Find All Inclusive Resorts in Chicago
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Featured Chicago All Inclusive Resorts & Hotels
Pheasant Run Resort
4051 E Main Street, West Chicago, IL
Pheasant Run Resort features an indoor pool, an outdoor pool, and a gym. You can take advantage of free parking, along with an airport shuttle. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Other amenities at this family-friendly hotel include a sauna, free WiFi in public areas, and a hot tub.
Pool
Hot Tub
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
66 W Illinois St, Chicago, IL
$180 nightly
The price is $211 total per night
$211 total
Aug 21 - Aug 22
Total includes taxes and fees
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 breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Free WiFi
Hampton Inn & Suites Chicago Downtown
33 West Illinois Street, Chicago, IL
$169 nightly
The price is $199 total per night
$199 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, a fitness center, and valet parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pool
Breakfast included
Home2 Suites by Hilton Chicago River North
110 West Huron St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$178 nightly
The price is $209 total per night
$209 total
Aug 10 - Aug 11
Total includes taxes and fees
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 Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet friendly
Springhill Suites by Marriott Chicago Downtown/ River North
410 North Dearborn Street, Chicago, IL
$176 nightly
The price is $206 total per night
$206 total
Aug 24 - Aug 25
Total includes taxes and fees
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 Chicago Riverwalk and Michigan Avenue are located nearby.
Breakfast included
Free WiFi
Hyatt Place Chicago Midway Airport
6550 S Cicero Ave, Chicago, IL
$148 nightly
The price is $174 total per night
$174 total
Aug 10 - Aug 11
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions SeatGeek Stadium and Bridgeport Art Center are located nearby.
Pool
Free airport shuttle
Fairfield Inn & Suites Chicago Downtown/River North
60 W Illinois St, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$165 nightly
The price is $194 total per night
$194 total
Aug 21 - Aug 22
Total includes taxes and fees
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 Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Free WiFi
Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical
201 East Walton Place, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $161 total per night
$161 total
Aug 19 - Aug 20
Total includes taxes and fees
Book a stay at this 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 Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet friendly
Hampton Inn by Hilton Chicago-Midway Airport
6540 S Cicero Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $176 total per night
$176 total
Aug 11 - Aug 12
Total includes taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions SeatGeek Stadium and Chicago Ridge Shopping Mall are located nearby.
Breakfast included
Free airport shuttle
Home2 Suites by Hilton Chicago McCormick Place
123 E. CERMAK ROAD, Chicago, IL
$152 nightly
The price is $179 total per night
$179 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 3-star business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Soldier Field and Grant Park are located nearby.
Pool
Breakfast included
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
221 N Columbus Dr, Chicago, IL
Free Cancellation
$210 nightly
The price is $246 total per night
$246 total
Aug 17 - Aug 18
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
Pool
Pet friendly
Hyatt Regency Chicago
151 East Wacker Dr, Chicago, IL
$279 nightly
The price is $328 total per night
$328 total
Aug 21 - Aug 22
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Chicago. Enjoy free WiFi, 4 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Free WiFi
Restaurant
The Whitehall Hotel, BW Premier Collection
105 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $163 total per night
$163 total
Aug 24 - Aug 25
Total includes taxes and fees
Stay at this 3.5-star boutique hotel in Chicago. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Breakfast included
Pet friendly
LondonHouse Chicago, Curio Collection by Hilton
85 East Wacker Drive, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $218 total per night
$218 total
Aug 10 - Aug 11
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Spa
Free WiFi
Eurostars Magnificent Mile
660 North State Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $235 total per night
$235 total
Aug 10 - Aug 11
Total includes taxes and fees
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 Michigan Avenue and Chicago Riverwalk are located nearby.
Spa
Free WiFi
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $200 total per night
$200 total
Aug 18 - Aug 19
Total includes taxes and fees
Book a stay at this 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 Grant Park and Art Institute of Chicago are located nearby.
Free WiFi
Restaurant
Sofitel Chicago Magnificent Mile
20 E Chestnut St, Chicago, IL
$249 nightly
The price is $292 total per night
$292 total
Aug 10 - Aug 11
Total includes taxes and fees
Stay at this 4.5-star luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet friendly
Free WiFi
Le Méridien Essex Chicago
800 S Michigan Ave, Chicago, IL
$165 nightly
The price is $193 total per night
$193 total
Aug 24 - Aug 25
Total includes taxes and fees
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 Grant Park and Art Institute of Chicago are located nearby.
Pet friendly
Free WiFi
Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
$469 nightly
The price is $550 total per night
$550 total
Aug 7 - Aug 8
Total includes taxes and fees
Stay at this 5-star luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Pool
Spa
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 by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
$165 nightly
The price is $193 total per night from Aug 24 to Aug 25
$193 total
Aug 24 - Aug 25
Total includes taxes and fees
8.4/10 Very Good! (4,566 reviews)
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
511 North Columbus Drive, Chicago, IL
$202 nightly
The price is $237 total per night from Aug 24 to Aug 25
$237 total
Aug 24 - Aug 25
Total includes taxes and fees
8.2/10 Very Good! (2,746 reviews)
Palmer House a Hilton Hotel
17 E Monroe St, Chicago, IL
$198 nightly
The price is $229 total per night from Aug 21 to Aug 22
$229 total
Aug 21 - Aug 22
Total includes taxes and fees
8.2/10 Very Good! (1,819 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
- Pool
- Sauna
- Fitness center
Things to See and Do Near Your Chicago Resort
| Sights and Attractions | Distance from City |
| CIBC Theatre | 0.1 mi |
| Symphony Center | 0.2 mi |
| Chicago Symphony Orchestra | 0.2 mi |
| Montrose Harbor | 5.8 mi |
| Oak Brook Golf Course | 15.7 mi |
| The Glen Club | 17.7 mi |
| Six Flags Great America | 37.1 mi |
| Field Museum of Natural History | 1.2 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 Midway Airport (MDW), situated 8.6 mi from the city center. If that airport isn't convenient for your travel schedule, consider booking a flight into Chicago O'Hare Intl. Airport (ORD), which is 15.7 mi away from the city center.Chicago hotels essential information
Accommodation | 5,452 hotels |
|---|---|
Lowest Price | $161 |
Highest Price | $550 |
Popular hotels | Pheasant Run Resort |
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