Cheap Holidays to South Loop
- Top deals for trips to South Loop
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to South Loop
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago - River North
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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.
5.0-star property
The Peninsula Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
South Loop Holiday Packages for 4 Nights
Price found within the past 48 hours. Click for updated prices.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
8 Sept - 12 Sept
4 night stay
Geneva (GVA) to Chicago (ORD)
LOT-Polish Airlines • Direct return • BusinessClass
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.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
8 Sept - 12 Sept
4 night stay
Geneva (GVA) to Chicago (ORD)
LOT-Polish Airlines • Direct return • BusinessClass
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
8 Sept - 12 Sept
4 night stay
Geneva (GVA) to Chicago (ORD)
LOT-Polish Airlines • Direct return • BusinessClass
per person
found 1 day 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.
5.0-star property
The Peninsula Chicago
Downtown Chicago
8 Sept - 12 Sept
4 night stay
Geneva (GVA) to Chicago (ORD)
LOT-Polish Airlines • Direct return • BusinessClass
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Nobu Hotel Chicago
Downtown Chicago
8 Sept - 12 Sept
4 night stay
Geneva (GVA) to Chicago (ORD)
LOT-Polish Airlines • Direct return • BusinessClass
per person
found 1 day ago
Nobu Hotel Chicago's great location gets high marks from our customers. During your stay, you'll be within walking distance of Michigan Avenue. Features include free WiFi in public areas, plus 2 restaurants and an indoor pool.
South Loop Holiday Packages for 5 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Level Chicago - River North
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Level Chicago - River North. During your stay, you're just a quick walk from Merchandise Mart. Enjoy features like free WiFi in public areas, plus a gym and concierge services. This property offers pet-friendly amenities, such as an off-lead area.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day 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.
5.0-star property
The Peninsula Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
found 1 day ago
The Peninsula Chicago's great location gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus 2 restaurants and a full-service spa. This property offers pet-friendly amenities, such as food and water bowls.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
24 Sept - 29 Sept
5 night stay
Zürich (ZRH) to Chicago (ORD)
Icelandair • Direct return • Coach
Save 100% on your flight
per person
just found
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
South Loop Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Felix River North/Magnificent Mile
Downtown Chicago
25 Oct - 1 Nov
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 17 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.
5.0-star property
Park Hyatt Chicago
Downtown Chicago
6 Sept - 12 Sept
6 night stay
Zürich (ZRH) to Chicago (ORD)
American Airlines • Return • PremiumEconomy
per person
found 1 day ago
Our customers tell us that they can't get enough of the helpful staff at Park Hyatt Chicago. During your stay, you'll be connected to a shopping centre and just a quick walk from Michigan Avenue. Features include free WiFi in public areas, plus a full-service spa and an indoor pool. This property offers pet-friendly amenities, such as food and water bowls.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
25 Oct - 1 Nov
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 17 hours ago
During your stay at Hotel Riu Plaza Chicago, you're just a quick walk from Michigan Avenue. Enjoy features like free breakfast and free WiFi in public areas, plus 2 bars.
4.5-star property
LondonHouse Chicago, Curio Collection by Hilton
Downtown Chicago
25 Oct - 1 Nov
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 17 hours 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
25 Oct - 1 Nov
7 night stay
Geneva (GVA) to Chicago (ORD)
American Airlines • Direct return • Coach
per person
found 17 hours 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 South Loop hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
1.5 km from South 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.
Kostenloses WLAN
Restaurant
Hilton Chicago
720 S Michigan Ave, Chicago, IL
The price is CHF 156 per night
CHF 156
2 Sept - 3 Sept
includes taxes & fees
1.2 km from South 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
Whirlpool
Travelodge by Wyndham Downtown Chicago
65 E Harrison St, Chicago, IL
The price is CHF 98 per night
CHF 98
25 Aug - 26 Aug
includes taxes & fees
1.41 km from South Loop
Our customers tell us that they can't get enough of the comfortable beds at Travelodge by Wyndham Downtown Chicago. During your stay, you're just a quick walk from State Street. You'll find features such as free WiFi in public areas, plus a restaurant and a coffee shop/cafe.
Kostenloses WLAN
Restaurant
Best Western Grant Park Hotel
1100 S Michigan Ave, Chicago, IL
The price is CHF 112 per night
CHF 112
2 Sept - 3 Sept
includes taxes & fees
0.85 km from South Loop
Our customers tell us that they can't get enough of the helpful staff at Best Western Grant Park Hotel. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Kostenloses WLAN
Restaurant
Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street, Chicago, IL
The price is CHF 129 per night
CHF 129
3 Sept - 4 Sept
includes taxes & fees
0.82 km from South Loop
Hilton Garden Inn Chicago Downtown South Loop's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. Enjoy features like free WiFi in public areas, plus a restaurant and a 24-hour gym.
Pool
Haustierfreundlich
Sentral Michigan Avenue
808 SOUTH MICHIGAN AVENUE, Chicago, IL
The price is CHF 192 per night
CHF 192
25 Aug - 26 Aug
includes taxes & fees
1.1 km from South Loop
Our customers tell us they can't get enough of Sentral Michigan Avenue's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus an indoor pool and a restaurant. This upmarket aparthotel has 92 apartments over 50 floors. Each apartment offers a kitchen and a washer/dryer.
Pool
Küche
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 South Loop
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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^Savings based on all package bookings with Flight + Hotel made on ebookers.ch 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.