Compare HOTELS, RESORTS, AND RENTALS in Downtown Chicago, Chicago, Illinois, USA
About Downtown Chicago Vacation Rentals
There are more than 2450 places to stay in Downtown Chicago that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Downtown Chicago.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Downtown Chicago, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Downtown Chicago. Places to stay near Downtown Chicago are 738.86 ft² on average, with prices averaging GB £346 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Downtown Chicago with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Downtown Chicago, IL
Frequently Asked Questions About Downtown Chicago?
What are the top hotels or resorts in Downtown Chicago?
You have a lot of choices in or near Downtown Chicago. If you need a hotel in the Downtown Chicago area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Downtown Chicago:
- Best Location! Luxury 51st FL Amazing Views of Lake & City, Hotel-like Amenities
- Downtown Printer Row district Hotel style room
- Reliance King Suite at Staypineapple, An Iconic Hotel, The Loop
- Upscale Living, Deluxe King, The Chicago Hotel Collection Magnificent Mile
- 2 Connecting Suites at a 4.5⭐️ Hotel
- A Place You'll Surely Enjoy! Close to Chicago Vietnam Veterans Memorial
- City Center Luxury, Double Queen - The Chicago Hotel Collection Mag Mile
- The Chicago Hotel Collection, Mag Mile, Deluxe Double Queen - Premium Option
- The Langham, Chicago
- The Peninsula Chicago
How many hotels, resorts, or rentals are available in Downtown Chicago?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 2450 in the Downtown Chicago area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Downtown Chicago.
Nearby Neighborhood (16)
| Neighborhood | Property Count |
|---|---|
| Near North Side Hotel & Resort Deals in Chicago, Illinois | 784 |
| The Loop Hotel & Resort Deals in Chicago, Illinois | 761 |
| River North Hotel & Resort Deals in Chicago, Illinois | 446 |
| South Loop Hotel & Resort Deals in Chicago, Illinois | 387 |
| Near South Side Hotel & Resort Deals in Chicago, Illinois | 375 |
| Near West Side Hotel & Resort Deals in Chicago, Illinois | 354 |
| West Town Hotel & Resort Deals in Chicago, Illinois | 311 |
| Streeterville Hotel & Resort Deals in Chicago, Illinois | 202 |
| West Loop Hotel & Resort Deals in Chicago, Illinois | 201 |
| Lincoln Park Hotel & Resort Deals in Chicago, Illinois | 161 |
| University Village / Little Italy Hotel & Resort Deals in Chicago, Illinois | 110 |
| Old Town Hotel & Resort Deals in Chicago, Illinois | 56 |
| River West Hotel & Resort Deals in Chicago, Illinois | 51 |
| Gold Coast Hotel & Resort Deals in Chicago, Illinois | 46 |
| Magnificent Mile Hotel & Resort Deals in Chicago, Illinois | 4128 |
| Lakeshore East Hotel & Resort Deals in Chicago, Illinois | 735 |
