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
The Loop Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €849, price is now €569 per person
€569
per person
found 12 hours 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.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €906, price is now €617 per person
€617
per person
found 12 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Grand Vacations Club Chicago Magnificent Mile. 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.
2.0-star property
Chicago luxury home suites
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €2,929, price is now €2,019 per person
€2,019
per person
found 12 hours ago
During your stay at Chicago luxury home suites, you're just a quick walk from Michigan Avenue. This budget aparthotel has 3 apartments. Free WiFi and a Smart TV are available in each apartment.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
Lufthansa • Coach
Chicago (ORD) to Dublin (DUB)
Brussels Airlines • Coach
Price was €1,714, price is now €1,215 per person
€1,215
per person
found 13 hours 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.
4.5-star property
Pendry Chicago
Downtown Chicago
1 Feb - 6 Feb
5 night stay
Dublin (DUB) to Chicago (ORD)
TAP Portugal • Direct return • Coach
Price was €892, price is now €654 per person
€654
per person
found 12 hours ago
Our customers tell us they can't get enough of Pendry Chicago's great location. 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. 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
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is €154 per night
€154
per night
30 Dec - 31 Dec
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
Palmer House a Hilton Hotel
17 E Monroe St Chicago IL
The price is €131 per night
€131
per night
28 Dec - 29 Dec
0.36 km from The Loop
Our customers tell us they can't get enough of Palmer House a Hilton Hotel's great location. 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.
Pool
Spa
citizenM Chicago Downtown
80 East Wacker Place Chicago IL
The price is €108 per night
€108
per night
24 Dec - 25 Dec
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
Hilton Chicago
720 S Michigan Ave Chicago IL
The price is €132 per night
€132
per night
20 Dec - 21 Dec
1.29 km from The Loop
Our customers tell us they can't get enough of Hilton Chicago's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
Pool
Hot tub
The Royal Sonesta Chicago Downtown
71 E Wacker Dr Chicago IL
The price is €143 per night
€143
per night
28 Dec - 29 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
River Hotel
75 East Wacker Drive Chicago IL
The price is €93 per night
€93
per night
7 Dec - 8 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.
Pet-friendly
Free WiFi
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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Flights
Holiday Rentals
^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.