Price is €69 per adult
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Classes & workshops

See all 23 activities
BYOB Spray Paint and Sip at Studio W.I.P.

BYOB Spray Paint and Sip at Studio W.I.P.

Activity duration is 1 hour and 30 minutes
9.8 out of 10 with 235 reviews
Free cancellation available
Price is €39 per adult
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Attractions

See all 19 activities
360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

Activity duration is 2 hours
8.6 out of 10 with 700 reviews
Free cancellation available
Price is €26 per adult
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Popular places to visit

Chicago_AragonBallroom_553248621563220754

Aragon Ballroom

Catch an event at Aragon Ballroom during your trip to Chicago. Amble around this vibrant area's lakeside or experience its acclaimed art galleries.

Aragon Ballroom
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 which includes motorcycle riding and street scenes

Hutchinson Street Historic District

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

Hutchinson Street Historic District
"Eternal Silence" is a monument in Chicago's Graceland Cemetery. It is a 10ft tall bronze sculpture set on and backdropped by black granite. Also referred to as the Statue of Death, it was created by American sculptor Lorado Taft in 1909. It is a monument to Dexter Graves, who brought the first colony to Chicago consisting of thirteen families who moved from Ashtabula, Ohio in 1831

Graceland Cemetery

Enjoy a stop at Graceland Cemetery, a landmark worth seeing in Chicago. Experience the entertainment choices and acclaimed theatre scene in this vibrant area.

Graceland Cemetery

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

Top Hotel Deals

Fabulous 6-bedroom Mansion in Chicago perfect for your getaway.

Fabulous 6-bedroom Mansion in Chicago perfect for your getaway.

Chicago IL
Fabulous 6-bedroom Mansion in Chicago perfect for your getaway.
The Guesthouse Hotel

The Guesthouse Hotel

4 out of 5
4872 N Clark St Chicago IL
The Guesthouse Hotel
Great Location-Beautiful Friendly Andersonville Neighborhood

Great Location-Beautiful Friendly Andersonville Neighborhood

Chicago IL
Great Location-Beautiful Friendly Andersonville Neighborhood
The Majestic Hotel

The Majestic Hotel

3 out of 5
528 W Brompton Ave Chicago IL
The Majestic Hotel
Relaxing Chicago Studio

Relaxing Chicago Studio

Chicago IL
Relaxing Chicago Studio
Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+

Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+

Chicago IL
Lakeview Lux - 20min to Wrigley - Free Parking - Sleeps 17+
Luxurious 3 Bedroom Apartment in Chicago

Luxurious 3 Bedroom Apartment in Chicago

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

Cozy studio in Andersonville Chicago

Chicago IL
Cozy studio in Andersonville Chicago
Wrigleyville Suites

Wrigleyville Suites

2 out of 5
3727 N Clifton Ave Chicago IL
Wrigleyville Suites
See all 4,061 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.