Chicago is a scenic place known for its skyscrapers, architecture, and riverfront. Nature lovers can explore top areas such as Millennium Park and Grant Park. Michigan Avenue and Soldier Field are other popular sights to see.
Cottages in Chicago
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Oct 2 - Oct 4Top 5 hotels in Chicago at a glance
- 1. Hotel Riu Plaza Chicago — 4-star hotel in Downtown Chicago. Guest rating: 9.4/10 — Exceptional.
- 2. Hyatt Regency Chicago — 4-star hotel in Downtown Chicago. Guest rating: 9.4/10 — Exceptional.
- 3. Travelodge by Wyndham Downtown Chicago — 2-star hotel in Downtown Chicago. Guest rating: 7.6/10 — Good.
- 4. River Hotel — 4-star hotel in Downtown Chicago. Guest rating: 8.8/10 — Excellent.
- 5. L7 Chicago by LOTTE — 4.5-star hotel in Downtown Chicago. Guest rating: 9.6/10 — Exceptional.
Cottages in Chicago
$189
$253 total
includes taxes & fees
Aug 31 - Sep 1
$224
$302 total
includes taxes & fees
Aug 30 - Aug 31
$115
$137 total
includes taxes & fees
Aug 30 - Aug 31
$140
$166 total
includes taxes & fees
Aug 9 - Aug 10
$197
$234 total
includes taxes & fees
Aug 9 - Aug 10
$135
$161 total
includes taxes & fees
Sep 7 - Sep 8
7. DoubleTree by Hilton Chicago - Magnificent Mile
DoubleTree by Hilton Chicago - Magnificent MileDowntown Chicago
$161
$191 total
includes taxes & fees
Aug 30 - Aug 31
$150
$210 total
includes taxes & fees
Sep 8 - Sep 9
$170
$202 total
includes taxes & fees
Aug 30 - Aug 31
10. Club Quarters Hotel, Central Loop, Chicago
Club Quarters Hotel, Central Loop, ChicagoDowntown Chicago
$127
$151 total
includes taxes & fees
Aug 9 - Aug 10
11. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
$212
$281 total
includes taxes & fees
Sep 7 - Sep 8
$178
$242 total
includes taxes & fees
Aug 30 - Aug 31
13. La Quinta Inn & Suites by Wyndham Chicago Downtown
La Quinta Inn & Suites by Wyndham Chicago DowntownDowntown Chicago
$143
$188 total
includes taxes & fees
Sep 8 - Sep 9
$173
$236 total
includes taxes & fees
Sep 8 - Sep 9
$170
$202 total
includes taxes & fees
Sep 7 - Sep 8
$143
$170 total
includes taxes & fees
Sep 7 - Sep 8
17. Homewood Suites by Hilton Chicago West Loop Fulton Mkt Area
Homewood Suites by Hilton Chicago West Loop Fulton Mkt AreaDowntown Chicago
$162
$192 total
includes taxes & fees
Aug 23 - Aug 24
18. Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Embassy Suites by Hilton Chicago Downtown Magnificent MileDowntown Chicago
$168
$258 total
includes taxes & fees
Aug 30 - Aug 31
19. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
$167
$199 total
includes taxes & fees
Sep 7 - Sep 8
$140
$166 total
includes taxes & fees
Aug 9 - Aug 10
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.
Photo by Polina Quick
Photo by throwingsofas
Photo by Katie Robinson
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.
Photo by © City of Chicago
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.
Photo by throwingsofas
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
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 Wrigley View Rooftop, both located nearby.
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?
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.
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?
Photo by © Cesar Russ Photography
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.
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?
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 art galleries and museums in the area too. If you think United Center is cool, you also might like Soldier Field and Wrigley Field, both located nearby.
Chicago and related destinations
Towering skyscrapers create a skyline that seems to rise straight from Lake Michigan's blue waters. The Art Institute houses masterpieces while Millennium Park's reflective 'Bean' sculpture distorts the city in delightful ways. Navy Pier offers carnival-like fun with a giant Ferris wheel providing spectacular views. Wrigley Field remains gloriously old-school, where ivy-covered walls and hand-turned scoreboards transport baseball fans to another era. Deep-dish pizza at local institutions sparks fierce debates about whose crust reigns supreme. The Chicago River's architecture boat tours reveal how the city rebuilt itself after the Great Fire. Field Museum's Sue, the world's most complete T-Rex, stares down visitors with 65-million-year-old intensity.
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