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
Hotel Riu Plaza Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'008, price is now CHF 653 per person
CHF 653
per person
found 16 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'977, price is now CHF 1'202 per person
CHF 1'202
per person
found 16 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
theWit Chicago, a Hilton Hotel
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 998, price is now CHF 666 per person
CHF 666
per person
found 16 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.
4.0-star property
The Emily Hotel
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'279, price is now CHF 868 per person
CHF 868
per person
found 16 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.
4.5-star property
Pendry Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'049, price is now CHF 715 per person
CHF 715
per person
found 16 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.
South Loop Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'008, price is now CHF 653 per person
CHF 653
per person
found 16 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.
5.0-star property
Trump International Hotel & Tower Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'977, price is now CHF 1'202 per person
CHF 1'202
per person
found 16 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
theWit Chicago, a Hilton Hotel
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 998, price is now CHF 666 per person
CHF 666
per person
found 16 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.
4.0-star property
The Emily Hotel
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'279, price is now CHF 868 per person
CHF 868
per person
found 16 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.
4.5-star property
Pendry Chicago
Downtown Chicago
20 Feb - 27 Feb
7 night stay
Zürich (ZRH) to Chicago (ORD)
British Airways • Direct return • Coach
Price was CHF 1'049, price is now CHF 715 per person
CHF 715
per person
found 16 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.
Best South Loop hotel deals for your holiday
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
The price is CHF 201 per night
CHF 201
31 Dec - 1 Jan 2026
includes taxes & fees
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 130 per night
CHF 130
26 Dec - 27 Dec
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
Homewood Suites by Hilton Chicago Downtown South Loop
59 E. 11th Street Chicago IL
The price is CHF 76 per night
CHF 76
5 Jan - 6 Jan 2026
includes taxes & fees
0.82 km from South Loop
The free breakfast at Homewood Suites by Hilton Chicago Downtown South Loop gets good marks from our customers. During your stay, you're just a quick walk from State Street. Free WiFi in public areas, a free manager's reception and a restaurant are available.
Pool
Frühstück inbegriffen
Hilton Garden Inn Chicago Downtown South Loop
55 E 11th Street Chicago IL
The price is CHF 68 per night
CHF 68
5 Jan - 6 Jan 2026
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
Travelodge by Wyndham Downtown Chicago
65 E Harrison St Chicago IL
The price is CHF 74 per night
CHF 74
11 Jan - 12 Jan 2026
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
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street Chicago IL
The price is CHF 89 per night
CHF 89
11 Jan - 12 Jan 2026
includes taxes & fees
1.49 km from South Loop
Our customers tell us they can't get enough of Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel's great location. During your stay, you're just a quick walk from State Street. Features include free WiFi in public areas, plus a restaurant and a 24-hour gym.
Kostenloses WLAN
Restaurant
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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^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.