West Side Cheap Holidays

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Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was €1,389, price is now €1,090 per person
€1,090
per person
4 May - 9 May
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very Good! (2,575 reviews)
the staff was very friendly and helpful in a number of areas. The coffee was good each morning and the food as well. The location is excellent and i would go back.

Reviewed on 4 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 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (3,438 reviews)
Everyone that we encountered at the hotel was so helpful and so nice.

Reviewed on 11 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 15 hours 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

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 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,285 reviews)
Stayed in the presidential suite. It was everything! Super clean and cozy. Would definitely stay again.

Reviewed on 11 Mar 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was €2,194, price is now €1,739 per person
€1,739
per person
4 May - 9 May
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,137 reviews)
Great location, clean and very nice restaurant and bar.

Reviewed on 9 Mar 2026

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Price found within the past 48 hours. Click for updated prices.
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Price was €2,180, price is now €2,087 per person
€2,087
per person
4 May - 9 May
found 15 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (1,001 reviews)
Great location, service, and gym

Reviewed on 24 Jan 2026

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.