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.
3.5-star property
The Buckingham Hotel
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours ago
The Buckingham Hotel's great location gets high marks from our customers. During your stay, you're just a quick walk from Willis Tower. Features include a coffee shop/cafe, a snack bar/deli and a 24-hour business centre.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 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.
4.0-star property
Level Chicago Fulton Market
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours ago
During your stay at Level Chicago Fulton Market, you're just a quick walk from Milwaukee Avenue. Free WiFi in public areas, a business centre and concierge services are available. This property offers pet-friendly amenities, such as an off-lead area.
The Loop Holiday Packages for 3 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Arlo Chicago
Downtown Chicago
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 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
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 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 Royal Sonesta Chicago Downtown
Downtown Chicago
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 hours ago
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.
4.0-star property
The Emily Hotel
Downtown Chicago
26 May - 29 May
3 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 11 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.
The Loop Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
The Royal Sonesta Chicago River North
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours ago
Our customers tell us they can't get enough of The Royal Sonesta Chicago River North's great location. During your stay, you're just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Level Chicago – Old Town
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours 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.
4.0-star property
The Emily Hotel
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 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
Hotel Felix River North/Magnificent Mile
Downtown Chicago
26 May - 31 May
5 night stay
Helsinki (HEL) to Chicago (ORD)
Icelandair • Direct return • Coach
per person
found 10 hours ago
Hotel Felix River North/Magnificent Mile's great location 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 24-hour gym and a bar.
Best The Loop hotel deals for your holiday
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is €212 per night
€212
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
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €148 per night
€148
includes taxes & fees
3 May - 4 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 €151 per night
€151
includes taxes & fees
11 May - 12 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
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
The price is €214 per night
€214
includes taxes & fees
1 May - 2 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
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €139 per night
€139
includes taxes & fees
1 May - 2 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
L7 Chicago by LOTTE
225 N Wabash Ave, Chicago, IL
The price is €170 per night
€170
includes taxes & fees
11 May - 12 May
0.4 km from The Loop
The shopping around L7 Chicago by LOTTE gets high marks from our customers. During your stay, you're just a quick walk from Chicago Riverwalk. 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
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
€223 Return, found 1 day ago
€223
Return
found 1 day ago
LAX
Los Angeles
ORD
Chicago
€223 Return, found 1 day ago
€223
Return
found 1 day ago
LAX
Los Angeles
ORD
Chicago
€259 Return, found 1 day ago
€259
Return
found 1 day 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.