Compare All-Inclusive Resorts in Chicago in 2025

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Top Chicago All Inclusive Resorts & Hotels

Pheasant Run Resort

Pheasant Run Resort

4051 E Main Street, West Chicago, IL
This hotel features an outdoor pool and an indoor pool. Families will appreciate the arcade/game room and picnic area. Enjoy the gym and perks like free self ...
6.8/10 (981 reviews)
Family trip
"Went as a family trip and my family had a great time."

Reviewed on Feb 27, 2020

Pheasant Run Resort
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.

The Best hotels in Chicago with many Included Amenities

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.

The Best hotels in Chicago with Free Breakfast

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.

The Best hotels in Chicago with Free Wi-Fi

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.

Adults Only Hotels in Chicago

Chicago All Inclusive Hotel Guide\n

The scent of deep-dish pizza hits you like a warm high-five, powerful yet life-affirming. You can imagine the perfectly melted cheese blanketed by a savory lake of marinara before you see it. And when the doughy triangle passes your lips, you’re reminded of childhood sleepovers spent ordering pizza and telling secrets. But no pie you’ve ever had before can contend with the deep-dish creations of Chicago. In Chi-Town, your pizza-loving heart has found its home. And when you bite into an epic hot dog, your love for ballpark fare reaches new heights.

Welcome to the jewel of Illinois, a city on Lake Michigan that marries culinary masterpieces (and not just pizza) with art, culture, and a healthy dose of sports fanaticism. Within steps of your Chicago all-inclusive hotel you’ll find everything from elegant restaurants and upscale shopping to the Museum of Science and Industry.

Where is the best area to stay in downtown Chicago?

Many of the best all-inclusive hotels in Chicago are in The Loop, and that’s no accident. The Loop is named for the train tracks that surround it, and it’s not only situated near transportation—some of the most famous attractions are here, too near many of the great hotels such as Homewood Suites downtown. Spot your reflection in the Cloud Gate sculpture, a giant metallic bean that draws plenty of attention and reminds you how small your place is in the universe. Meanwhile, Millennium Park is just steps from most hotels in The Loop and you won’t find a better place to eat and shop while you’re visiting Chicago. Nearby in South Loop, your hotel puts you within walking distance of places like the Adler Planetarium and 12th Street Beach.

How do I get to Navy Pier from Union Station?

The easiest way to get from Union Station to Navy Pier is via the CTA bus system. Just hop on CTA #124, and you will be delivered right to the pier in under 30 minutes when traffic is light. You can also drive the 3.5-mile distance in your rental car if you want to have a bit more freedom in your itinerary. Between May and September, you can also take the Shoreline water taxi service between Union Station and the Navy Pier via the Chicago River. Once you arrive at your destination, a beer garden, Ferris wheel, and high-speed boat ride await. Sip away your worries at Margaritaville, and you might swear you were on island time, right here in the middle of the heartland.

From the moment you arrive in Chicago, the lively spirit of the city will envelop you. Stand before its towering skyscrapers and behold its magic bean. Let yourself be taken away by its warmth and the shimmering water of Lake Michigan during summer months. Always book all-inclusive hotels in Chicago, including the Silversmith Hotel Chicago Downtown, right here on Travelocity. When you find a great deal on your hotel room, you’re already wandering wisely.

Popular All-Inclusive Stays in Chicago

Chicago hotels essential information

Accommodation
5,112 hotels
Lowest Price
$126
Highest Price
$515
Popular hotels
Pheasant Run Resort

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Frequently asked questions

What are the top hotels with all-inclusive family-friendly plans in Chicago?
Embassy Suites by Hilton Chicago Downtown River North:
  • Family-friendly all-inclusive hotel, a short walk from Driehaus Museum
  • Restaurant available for dining
  • Free cribs for added convenience
  • An indoor pool plus connecting rooms on request
  • This all-inclusive resort offers a free full breakfast and a grocery/convenience store
Swissotel - Chicago:
  • Family-friendly all-inclusive hotel, a short walk from Harris Theater
  • Restaurant available for dining
  • Free cribs available for added convenience
  • Connecting rooms are available on request(capitalize, pluralize)
  • This all-inclusive resort is located on a river and has a coffee shop/cafe and a grocery/convenience store
DoubleTree by Hilton Chicago - Magnificent Mile:
  • Family-friendly all-inclusive hotel, a short walk from Ronald McDonald House near Lurie Children’s
  • Restaurant with children’s meals available
  • Free cribs available for added convenience
  • An outdoor pool
What are the top hotels with all-inclusive plans for honeymooners in Chicago?
Chicago Guest House Wrigleyville:
  • Hotel for honeymooners with all-inclusive room rates
  • Individually decorated rooms featuring patios, Netflix, and kitchens
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