All Inclusive Hotels & Resorts in Chicago from NZ$206

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Best Chicago All Inclusive Hotels

Eaglewood Resort and Spa
Guests arrive at the hotel's entrance, where a covered walkway leads to the main building.

Eaglewood Resort and Spa

4.0 star property
8.6 out of 10, Excellent, (1004)
"Nice rooms golf course view"
Eaglewood Resort and Spa
Hilton Chicago/Oak Brook Hills Resort & Conference Center
Experience the grandeur of this iconic hotel, set amidst beautifully landscaped gardens.

Hilton Chicago/Oak Brook Hills Resort & Conference Center

4.0 star property
8.6 out of 10, Excellent, (1005)
"Will stay here again! "
The price is NZ$254
includes taxes & fees
1 Sept - 2 Sept
Hilton Chicago/Oak Brook Hills Resort & Conference Center
citizenM Chicago Downtown
Experience the vibrant city atmosphere in this urban oasis, featuring a striking geometric-patterned awning and modern architecture.

citizenM Chicago Downtown

4.0 star property
9.2 out of 10, Wonderful, (3538)
"Would love to stay here again!"
The price is NZ$308
includes taxes & fees
26 Aug - 27 Aug
citizenM Chicago Downtown
Lincolnshire Marriott Resort
Experience the serene ambiance of this beautifully designed space, featuring a central aisle, floral arrangements, and intricate wall designs.

Lincolnshire Marriott Resort

4.0 star property
8.8 out of 10, Excellent, (992)
"We had a great stay! The staff and food were wonderful! "
The price is NZ$271
includes taxes & fees
5 Sept - 6 Sept
Lincolnshire Marriott Resort
Ivy Boutique Hotel
Stunning city views from a sleek, high-rise building with a dynamic design and lush greenery.

Ivy Boutique Hotel

4.5 star property
8.8 out of 10, Excellent, (1008)
"Great location and hotel "
The price is NZ$291
includes taxes & fees
2 Sept - 3 Sept
Ivy Boutique Hotel
The Westin Chicago Lombard
Standing proudly by the water, The Westin hotel showcases its modern design.

The Westin Chicago Lombard

4.0 star property
8.8 out of 10, Excellent, (1026)
"Great hotel!"
The price is NZ$252
includes taxes & fees
1 Sept - 2 Sept
The Westin Chicago Lombard
Hampton Inn & Suites Chicago Waukegan
Relax on the patio with comfortable seating and shade from umbrellas.

Hampton Inn & Suites Chicago Waukegan

2.5 star property
9.0 out of 10, Wonderful, (1003)
"Staff was wonderful. Remembered me from last trip three weeks ago. Always friendly and so helpful. Breakfast was great and room was comfy and clean. "
The price is NZ$206
includes taxes & fees
31 Aug - 1 Sept
Hampton Inn & Suites Chicago Waukegan
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Classic hotel entrance with a prominent marquee sign and decorative elements.

Hampton Inn Chicago Downtown/N Loop/Michigan Ave

3.0 star property
8.2 out of 10, Very good, (1007)
"Very centric and close to the main attractions downtown "
The price is NZ$293
includes taxes & fees
2 Sept - 3 Sept
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
The Emily Hotel
Enjoy meals in a spacious dining area with sofas and chairs along a central aisle.

The Emily Hotel

4.0 star property
9.2 out of 10, Wonderful, (1165)
"Really nice and amazing location!! Would stay again! "
The Emily Hotel
Hotel Saint Clair- Magnificent Mile
Enjoy meals around the central dining table, surrounded by comfortable chairs and a display case.

Hotel Saint Clair- Magnificent Mile

4.0 star property
8.2 out of 10, Very good, (1684)
"We loved the price and location of this hotel. "
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.

Top Chicago Hotel Reviews

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 CIBC Theatre. 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 CIBC Theatre, and see why travellers like the shopping and cultural scene in Chicago. Other top attractions include Millennium Park, 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.