2 Star Hotels in Chicago

October 2026
November 2026

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

2 Star Hotels in Chicago

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Chicago on Hotels.com. These Chicago 2 Star Hotels consistently deliver on quality, location and traveler experience. Last updated on September 23, 2026.

1. The Den Hotel

The Den Hotel
Lakeview
CNY663
CNY778 total
includes taxes & fees
Sep 28 - Sep 29
The Den Hotel

2. Hampton Inn Chicago West Loop Fulton Market Area

Hampton Inn Chicago West Loop Fulton Market Area
Downtown Chicago
CNY1,378
CNY1,638 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Chicago West Loop Fulton Market Area

3. Travelodge by Wyndham Downtown Chicago

Travelodge by Wyndham Downtown Chicago
Downtown Chicago
CNY1,053
CNY1,252 total
includes taxes & fees
Sep 27 - Sep 28
Travelodge by Wyndham Downtown Chicago

4. Dorothy's

Dorothy's
Lakeview
CNY497
CNY818 total
includes taxes & fees
Sep 30 - Oct 1
Dorothy's

5. Best Western River North Hotel

Best Western River North Hotel
Downtown Chicago
CNY1,133
CNY1,347 total
includes taxes & fees
Sep 27 - Sep 28
Best Western River North Hotel

6. The Villa Toscana

The Villa Toscana
Lakeview
CNY602
CNY974 total
includes taxes & fees
Sep 30 - Oct 1
The Villa Toscana

7. Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC
Near West Side
CNY1,758
CNY2,090 total
includes taxes & fees
Oct 1 - Oct 2
Hampton Inn & Suites Chicago Medical District UIC

8. Hotel Chicago West Loop, SureStay Collection by Best Western

Hotel Chicago West Loop, SureStay Collection by Best Western
Near West Side
CNY1,177
CNY1,399 total
includes taxes & fees
Sep 27 - Sep 28
Hotel Chicago West Loop, SureStay Collection by Best Western

9. Holiday Inn Express Chicago - Magnificent Mile by IHG

Holiday Inn Express Chicago - Magnificent Mile by IHG
Downtown Chicago
CNY1,272
CNY1,512 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Chicago - Magnificent Mile by IHG

10. Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park
Bedford Park
CNY733
CNY861 total
includes taxes & fees
Oct 14 - Oct 15
Sleep Inn Midway Airport Bedford Park

11. Hampton Inn Chicago Downtown/Magnificent Mile

Hampton Inn Chicago Downtown/Magnificent Mile
Downtown Chicago
CNY1,303
CNY1,549 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Chicago Downtown/Magnificent Mile

12. Chicago Parthenon Hostel

Chicago Parthenon Hostel
Downtown Chicago
CNY698
CNY819 total
includes taxes & fees
Sep 29 - Sep 30
Chicago Parthenon Hostel

13. Villa Dubois Guest House

Villa Dubois Guest House
Bronzeville
CNY818
CNY961 total
includes taxes & fees
Sep 24 - Sep 25
Villa Dubois Guest House

14. Heart O' Chicago

Heart O' Chicago
Edgewater
CNY618
CNY725 total
includes taxes & fees
Sep 28 - Sep 29
Heart O' Chicago

15. Best Western Grant Park Hotel

Best Western Grant Park Hotel
Downtown Chicago
CNY1,380
CNY1,640 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Grant Park Hotel

16. Chicago Avenue Inn

Chicago Avenue Inn
Humboldt Park
CNY351
CNY791 total
includes taxes & fees
Oct 20 - Oct 21
Chicago Avenue Inn

17. ENVITAE Hotel

ENVITAE Hotel
Near North Side
CNY2,127
CNY3,903 total
includes taxes & fees
Sep 27 - Sep 28
ENVITAE Hotel

18. Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG
West Lawn
CNY1,017
CNY1,261 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Chicago – Midway Airport S by IHG

19. Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG
Bedford Park
CNY1,205
CNY1,416 total
includes taxes & fees
Sep 27 - Sep 28
Holiday Inn Express Hotel & Suites Chicago-Midway Airport by IHG

20. Carlton Inn Midway

Carlton Inn Midway
Archer Heights
CNY701
CNY823 total
includes taxes & fees
Sep 27 - Sep 28
Carlton Inn Midway
See more properties

Top neighborhoods in Chicago

The Loop

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

West Loop

West Loop has transformed from an industrial zone into Chicago's culinary playground. Former warehouses now house art galleries and design studios, while "Restaurant Row" sizzles with celebrity chef hotspots and craft breweries. Visitors can explore converted lofts, browse boutique shops, or relax in Mary Bartelme Park between food adventures. Getting around is a breeze with three transit stations including Racine and Clinton on the Green Line. Most attractions sit within easy walking distance along wide sidewalks and bike lanes. Accommodation options feature industrial-chic hotels with exposed brick and modern amenities, perfectly matching the neighborhood's creative energy.

Lincoln Park

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.
Photo by © City of Chicago

Wrigley Field

9.0/10 (11,704 reviews)
Why not catch an event at Wrigley Field, a major stadium in Lakeview. Let yourself be amazed at the art galleries in the area— your cultural tour starts here. If you think Wrigley Field is cool, you also might like United Center and Aragon Ballroom, both located nearby.
See properties
A Ferris wheel and a carousel at a fairground.

Navy Pier

9.0/10 (24,140 reviews)
If you want to give your credit card some exercise, head out to Navy Pier, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
See properties
A modern glass building with a curved roof, surrounded by a landscaped garden and a water feature.

McCormick Place

8.8/10 (9,822 reviews)
McCormick Place is worth a pic or two when discovering Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area.
See properties
A large stadium surrounded by a cityscape with modern buildings.
Photo by © City of Chicago

Soldier Field

8.8/10 (7,063 reviews)
Imagine soaking up the atmosphere at Soldier Field, a major stadium in Near South Side. Hotels.com travelers also like the art galleries, museums, and monuments in the area. If you think Soldier Field is cool, you also might like United Center and Wintrust Arena, both located nearby.
See properties
A large metallic sphere sculpture in a public square surrounded by tall buildings.
Photo by TM

Millennium Park

9.4/10 (30,446 reviews)
Millennium Park is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
See properties
A cityscape at night with illuminated buildings, a river, and a bridge.
Photo by TM

Chicago Riverwalk

9.6/10 (13,574 reviews)
Chicago Riverwalk is worth a pic or two when discovering Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here?
See properties
A city street at night with illuminated buildings, a snow-covered sidewalk, and light trails from moving vehicles.

Michigan Avenue

9.4/10 (15,813 reviews)
If you want to give your credit card some exercise, head out to Michigan Avenue, a popular place for shoppers in Downtown Chicago. Why not take a stroll along the riverfront and watch the sunset while you're here? It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at Shops at North Bridge, Water Tower Place, and 900 North Michigan Shops.
See properties
A large, modern building with a curved facade and multiple vertical windows.

United Center

8.8/10 (4,269 reviews)
Why not catch an event at United Center, a major stadium in Near West Side. Let yourself be amazed at the museums and art galleries in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.
See properties