City of Chicago. Image of Chicago downtown and Chicago River with bridges at sunny summer day

Search All-Inclusive Hotels in Chicago

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago All-Inclusive Hotels

This weekend
Next weekend
No exact matches found, but these alternatives could be just right

Recommended hotels in Chicago

Omni Chicago Hotel

Omni Chicago Hotel
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,824 reviews)
The price is ฿5,098
฿7,171 total
includes taxes & fees
7 Jul - 8 Jul
Omni Chicago Hotel

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (1,643 reviews)
The price is ฿4,107
฿4,883 total
includes taxes & fees
5 Jul - 6 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,419 reviews)
The price is ฿5,604
฿7,838 total
includes taxes & fees
5 Jul - 6 Jul
Swissotel - Chicago

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (4,458 reviews)
The price is ฿5,334
฿6,342 total
includes taxes & fees
6 Jul - 7 Jul
Hilton Chicago/Magnificent Mile Suites

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,435 reviews)
The price is ฿6,779
฿9,249 total
includes taxes & fees
2 Jul - 3 Jul
Hyatt Regency Chicago

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,676 reviews)
The price is ฿5,391
฿6,409 total
includes taxes & fees
2 Jul - 3 Jul
Eurostars Magnificent Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,258 reviews)
The price is ฿5,191
฿6,172 total
includes taxes & fees
5 Jul - 6 Jul
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,129 reviews)
The price is ฿4,550
฿5,410 total
includes taxes & fees
30 Jun - 1 Jul
Congress Plaza Hotel

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,316 reviews)
The price is ฿5,638
฿6,704 total
includes taxes & fees
5 Jul - 6 Jul
citizenM Chicago Downtown

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,565 reviews)
The price is ฿4,470
฿6,306 total
includes taxes & fees
1 Jul - 2 Jul
Hotel 55 Chicago Downtown
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.

Choose what matters most at all-inclusive hotels in Chicago

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, Soldier Field and Navy Pier.
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.