Cheap Holidays to The Loop
- Top deals for trips to The Loop
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to The Loop
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Arlo Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,299, price is now €1,156 per person
€1,156
per person
found 17 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.
4.5-star property
Pendry Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,507, price is now €1,270 per person
€1,270
per person
found 17 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.
4.0-star property
The Emily Hotel
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,494, price is now €1,293 per person
€1,293
per person
found 17 hours 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.
4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,505, price is now €1,323 per person
€1,323
per person
found 17 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,387, price is now €1,223 per person
€1,223
per person
found 17 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.
The Loop Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Arlo Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,299, price is now €1,156 per person
€1,156
per person
found 17 hours ago
The sightseeing around Arlo Chicago 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 restaurant and a gym.
4.5-star property
Pendry Chicago
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,507, price is now €1,270 per person
€1,270
per person
found 17 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.
4.0-star property
The Emily Hotel
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,494, price is now €1,293 per person
€1,293
per person
found 17 hours 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.
4.0-star property
Hilton Chicago O'Hare Airport
O'Hare
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,505, price is now €1,323 per person
€1,323
per person
found 17 hours ago
Our customers tell us that they can't get enough of the helpful staff at Hilton Chicago O'Hare Airport. During your stay, you'll be connected to the airport and close to Allstate Arena. Free WiFi in public areas, a free round-trip airport shuttle and 2 restaurants are available.
3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
18 Dec - 22 Dec
4 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
Price was €1,387, price is now €1,223 per person
€1,223
per person
found 17 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.
Best The Loop hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €210 per night
€210
6 Nov - 7 Nov
includes taxes & fees
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.
Ilmainen Wi-Fi
Ravintola
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €116 per night
€116
19 Nov - 20 Nov
includes taxes & fees
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.
Ilmainen Wi-Fi
Ravintola
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
The price is €133 per night
€133
24 Nov - 25 Nov
includes taxes & fees
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.
Uima-allas
Kylpylä
Pendry Chicago
230 North Michigan Avenue, Chicago, IL
The price is €219 per night
€219
23 Nov - 24 Nov
includes taxes & fees
0.48 km from The Loop
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.
Lemmikkiystävällinen
Ilmainen Wi-Fi
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
The price is €140 per night
€140
25 Nov - 26 Nov
includes taxes & fees
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.
Lemmikkiystävällinen
Ilmastointi
The Royal Sonesta Chicago Downtown
71 E Wacker Dr, Chicago, IL
The price is €164 per night
€164
24 Nov - 25 Nov
includes taxes & fees
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.
Lemmikkiystävällinen
Ilmainen Wi-Fi
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.
HKG
Hong Kong SAR
ORD
Chicago
€1,130 Return, found 20 hours ago
€1,130
Return
found 20 hours ago
HKG
Hong Kong SAR
ORD
Chicago
€1,301 Return, found 20 hours ago
€1,301
Return
found 20 hours ago
HKG
Hong Kong SAR
ORD
Chicago
€1,402 Return, found 20 hours ago
€1,402
Return
found 20 hours ago
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^Savings based on all package bookings with Flight + Hotel made on ebookers.fi 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.