The Loop Holidays
- Top The Loop holiday packages
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top The Loop holiday packages
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 1 day ago
Level Chicago – Old Town'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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Kinzie Hotel
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 1 day ago
Kinzie Hotel's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. A free manager's reception, a restaurant and a gym are available. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
The Emily Hotel
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
The Loop Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
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.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 1 day ago
Level Chicago – Old Town'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 full-service spa and a 24-hour gym. This upmarket aparthotel has 35 apartments. Each apartment offers free WiFi and a kitchen.
4.0-star property
Kinzie Hotel
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
per person
found 1 day ago
Kinzie Hotel's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. A free manager's reception, a restaurant and a gym are available. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
The Emily Hotel
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
20 May - 25 May
5 night stay
Dublin (DUB) to Chicago (ORD)
British Airways • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
Trump International Hotel & Tower Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Free WiFi in public areas, a full-service spa and an indoor pool are available. This property offers pet-friendly amenities, such as food and water bowls.
The Loop Holidays
When you're finally ready to break free from the nine-to-five and discover The Loop's unique delights, ebookers will be right here to guide you to the ultimate deals on flights and accommodation.
With over 500 partner airlines and more than 500,000 properties around the world, it's easy to break-free from the everyday.
Would you like a little more peace of mind? If you find a better Flight + Package deal somewhere else within 48 hours pre check in, we guarantee we'll meet it and repay you the difference — that's our Price Guarantee.
The time is right now! Chase the wanderer within and never let go. Every destination is teeming with incredible surprises and new experiences, so let us help pull it all together.Terms and Conditions apply.
More The Loop hotels
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is €225 per night
€225
includes taxes & fees
4 Apr - 5 Apr
0.86 km from The Loop
The sightseeing around Swissotel - Chicago gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as 2 bars, a restaurant and a 24-hour gym.
Spa
Pet-friendly
River Hotel
75 East Wacker Drive, Chicago, IL
The price is €107 per night
€107
includes taxes & fees
13 Apr - 14 Apr
0.52 km from The Loop
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
L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
The price is €160 per night
€160
includes taxes & fees
14 Apr - 15 Apr
0.4 km from The Loop
The shopping around L7 Chicago by LOTTE gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. Features include 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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €108 per night
€108
includes taxes & fees
1 Apr - 2 Apr
1.02 km from The Loop
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 Art Institute of Chicago. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Free WiFi
Restaurant
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €121 per night
€121
includes taxes & fees
6 Apr - 7 Apr
0.48 km from The Loop
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
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
The price is €167 per night
€167
includes taxes & fees
6 Apr - 7 Apr
0.38 km from The Loop
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.
Pet-friendly
Air conditioning
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 The Loop
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LAX
Los Angeles
ORD
Chicago
€166 Return, found 4 days ago
€166
Return
found 4 days ago
LAX
Los Angeles
ORD
Chicago
€238 Return, found 5 days ago
€238
Return
found 5 days ago
LAX
Los Angeles
MDW
Chicago
€256 Return, found 3 days ago
€256
Return
found 3 days ago
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Flights
^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.