
Cheap Holidays to South Chicago
- Top deals for trips to South Chicago
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to South Chicago
Price found within the past 48 hours. Click for updated prices.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,631, price is now €1,379 per person
€1,379
per person
found 2 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
Arlo Chicago
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,623, price is now €1,383 per person
€1,383
per person
found 2 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.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,702, price is now €1,470 per person
€1,470
per person
found 2 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.

4.0-star property
The Blackstone, Autograph Collection
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,611, price is now €1,398 per person
€1,398
per person
found 2 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Blackstone, Autograph Collection. 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 24-hour gym.

4.0-star property
The Royal Sonesta Chicago Downtown
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,620, price is now €1,408 per person
€1,408
per person
found 2 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.
South Chicago Holiday Packages for 6-7 Nights
Price found within the past 48 hours. Click for updated prices.

4.5-star property
theWit Chicago, a Hilton Hotel
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,631, price is now €1,379 per person
€1,379
per person
found 2 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
Arlo Chicago
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,623, price is now €1,383 per person
€1,383
per person
found 2 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.

3.5-star property
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,702, price is now €1,470 per person
€1,470
per person
found 2 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.

4.0-star property
The Blackstone, Autograph Collection
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,611, price is now €1,398 per person
€1,398
per person
found 2 hours ago
Our customers tell us that they can't get enough of the helpful staff at The Blackstone, Autograph Collection. 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 24-hour gym.

4.0-star property
The Royal Sonesta Chicago Downtown
Downtown Chicago
2 Jan - 8 Jan
6 night stay
Helsinki (HEL) to Chicago (ORD)
Finnair • Coach
Chicago (ORD) to Helsinki (HEL)
American Airlines • Coach
Price was €1,620, price is now €1,408 per person
€1,408
per person
found 2 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.
Best South Chicago hotel deals for your holiday

Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €110 per night
€110
per night
8 Dec - 9 Dec
17.93 km from South Chicago
The free breakfast at Embassy Suites by Hilton Chicago Downtown River North gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as a free manager's reception, plus an indoor pool and a restaurant.
Uima-allas
Aamiainen sisältyy hintaan

Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
15.99 km from South Chicago
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

Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is €103 per night
€103
per night
7 Dec - 8 Dec
18.51 km from South Chicago
The shopping around Hilton Chicago/Magnificent Mile Suites gets high marks from our customers. During your stay, you're just a quick walk from Michigan Avenue. You'll find features such as free WiFi in public areas, plus a gym and a business centre.
Lemmikkiystävällinen
Ilmainen Wi-Fi

Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
The price is €95 per night
€95
per night
7 Dec - 8 Dec
17.8 km from South Chicago
Our customers tell us that they can't get enough of the sightseeing around Hilton Garden Inn Chicago Downtown/Magnificent Mile. During your stay, you're just a quick walk from Michigan Avenue. Enjoy features like free WiFi in public areas, plus an indoor pool and a restaurant.
Uima-allas
Lemmikkiystävällinen

citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
The price is €116 per night
€116
per night
11 Nov - 12 Nov
17.24 km from South Chicago
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

Freehand Chicago
19 East Ohio Street, Chicago, IL
The price is €97 per night
€97
per night
12 Nov - 13 Nov
17.88 km from South Chicago
Our customers tell us that they can't get enough of the helpful staff at Freehand Chicago. 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.
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 South Chicago
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
CAN
Guangzhou
ORD
Chicago
€947 Return, found 2 days ago
€947
Return
found 2 days ago
CAN
Guangzhou
ORD
Chicago
€981 Return, found 3 days ago
€981
Return
found 3 days ago
CAN
Guangzhou
ORD
Chicago
€1,126 Return, found 3 days ago
€1,126
Return
found 3 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.


