
Woodlawn Hotels, Chicago
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Check prices for these dates
Our top choices for Woodlawn hotels

1. Best Motel By OYO Chicago I-90
Best Motel By OYO Chicago I-90
2. Omni Chicago Hotel
Omni Chicago Hotel
3. theWit Chicago, a Hilton Hotel
theWit Chicago, a Hilton Hotel
4. Swissotel - Chicago
Swissotel - Chicago
5. The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection Ambassador Gold Coast
6. Hyatt Regency Chicago
Hyatt Regency Chicago
7. Eurostars Magnificent Mile
Eurostars Magnificent Mile
8. River Hotel
River Hotel
9. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by Hilton
10. Congress Plaza Hotel
Congress Plaza Hotel
11. Staypineapple, An Iconic Hotel, The Loop
Staypineapple, An Iconic Hotel, The Loop
12. Sports Illustrated Resorts Chicago
Sports Illustrated Resorts Chicago
13. Palmer House a Hilton Hotel
Palmer House a Hilton Hotel
14. Silversmith Hotel Chicago Downtown
Silversmith Hotel Chicago Downtown
15. The Godfrey Hotel Chicago
The Godfrey Hotel Chicago
16. Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel Chicago
17. Sheraton Grand Chicago Riverwalk
Sheraton Grand Chicago Riverwalk
18. Hotel 55 Chicago Downtown
Hotel 55 Chicago Downtown
19. Central Loop Hotel
Central Loop Hotel
20. The Royal Sonesta Chicago Downtown
The Royal Sonesta Chicago DowntownOur guide on where to stay in Woodlawn

Downtown Chicago
The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Magnificent Mile
An avenue brimming with superb shops and restaurants, the Magnificent Mile more than lives up to its name.

The Loop
Bordered roughly by the surrounding elevated train circuit, this Chicago neighborhood has restaurants, galleries, parks and a giant silver bean.

River North
Known for its fantastic nightlife, stunning river views and popular shops, there's plenty to explore in River North. Top attractions like Merchandise Mart and Bally's Casino Chicago are major draws. Catch the metro at Merchandise Mart Station or Chicago Station (Brown Line) to see more of the city.

Lincoln Park
Both a neighborhood and a park, this northern Chicago area has gorgeous scenery, residential streets lined with stately homes and extensive shopping and dining.
Top Woodlawn Hotel Reviews
Recent Reviews in Woodlawn
























































































