The Loop Holidays

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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

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
The price is €95 per night
€95
includes taxes & fees
24 Nov - 25 Nov
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 Millennium Park. You'll find features such as free WiFi in public areas, plus 2 restaurants and 2 bars.
Free WiFi
Restaurant
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is €117 per night
€117
includes taxes & fees
22 Dec - 23 Dec
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.
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street, Chicago, IL
The price is €106 per night
€106
includes taxes & fees
22 Dec - 23 Dec
0.51 km from The Loop
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.
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
The price is €121 per night
€121
includes taxes & fees
25 Nov - 26 Nov
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
Hyatt Centric The Loop Chicago

Hyatt Centric The Loop Chicago

4 out of 5
100 W. Monroe St, Chicago, IL
The price is €128 per night
€128
includes taxes & fees
22 Dec - 23 Dec
0.39 km from The Loop
Our customers tell us they can't get enough of Hyatt Centric The Loop Chicago's great location. During your stay, you're just a quick walk from Millennium Park. Free WiFi in public areas, a restaurant and a 24-hour gym are available. This property offers pet-friendly amenities, such as food and water bowls.
Pet-friendly
Free WiFi
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

4 out of 5
71 E Wacker Dr, Chicago, IL
The price is €178 per night
€178
includes taxes & fees
22 Dec - 23 Dec
0.5 km from The Loop
The sightseeing around The Royal Sonesta Chicago Downtown gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. You'll find features such as a restaurant, a 24-hour gym and a bar.
Pet-friendly
Free WiFi
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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.

Fri, 6 Dec - Tue, 10 Dec
LAX
Los Angeles
ORD
Chicago
€207 Return, found 5 days ago
€207
Return
found 5 days ago
Select American Airlines flight, departing Fri, 6 Dec from Los Angeles to Chicago, returning Tue, 10 Dec, priced at €207 found 5 days ago
Fri, 6 Dec - Tue, 10 Dec
LAX
Los Angeles
MDW
Chicago
€253 Return, found 5 days ago
€253
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Dec from Los Angeles to Chicago, returning Tue, 10 Dec, priced at €253 found 5 days ago
Fri, 6 Dec - Tue, 10 Dec
LAX
Los Angeles
ORD
Chicago
€253 Return, found 5 days ago
€253
Return
found 5 days ago
Select Delta flight, departing Fri, 6 Dec from Los Angeles to Chicago, returning Tue, 10 Dec, priced at €253 found 5 days ago

Holiday ideas like The Loop vacations

Other holiday destinations

^Savings based on all package bookings with Flight + Hotel made on ebookers.ie from 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.