Find All Inclusive Resorts in Chicago

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Sep 24 - Sep 25

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Sep 25 - Sep 26

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Featured Chicago All Inclusive Resorts & Hotels

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

Free Cancellation

Reserve now, pay when you stay

$221 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$240 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$250 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$166 nightly

$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

Free Cancellation

Reserve now, pay when you stay

$155 nightly

$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

$237 nightly

$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

Don't see what you're looking for?

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.

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
Harborside International Golf Center	13 mi
Oak Brook Golf Course	15.7 mi
Six Flags Great America	37.1 mi
Chicago Cultural Center	0.3 mi
Field Museum of Natural History	1.2 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.