Chicago Holidays
- Top Chicago holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top Chicago holiday packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Club Quarters Hotel Wacker at Michigan, Chicago
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €945, price is now €793 per person
€793
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Club Quarters Hotel Wacker at Michigan, Chicago. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
Thompson Chicago, by Hyatt
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €1,103, price is now €892 per person
€892
per person
found 1 day ago
Our customers tell us that they can't get enough of the shopping around Thompson Chicago, by Hyatt. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus 2 bars and a restaurant.
4.0-star property
Embassy Suites by Hilton Chicago Downtown River North
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €970, price is now €805 per person
€805
per person
found 1 day ago
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
3.0-star property
Hilton Garden Inn Chicago Downtown South Loop
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €1,012, price is now €864 per person
€864
per person
found 1 day ago
Hilton Garden Inn Chicago Downtown South Loop's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Chicago Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €940, price is now €718 per person
€718
per person
found 1 day ago
Our customers tell us they can't get enough of The Allegro Royal Sonesta Hotel Chicago Loop's great location. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a 24-hour gym, a bar and breakfast (surcharge). This property offers pet-friendly amenities, such as food and water bowls.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €1,035, price is now €768 per person
€768
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at theWit Chicago, a Hilton Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include 2 bars, a full-service spa and a restaurant.
4.0-star property
The Emily Hotel
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €1,194, price is now €903 per person
€903
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at The Emily Hotel. During your stay, you're just a quick walk from Milwaukee Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €1,054, price is now €817 per person
€817
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
31 Oct - 4 Nov
4 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Direct • Coach
Chicago (ORD) to Dublin (DUB)
United • Direct • Coach
Price was €937, price is now €728 per person
€728
per person
found 1 day ago
Hotel Felix River North/Magnificent Mile's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a 24-hour gym and a bar.
More Chicago hotels
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
0.69 km from city centre
Our customers tell us they can't get enough of Congress Plaza Hotel's great location. During your stay, you're just a quick walk from Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Hilton Chicago O'Hare Airport
O'Hare International Airport, Chicago, IL
The price is €214 per night
€214
18 Oct - 19 Oct
includes taxes & fees
25.24 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is €186 per night
€186
2 Oct - 3 Oct
includes taxes & fees
1.21 km from city centre
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is €161 per night
€161
20 Oct - 21 Oct
includes taxes & fees
2.17 km from city centre
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €156 per night
€156
22 Sept - 23 Sept
includes taxes & fees
0.73 km from city centre
The sightseeing around citizenM Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Free WiFi in public areas, a restaurant and a gym are available.
Free WiFi
Restaurant
Freehand Chicago
19 East Ohio Street, Chicago, IL
The price is €167 per night
€167
30 Sept - 1 Oct
includes taxes & fees
1.3 km from city centre
Our customers tell us that they can't get enough of the helpful staff at Freehand Chicago. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
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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^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.
