Cheap Holidays to Near South Side
- Top deals for trips to Near South Side
- 3-night holiday deals
- 4-night holiday deals
- 5-night holiday deals
- 6 or 7-night holiday deals
Top deals for trips to Near South Side
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 1 day 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 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.
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 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.
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 1 day 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.
Near South Side 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 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.
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 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.
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 1 day 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 1 day 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 1 day 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.
Near South Side 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 1 day 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 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.
4.0-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 1 day 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 1 day 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 Near South Side hotel deals for your holiday
Sonder South Wabash
1419 South Wabash Avenue, Chicago, IL
The price is €120 per night
€120
includes taxes & fees
30 Apr - 1 May
0.87 km from Near South Side
Sonder South Wabash's great location gets high marks from our customers. During your stay, you're just a quick walk from State Street. You'll find features such as a gym and concierge services. This comfortable aparthotel has 61 apartments. Enjoy your stay with amenities like a kitchen and a washer/dryer in each apartment.
Keittiö
Pyykinpesukone
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
The price is €155 per night
€155
includes taxes & fees
30 Apr - 1 May
4 km from Near South Side
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
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
The price is €166 per night
€166
includes taxes & fees
30 Apr - 1 May
4.71 km from Near South Side
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
Swissotel - Chicago
323 E Wacker Dr, Chicago, IL
The price is €206 per night
€206
includes taxes & fees
3 May - 4 May
3.29 km from Near South Side
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
Crowne Plaza Chicago West Loop by IHG
25 South Halsted Street, Chicago, IL
The price is €130 per night
€130
includes taxes & fees
4 May - 5 May
3.5 km from Near South Side
Our customers tell us that they can't get enough of the helpful staff at Crowne Plaza Chicago West Loop by IHG. During your stay, you're just a quick walk from University of Illinois Chicago. Features include free WiFi in public areas, plus a restaurant and a gym.
Lemmikkiystävällinen
Ilmainen Wi-Fi
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
The price is €148 per night
€148
includes taxes & fees
1 May - 2 May
2.02 km from Near South Side
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
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See all available properties in Near South Side
View all propertiesLowest 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 Near South Side
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
LAX
Los Angeles
MDW
Chicago
€223 Return, found 2 days ago
€223
Return
found 2 days ago
LAX
Los Angeles
ORD
Chicago
€223 Return, found 2 days ago
€223
Return
found 2 days ago
LAX
Los Angeles
ORD
Chicago
€259 Return, found 2 days ago
€259
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.