
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
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day 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
Swissotel - Chicago
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
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.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • 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 Oak 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.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
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.
The Loop Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.0-star property
Arlo Chicago
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day 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
Swissotel - Chicago
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
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.

4.0-star property
Level Chicago – Old Town
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • 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 Oak 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.

4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
Our customers tell us that they can't get enough of the comfortable beds at LondonHouse Chicago, Curio Collection by Hilton. During your stay, you're just a quick walk from Chicago Riverwalk. Features include free WiFi in public areas, plus 2 restaurants and 2 bars.

4.0-star property
The Allegro Royal Sonesta Hotel Chicago Loop
Downtown Chicago
10 Jul - 17 Jul
7 night stay
Helsinki (HEL) to Chicago (ORD)
United • Direct • Coach
Chicago (ORD) to Helsinki (HEL)
Lufthansa • Direct • Coach
per person
found 1 day ago
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.
Best The Loop hotel deals for your holiday

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €132 per night
€132
includes taxes & fees
11 May - 12 May
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.
Ilmainen Wi-Fi
Ravintola

River Hotel
75 East Wacker Drive, Chicago, IL
The price is €124 per night
€124
includes taxes & fees
26 May - 27 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.
Lemmikkiystävällinen
Ilmainen Wi-Fi

Fairmont Chicago at Millennium Park
200 North Columbus Drive, Chicago, IL
The price is €212 per night
€212
includes taxes & fees
9 May - 10 May
0.7 km from The Loop
Our customers tell us that they can't get enough of the sightseeing around Fairmont Chicago at Millennium Park. 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 bars and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
Kylpylä
Lemmikkiystävällinen

Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is €205 per night
€205
includes taxes & fees
11 May - 12 May
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.
Kylpylä
Lemmikkiystävällinen

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €116 per night
€116
includes taxes & fees
26 May - 27 May
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

The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
The price is €205 per night
€205
includes taxes & fees
11 May - 12 May
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
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
MDW
Chicago
€226 Return, found 5 days ago
€226
Return
found 5 days ago
LAX
Los Angeles
ORD
Chicago
€226 Return, found 5 days ago
€226
Return
found 5 days ago
LAX
Los Angeles
ORD
Chicago
€281 Return, found 2 days ago
€281
Return
found 2 days 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.