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 €188 per night
€188
per night
14 May - 15 May
1.02 km from The Loop
Our customers tell us they enjoy Congress Plaza Hotel's good 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.
Breakfast available
Parking available
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive, Chicago, IL
The price is €177 per night
€177
per night
27 May - 28 May
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
Parking available
citizenM Chicago Downtown

citizenM Chicago Downtown

4 out of 5
80 East Wacker Place, Chicago, IL
The price is €173 per night
€173
per night
27 May - 28 May
0.48 km from The Loop
Our customers tell us that they can't get enough of the comfortable beds at citizenM Chicago Downtown. Free WiFi in public areas, a restaurant and a gym are available.
Breakfast available
Free WiFi
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 €156 per night
€156
per night
27 May - 28 May
0.51 km from The Loop
Our customers tell us that they can't get enough of the comfortable beds at Club Quarters Hotel, Central Loop, Chicago. During your stay, you're just a quick walk from Willis Tower. 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
Breakfast available
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
The price is €208 per night
€208
per night
27 May - 28 May
0.36 km from The Loop
Our customers tell us that they enjoy the helpful staff at Palmer House a Hilton Hotel. During your stay, you're just a quick walk from Millennium Park. You'll find features such as a full-service spa, an indoor pool and a restaurant.
Spa
Pool
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL
The price is €237 per night
€237
per night
27 May - 28 May
0.71 km from The Loop
Our customers tell us they can't get enough of Hyatt Regency Chicago's great location. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 4 restaurants and 2 bars.
Breakfast available
Parking available
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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.

Mon, 27 May - Tue, 4 Jun
LAX
Los Angeles
ORD
Chicago
€236 Return, found 3 days ago
€236
Return
found 3 days ago
Select American Airlines flight, departing Mon, 27 May from Los Angeles to Chicago, returning Tue, 4 Jun, priced at €236 found 3 days ago
Fri, 12 Jul - Mon, 15 Jul
LAX
Los Angeles
ORD
Chicago
€256 Return, found 4 days ago
€256
Return
found 4 days ago
Select Delta flight, departing Fri, 12 Jul from Los Angeles to Chicago, returning Mon, 15 Jul, priced at €256 found 4 days ago
Fri, 12 Jul - Mon, 15 Jul
LAX
Los Angeles
MDW
Chicago
€266 Return, found 4 days ago
€266
Return
found 4 days ago
Select Delta flight, departing Fri, 12 Jul from Los Angeles to Chicago, returning Mon, 15 Jul, priced at €266 found 4 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.