All-inclusive Resorts in Chicago, IL

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Featured Chicago All Inclusive Resorts & Hotels

Pheasant Run Resort

Pheasant Run Resort

3 out of 5
4051 E Main Street, West Chicago, IL, 60174
Pheasant Run Resort features an indoor pool, an outdoor pool, and a gym. Onsite parking is offered for a fee. The 24-hour front desk has multilingual staff ready to assist with luggage storage and securing valuables. Other amenities at this family-friendly hotel include a sauna, free WiFi in public areas, and a spa tub.
Pool
Free WiFi
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Featured hotels in Chicago with Free-Breakfast

Hyatt Place Chicago/River North

Hyatt Place Chicago/River North

3.5 out of 5
66 W Illinois St, Chicago, IL, 60654
Free Cancellation
The price is $205 per night
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 coffee shops/cafes. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Hyatt Place Chicago/River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hampton Inn & Suites Chicago Downtown

Hampton Inn & Suites Chicago Downtown

3 out of 5
33 West Illinois Street, Chicago, IL, 60654
The price is $209 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Hampton Inn & Suites Chicago Downtown, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Home2 Suites by Hilton Chicago River North

Home2 Suites by Hilton Chicago River North

3 out of 5
110 West Huron St, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $188 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the clean rooms and the family amenities in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Home2 Suites by Hilton Chicago River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Springhill Suites by Marriott Chicago Downtown/ River North

Springhill Suites by Marriott Chicago Downtown/ River North

3.5 out of 5
410 North Dearborn Street, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Springhill Suites by Marriott Chicago Downtown/ River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport

3 out of 5
6550 S Cicero Ave, Chicago, IL, 60638
The price is $161 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions SeatGeek Stadium and Chicago Ridge Shopping Mall are located nearby. Discover genuine guest reviews for Hyatt Place Chicago Midway Airport, in Bedford Park neighborhood, along with the latest prices and availability – book now.
Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North

3 out of 5
60 W Illinois St, Chicago, IL, 60654
Free Cancellation
Reserve now, pay when you stay
The price is $179 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Fairfield Inn & Suites Chicago Downtown/River North, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place, Chicago, IL, 60611
Free Cancellation
Reserve now, pay when you stay
The price is $159 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Navy Pier and Millennium Park are located nearby. Discover genuine guest reviews for Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hampton Inn by Hilton Chicago-Midway Airport

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave, Chicago, IL, 60638
Free Cancellation
Reserve now, pay when you stay
The price is $125 per night
Stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and the comfy beds in our reviews. Popular attractions SeatGeek Stadium and Chicago Ridge Shopping Mall are located nearby. Discover genuine guest reviews for Hampton Inn by Hilton Chicago-Midway Airport, in Bedford Park neighborhood, along with the latest prices and availability – book now.
Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place

3 out of 5
123 E. CERMAK ROAD, Chicago, IL, 60616
The price is $171 per night
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 4 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Home2 Suites by Hilton Chicago McCormick Place, in South Loop neighborhood, along with the latest prices and availability – book now.
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Featured hotels in Chicago with Free Wi-Fi

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr, Chicago, IL, 60601
Free Cancellation
The price is $234 per night
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Radisson Blu Aqua Hotel Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Hyatt Regency Chicago

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr, Chicago, IL, 60601
Free Cancellation
The price is $242 per night
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Hyatt Regency Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
The Whitehall Hotel

The Whitehall Hotel

4 out of 5
105 E Delaware Pl, Chicago, IL, 60611
Free Cancellation
Reserve now, pay when you stay
The price is $132 per night
Stay at this 4-star boutique hotel in Chicago. Enjoy free WiFi, breakfast, and a fitness center. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for The Whitehall Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive, Chicago, IL, 60601
Free Cancellation
Reserve now, pay when you stay
The price is $274 per night
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for LondonHouse Chicago, Curio Collection by Hilton, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street, Chicago, IL, 60654
The price is $200 per night
Stay at this 4-star spa hotel in Chicago. Enjoy free WiFi, a full-service spa, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Eurostars Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL, 60605
Free Cancellation
Reserve now, pay when you stay
The price is $199 per night
Stay at this 3.5-star business-friendly hotel in Chicago. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Congress Plaza Hotel, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St, Chicago, IL, 60611
Free Cancellation
Reserve now, pay when you stay
The price is $251 per night
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast, and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Sofitel Chicago Magnificent Mile, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
800 S Michigan Ave, Chicago, IL, 60605
Free Cancellation
Reserve now, pay when you stay
The price is $169 per night
Stay at this 4-star business-friendly hotel in Chicago. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Le Méridien Essex Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave, Chicago, IL, 60611
Free Cancellation
Reserve now, pay when you stay
The price is $394 per night
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Millennium Park and Navy Pier are located nearby. Discover genuine guest reviews for Trump International Hotel & Tower Chicago, in Downtown Chicago neighborhood, along with the latest prices and availability – book now.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Chicago Hotels

    Embassy Suites Chicago Downtown Magnificent Mile

    Embassy Suites Chicago Downtown Magnificent Mile

    511 North Columbus Drive, Chicago, IL, 60611
    The price is $229 per night from Oct 4 to Oct 5
    4.2/5 Very Good! (1,771 reviews)
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St, Chicago, IL, 60654
    The price is $195 per night from Oct 4 to Oct 5
    4/5 Very Good! (1,104 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St, Chicago, IL, 60603
    The price is $234 per night from Oct 28 to Oct 29
    4/5 Very Good! (1,250 reviews)

Chicago All-Inclusive Hotels and Resorts

If you're looking for a carefree vacation, you'll find 3150 lodging options, including 4 resorts in Chicago and the surrounding area. Take your pick of one of these highly-rated accommodations for your time in Chicago:

Chicago Club Inn & Suites: 3-star hotel

  • Indoor pool
  • Fitness center

The Buckingham Hotel

  • Pool
  • Sauna
  • Fitness center

Things to See and Do Near Your Chicago Resort

Sights and AttractionsDistance from City
Symphony Center 0.2 mi
Chicago Cultural Center 0.2 mi
James M. Nederlander Theatre 0.3 mi
The Glen Club 17.7 mi
Cog Hill Golf & Country Club 22 mi
Chevy Chase Country Club 24.3 mi
Six Flags Great America 37.1 mi
Field Museum of Natural History 1.1 mi
Chicago Children's Museum 1.3 mi

What Airport Should I Fly Into to Get to My Chicago Resort?

You can fly into Chicago O'Hare Intl. Airport (ORD), situated 15.7 mi from the city center. If that airport isn't convenient for your travel schedule, consider booking a flight into Chicago Midway Airport (MDW), which is 8.6 mi away from the city center.