Find All Inclusive Resorts in Chicago

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Sep 24 - Sep 25
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Featured Chicago All Inclusive Resorts & Hotels

Pheasant Run Resort

Pheasant Run Resort

2 out of 5
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 concierge services, dry cleaning/laundry, 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
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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
Free Cancellation
Reserve now, pay when you stay
$221 nightly
The price is $263 total per night
$263 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this 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

Hampton Inn & Suites Chicago Downtown

3 out of 5
33 West Illinois Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $250 total per night
$250 total
Sep 27 - Sep 28
Total with taxes and fees
Stay at this hotel in Chicago. Enjoy free breakfast, room service, and a fitness center. 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

Home2 Suites by Hilton Chicago River North

3 out of 5
110 West Huron St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $250 total per night
$250 total
Sep 27 - Sep 28
Total with 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 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

Springhill Suites by Marriott Chicago Downtown/ River North

3.5 out of 5
410 North Dearborn Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$240 nightly
The price is $285 total per night
$285 total
Oct 25 - Oct 26
Total with 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 Chicago Riverwalk and Michigan Avenue are located nearby.
Breakfast included
Free WiFi
Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport

3 out of 5
6550 S Cicero Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $229 total per night
$229 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Wintrust Sports Complex and SeatGeek Stadium are located nearby.
Pool
Breakfast included
Fairfield Inn & Suites Chicago Downtown/River North

Fairfield Inn & Suites Chicago Downtown/River North

3 out of 5
60 W Illinois St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$250 nightly
The price is $297 total per night
$297 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this 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

Sonesta ES Suites Chicago Downtown Magnificent Mile - Medical

3 out of 5
201 East Walton Place Chicago IL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $197 total per night
$197 total
Oct 23 - Oct 24
Total with 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

Hampton Inn by Hilton Chicago-Midway Airport

2.5 out of 5
6540 S Cicero Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $182 total per night
$182 total
Oct 25 - Oct 26
Total with 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 Wintrust Sports Complex and SeatGeek Stadium are located nearby.
Breakfast included
Free airport shuttle
Home2 Suites by Hilton Chicago McCormick Place

Home2 Suites by Hilton Chicago McCormick Place

3 out of 5
123 E. CERMAK ROAD Chicago IL
$237 nightly
The price is $278 total per night
$278 total
Oct 15 - Oct 16
Total with taxes and fees
Book a stay at this 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
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See all available properties in Chicago
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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
Free Cancellation
$289 nightly
The price is $344 total per night
$344 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this 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

Hyatt Regency Chicago

4 out of 5
151 East Wacker Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$346 nightly
The price is $411 total per night
$411 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this 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 Chicago Riverwalk and Michigan Avenue are located nearby.
Free WiFi
Restaurant
The Whitehall Hotel, BW Premier Collection

The Whitehall Hotel, BW Premier Collection

3.5 out of 5
105 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
$166 nightly
The price is $198 total per night
$198 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this boutique hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), 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.
Pet friendly
Free WiFi
LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
85 East Wacker Drive Chicago IL
Free Cancellation
Reserve now, pay when you stay
$268 nightly
The price is $319 total per night
$319 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
Spa
Free WiFi
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
660 North State Street Chicago IL
Free Cancellation
Reserve now, pay when you stay
$200 nightly
The price is $238 total per night
$238 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this 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

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$153 nightly
The price is $182 total per night
$182 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
Free WiFi
Restaurant
Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
20 E Chestnut St Chicago IL
Free Cancellation
Reserve now, pay when you stay
$384 nightly
The price is $457 total per night
$457 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Pet friendly
Free WiFi
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
800 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$214 nightly
The price is $254 total per night
$254 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this 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 Soldier Field are located nearby.
Pet friendly
Free WiFi
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
401 N Wabash Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$521 nightly
The price is $620 total per night
$620 total
Oct 4 - Oct 5
Total with taxes and fees
Book a stay at this 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 Magnificent Mile

    Embassy Suites by Hilton Chicago Downtown Magnificent Mile

    511 North Columbus Drive Chicago IL
    $233 nightly
    The price is $277 total per night from Oct 25 to Oct 26
    $277 total
    Oct 25 - Oct 26
    Total with taxes and fees
    8.4/10 Very Good! (3,020 reviews)
    Palmer House a Hilton Hotel

    Palmer House a Hilton Hotel

    17 E Monroe St Chicago IL
    $275 nightly
    The price is $327 total per night from Oct 25 to Oct 26
    $327 total
    Oct 25 - Oct 26
    Total with taxes and fees
    Embassy Suites by Hilton Chicago Downtown River North

    Embassy Suites by Hilton Chicago Downtown River North

    600 N State St Chicago IL
    $208 nightly
    The price is $248 total per night from Sep 27 to Sep 28
    $248 total
    Sep 27 - Sep 28
    Total with taxes and fees

Things to See and Do Near Your Chicago Resort

Sights and AttractionsDistance from City
CIBC Theatre0.1 mi
Symphony Center0.2 mi
Chicago Symphony Orchestra0.2 mi
Montrose Harbor5.8 mi
Harborside International Golf Center13 mi
Oak Brook Golf Course15.7 mi
Six Flags Great America37.1 mi
Chicago Cultural Center0.3 mi
Field Museum of Natural History1.2 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
5,409 hotels
Lowest Price
$182
Highest Price
$620
Popular hotels
Pheasant Run Resort

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