Chicago Hotel Guide - All Inclusive Hotels in Chicago, Illinois

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Check availability on Chicago All Inclusive Hotels

Top Chicago All Inclusive Hotels

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1024)
"The property was beautiful and staff was friendly."
The price is €125
includes taxes & fees
26 May - 27 May
Eaglewood Resort and Spa

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1011)
"Great property! We stay there often!"
The price is €133
includes taxes & fees
22 May - 23 May
Hilton Chicago/Oak Brook Hills Resort & Conference Center

citizenM Chicago Downtown

4.0 star property
9.4 out of 10, Exceptional, (3078)
"Great stay"
The price is €116
includes taxes & fees
26 May - 27 May
citizenM Chicago Downtown

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (944)
"very nice location and lovely staff"
The price is €138
includes taxes & fees
20 Jun - 21 Jun
Lincolnshire Marriott Resort

Ivy Boutique Hotel

4.5 star property
8.6 out of 10, Excellent, (1009)
"Amazing !"
The price is €132
includes taxes & fees
27 May - 28 May
Ivy Boutique Hotel

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1000)
"I love that Location second time staying there"
The price is €112
includes taxes & fees
26 May - 27 May
The Westin Chicago Lombard

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (1007)
"The stay was excellent. Everything was close to to shop and eat. Also close to the Navy base."
The price is €101
includes taxes & fees
2 Jun - 3 Jun
Hampton Inn & Suites Chicago Waukegan

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.4 out of 10, Very good, (1000)
"Love the atmosphere"
The price is €146
includes taxes & fees
26 May - 27 May
Hampton Inn Chicago Downtown/N Loop/Michigan Ave

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1088)
"Great hotel"
The price is €248
includes taxes & fees
26 May - 27 May
The Emily Hotel

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1604)
"Would absolutely stay here again!!"
The price is €117
includes taxes & fees
27 May - 28 May
Hotel Saint Clair- Magnificent Mile
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.

Frequently asked questions

Looking for Chicago all-inclusive resorts?
Chicago is known for its shopping and culture, and offers a host of things to see and do, such as Michigan Avenue and Art Institute of Chicago. Look through our choice of all-inclusive accommodation options, where you can enjoy a range of amenities such as entertainment, childrens’ clubs and, of course, food and drinks, all included in your room rate. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports and more, which you can enjoy at no additional cost.
What is there to do near my all-inclusive resort in Chicago?
If you want to venture outside of your all-inclusive resort, head to Michigan Avenue and Art Institute of Chicago, and see why travellers like the shopping and cultural scene in Chicago. Other top attractions include Soldier Field, Navy Pier and McCormick Place.
When's the best time for an all-inclusive stay in Chicago?
There’s nothing like an all-inclusive holiday in Chicago to revive you, especially when you know what to expect from the elements. Here’s some information to help you decide when to book: The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of -1°C. November and January are the driest months, while June and May are the rainiest months.
What's the best way to get to Chicago and explore the area?
With plenty of transportation options, seeing Chicago is a breeze. Walk to nearby metro stations such as Monroe Station (Red Line), Monroe Station (Blue Line) and Adams-Wabash Station. The closest major airport is Chicago Midway Airport (MDW), which is located 8.6 mi (13.9 km) from the city centre. If you’d like to explore around the area, you may want to rent a car for your trip.