Southwest Side Holidays from AU$2,184

Book a Hotel + Flight or Car together to unlock savings

The Latest Southwest Side Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North
The Emily Hotel
Trump International Hotel & Tower Chicago
Park Hyatt Chicago
Level Chicago – Old Town

Our guide on where to stay in Southwest Side

Find the best Southwest Side areas and neighborhoods for the activities you enjoy most. Learn more about Southwest Side

Southwest Side Holiday

Southwest Side Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)

Our pick of the best Southwest Side Hotel Deals

The Wade

The Wade

4.5 out of 5
644 N Lake Shore Dr, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$271 per night from 2 Sept to 3 Sept
AU$271
2 Sept - 3 Sept
includes taxes & fees
The Wade
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is AU$354 per night from 15 Sept to 16 Sept
AU$354
15 Sept - 16 Sept
includes taxes & fees
Congress Plaza Hotel
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St, Chicago, IL
The price is AU$286 per night from 4 Sept to 5 Sept
AU$286
4 Sept - 5 Sept
includes taxes & fees
Embassy Suites by Hilton Chicago Downtown River North
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.

Discover the most popular places to visit in Southwest Side

What to do in Southwest Side

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.