Chicago Beach Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Knickerbocker Chicago
Downtown Chicago
Price was €1,287, price is now €1,032 per person
€1,032
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (1,977 reviews)
Loved everything including location and food options. Great hotel.
Reviewed on 11 May 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,644, price is now €1,304 per person
€1,304
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Rooms a a little tired. Service at Toro is sub par
Reviewed on 11 May 2026
Eurostars Magnificent Mile
Downtown Chicago
Price was €1,279, price is now €1,102 per person
€1,102
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,506 reviews)
The panoramic room is the best because the views at night
Reviewed on 11 May 2026
The Westin Michigan Avenue Chicago
Downtown Chicago
Price was €1,299, price is now €1,126 per person
€1,126
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (1,135 reviews)
It was amazing stay the location was perfect. The bar and room clean safe . The staff is friendly on point. The door man friendly and informative on the city where to go to enjoy the Chicago lifestyle. I’m booking here again the hotel with Expedia.
Reviewed on 8 May 2026
Price found within the past 48 hours. Click for updated prices.
Four Seasons Hotel Chicago
Downtown Chicago
Price was €1,983, price is now €1,771 per person
€1,771
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
Loved our suite- gorgeous views! Great service and excellent location
Reviewed on 8 May 2026
Price found within the past 48 hours. Click for updated prices.
Millennium Hotel Knickerbocker Chicago
Downtown Chicago
Price was €1,287, price is now €1,032 per person
€1,032
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.6/10 Excellent! (1,977 reviews)
Loved everything including location and food options. Great hotel.
Reviewed on 11 May 2026
Fairmont Chicago at Millennium Park
Downtown Chicago
Price was €1,644, price is now €1,304 per person
€1,304
per person
18 Jun - 22 Jun
found 17 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.8/10 Excellent! (2,137 reviews)
Rooms a a little tired. Service at Toro is sub par
Reviewed on 11 May 2026
Millennium Hotel Knickerbocker Chicago
163 East Walton Place Chicago IL
Stay at this business-friendly hotel in Chicago. Enjoy free Wi-Fi, a 24-hour fitness centre and valet parking (surcharge). Our guests praise the helpful staff ...
8.6/10 Excellent! (1,996 reviews)
Staff is pleasant and helpful. The restaurant is wonderful and their staff excellant.
Reviewed on 12 May 2026
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl Chicago IL
Stay at this boutique hotel in Chicago. Enjoy free Wi-Fi, a fitness centre and parking (surcharge). Our guests praise the restaurant and the helpful staff in ...
8.4/10 Very Good! (3,991 reviews)
The Ultimate In a ALL around Beautiful Experience.The Breakfast Buffet,The Waiter And Bartender gave A1 Service At all times.The Food Was Top Notch Delicious.My Girlfriend absolutely Loved it and Took Plenty of pictures To remember and Share the Great memories At the Whitehall Hotel.
Reviewed on 12 May 2026
Chicago Lake Shore Hotel
4900 S Lake Shore Dr Chicago IL
Stay at this hotel in Chicago. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the overall value in their reviews. ...
6.8/10 (1,008 reviews)
This is an older 2 story property with great big refinished rooms with lake views. Daily attention to room turndown excellent! Front desk staff very nice. Location is wonderful with the highway close, biking path and water close, food a short walk, and museums a short drive. Parking is free. Downside ...
Reviewed on 11 May 2026
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
