A river with a yellow boat, surrounded by tall buildings and a bridge.

2 Star Hotels in Chicago

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2 Star Hotels in Chicago

1. Travelodge by Wyndham Downtown Chicago

Downtown Chicago

$162

$192 total

includes taxes & fees

Sep 29 - Sep 30

2. Best Western Grant Park Hotel

Downtown Chicago

$179

$213 total

includes taxes & fees

Sep 29 - Sep 30

3. Hampton Inn Chicago West Loop Fulton Market Area

Downtown Chicago

$252

$299 total

includes taxes & fees

Sep 27 - Sep 28

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | View from room

4. Hampton Inn Chicago Downtown/Magnificent Mile

Downtown Chicago

$203

$242 total

includes taxes & fees

Sep 20 - Sep 21

5. Holiday Inn Express Chicago - Magnificent Mile by IHG

Downtown Chicago

$199

$237 total

includes taxes & fees

Sep 20 - Sep 21

6. ENVITAE Hotel | Studio Luxury Apartments

Near North Side

$258

$455 total

includes taxes & fees

Sep 27 - Sep 28

Comfort Apartment, City View | Living area

Business Apartment, City View | Living area

7. ENVITAE Hotel 4 Bedroom Luxury Apartments

Near North Side

$221

$470 total

includes taxes & fees

Sep 30 - Oct 1

Premier Apartment, City View | Living area

City Apartment, City View | Private kitchen

Premier Apartment, City View | In-room dining

8. ENVITAE Hotel

Near North Side

$320

$586 total

includes taxes & fees

Sep 27 - Sep 28

9. The Den Hotel

Lakeview

$104

$122 total

includes taxes & fees

Sep 21 - Sep 22

10. Sleep Inn Midway Airport Bedford Park

Bedford Park

$118

$139 total

includes taxes & fees

Oct 4 - Oct 5

Standard Room, 1 Double Bed, Non Smoking, Refrigerator & Microwave

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

Near West Side

$176

$209 total

includes taxes & fees

Sep 27 - Sep 28

Deluxe Suite, 1 King Bed, Non Smoking, Refrigerator (with Sofabed)

12. Best Western River North Hotel

Downtown Chicago

$178

$211 total

includes taxes & fees

Sep 28 - Sep 29

Room, 2 Queen Beds, Accessible (Roll-In Shower)

13. Hampton Inn & Suites Chicago Medical District UIC

Near West Side

$235

$279 total

includes taxes & fees

Sep 27 - Sep 28

14. Hampton Inn by Hilton Chicago-Midway Airport

Bedford Park

$140

$164 total

includes taxes & fees

Oct 4 - Oct 5

15. Holiday Inn Chicago – Midway Airport S by IHG

West Lawn

$152

$188 total

includes taxes & fees

Sep 27 - Sep 28

16. Dorothy's

Lakeview

$99

$152 total

includes taxes & fees

Sep 21 - Sep 22

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

Bedford Park

$188

$221 total

includes taxes & fees

Sep 27 - Sep 28

Double Room, Private Bathroom (Venetian) | Terrace/patio

18. The Villa Toscana

Lakeview

$114

$174 total

includes taxes & fees

Sep 20 - Sep 21

19. Heart O' Chicago

Edgewater

$105

$123 total

includes taxes & fees

Sep 13 - Sep 14

20. Grand House

West Town

$72

$118 total

includes taxes & fees

Oct 5 - Oct 6

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Top neighborhoods in Chicago

A river with yellow boats, a bridge, and tall buildings.

A nighttime cityscape with illuminated buildings and a bridge over a river.

A nighttime cityscape with illuminated skyscrapers and a river.

A city skyline with modern skyscrapers, a marina with boats, and a park with people walking.

A river with a bridge, modern buildings, and a historic tower.

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.

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A city street with a train passing overhead, cars, pedestrians, and a red brick building.

A river with boats, tall buildings, and a bridge.

A large, historic building with a central tower and multiple windows, located near a body of water.

A nighttime cityscape with illuminated buildings, a river, and a bridge.

A modern building with illuminated signage, surrounded by urban skyscrapers and a curved road with light trails.

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.

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A busy urban street at dusk with tall buildings, a historic tower, and pedestrians.

A city intersection with tall buildings, including a historic building labeled "Water Tower Place."

A cityscape with tall buildings, a prominent clock tower, and a busy intersection with moving vehicles.

A nighttime cityscape with illuminated skyscrapers and a prominent clock tower.

A cityscape with tall buildings, including a historic tower and modern skyscrapers.

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.

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A city skyline with modern skyscrapers, a parking lot, and a distinctive building with a geometric facade.

A cityscape with modern skyscrapers and a curved highway.

A cityscape with a mix of modern and older buildings, including a prominent red building with many windows and balconies.

A cityscape with a mix of modern and older buildings, a busy highway, and a large parking lot.

A cityscape with a prominent skyscraper, a dense urban area, and a clear sky.

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.

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A river with a city skyline in the background, surrounded by green trees and grass.

A city skyline with a river, green spaces, and a baseball field.

A city skyline with tall buildings, a frozen lake, and leafless trees in a park.

A city skyline with high-rise buildings, a calm river reflecting the structures, and a park with trees and a walking path.

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.

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Top landmarks in Chicago

An aerial view of a baseball stadium surrounded by urban buildings.

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.

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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?

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A large stadium surrounded by a cityscape with modern buildings.

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.

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A modern cityscape with tall buildings, a clear sky, and a tree-lined street.

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.

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A large metallic sphere sculpture in a public square surrounded by tall buildings.

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?

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A cityscape at night with illuminated buildings, a river, and a bridge.

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?

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A city street at night with illuminated buildings, a prominent tower, and decorated trees.

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, Harry Potter Shop Chicago, and Chicago Place Mall.

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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.

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