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

Find All-inclusive Hotel in Chicago, IL

  • 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 Hotel

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, (1,821 reviews)
The price is AED 482
AED 695 total
includes taxes & fees
8 Jul - 9 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, (1,637 reviews)
The price is AED 452
AED 538 total
includes taxes & fees
1 Jul - 2 Jul
The Chicago Hotel Collection Ambassador Gold Coast

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,414 reviews)
The price is AED 526
AED 755 total
includes taxes & fees
1 Jul - 2 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, (4,454 reviews)
The price is AED 587
AED 698 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, (3,462 reviews)
The price is AED 726
AED 994 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, (3,668 reviews)
The price is AED 558
AED 664 total
includes taxes & fees
1 Jul - 2 Jul
Eurostars Magnificent Mile

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (5,266 reviews)
The price is AED 526
AED 625 total
includes taxes & fees
1 Jul - 2 Jul
River Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,176 reviews)
The price is AED 501
AED 596 total
includes taxes & fees
29 Jun - 30 Jun
Congress Plaza Hotel

citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,315 reviews)
The price is AED 558
AED 664 total
includes taxes & fees
1 Jul - 2 Jul
citizenM Chicago Downtown

Hotel 55 Chicago Downtown

Hotel 55 Chicago Downtown
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,579 reviews)
The price is AED 518
AED 725 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

Explore a world of travel with Expedia

Frequently asked questions

Looking for Chicago all-inclusive resorts?
Chicago is known for shopping and culture, and offers a host of things to see and do such as Michigan Avenue and CIBC Theatre. Browse our choice of all-inclusive hotel rooms where you can enjoy a host of amenities including entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive resorts also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any 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 travelers 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 vacation in Chicago to revive you, especially when you know what to expect from the elements. Here's some info to help you decide when to book: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. 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, making the most of your time in Chicago is a breeze. You can walk to nearby metro stations including 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) away. If you'd like to explore around the area, consider renting a car to take in more sights.