- 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.
3.0-star property
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours ago
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.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours 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.
3.0-star property
Aloft Chicago Mag Mile
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours ago
Our customers tell us they can't get enough of Aloft Chicago Mag Mile's great location. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus an indoor pool and a restaurant.
Chicago Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
3.0-star property
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours ago
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.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours 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.
3.0-star property
Aloft Chicago Mag Mile
Downtown Chicago
9 Dec - 14 Dec
5 night stay
Dublin (DUB) to Chicago (ORD)
American Airlines • Direct • Coach
Chicago (ORD) to Dublin (DUB)
British Airways • Direct • Coach
per person
found 13 hours ago
Our customers tell us they can't get enough of Aloft Chicago Mag Mile's great location. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus an indoor pool and a restaurant.
More Chicago hotels
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €148 per night
€148
per night
31 Oct - 1 Nov
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.
Free WiFi
Restaurant
River Hotel
75 East Wacker Drive, Chicago, IL
The price is €143 per night
€143
per night
21 Nov - 22 Nov
0.81 km from city centre
Our customers tell us that they can't get enough of the helpful staff at River Hotel. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a restaurant and a gym. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
Club Quarters Hotel, Central Loop, Chicago
111 West Adams Street, Chicago, IL
The price is €145 per night
€145
per night
27 Oct - 28 Oct
0.29 km from city centre
Our customers tell us they can't get enough of Club Quarters Hotel, Central Loop, Chicago'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 a restaurant and a 24-hour gym. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €137 per night
€137
per night
30 Oct - 31 Oct
1.33 km from city centre
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.
Pool
Breakfast included
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
The price is €140 per night
€140
per night
27 Oct - 28 Oct
1.61 km from city centre
Our customers tell us they can't get enough of Warwick Allerton - Chicago's great location. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Enjoy features like a 24-hour gym, a bar and a 24-hour business centre.
Air conditioning
Gym
Hotel Felix River North/Magnificent Mile
111 W Huron St, Chicago, IL
The price is €129 per night
€129
per night
27 Oct - 28 Oct
1.59 km from city centre
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.
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.
Cheap flights to Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, 2 Nov - Mon, 4 Nov
JFK
New York
ORD
Chicago
€118 Return, found 3 days ago
€118
Return
found 3 days ago
Wed, 6 Nov - Wed, 13 Nov
LGA
New York
ORD
Chicago
€127 Return, found 3 days ago
€127
Return
found 3 days ago
Wed, 6 Nov - Wed, 13 Nov
EWR
New York
ORD
Chicago
€136 Return, found 6 days ago
€136
Return
found 6 days ago
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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.