Chatham Fields Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Chatham Fields Vacation

Say farewell to the stress of planning and hello to a Chatham Fields vacation package. With everything organized before you leave, you can focus on discovering this city, starting with Magnificent Mile, which is good for cafes, shopping and history. If taking in sights is part of the program during your trip to Chatham Fields, look around popular attractions like Abbott Park, Calumet Park and Harborside International Golf Center. Whoever you're traveling with and whatever the size of your budget, your ultimate Chatham Fields vacation is just clicks away with Expedia.

Top Holiday Package Deals in Chatham Fields

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,056, price is now CA $718 per person
CA $718
per person
May 4 - May 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,179, price is now CA $763 per person
CA $763
per person
Apr 3 - Apr 6
found 17 hours ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
St Add very friendly, clean and great breakfast

Reviewed on Feb 25, 2026

Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,065, price is now CA $785 per person
CA $785
per person
May 4 - May 8
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Room was great, staff service was also great !!

Reviewed on Feb 20, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,477, price is now CA $1,107 per person
CA $1,107
per person
May 17 - May 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,163, price is now CA $889 per person
CA $889
per person
Apr 9 - Apr 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Muriel at the front desk was extremely helpful and courteous, wonderful historic art deco building right on Michigan Ave., great location and views, really nice, spacious and clean room. Chateau Carbide on the 24th floor is definitely worth checking out, nice cozy areas to hang out, sit on a couch and have a drink while enjoying great views of the city. We also got a free ride from the hotel to the Shedd Aquarium.

Reviewed on Jan 31, 2026

Where to stay in Chatham Fields

Find the best Chatham Fields areas and neighborhoods for the activities you enjoy most. Learn more about Chatham Fields
Downtown Chicago showing a city

Downtown Chicago

4 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Chatham Fields Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Feb 26 to Feb 27
CA $122
CA $143 total
Feb 26 - Feb 27
includes taxes & fees
8/10 Very Good! (9,933 reviews)
No heat in my room

Reviewed on Feb 25, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Mar 4 to Mar 5
CA $147
CA $211 total
Mar 4 - Mar 5
includes taxes & fees
9.4/10 Exceptional! (3,406 reviews)
St Add very friendly, clean and great breakfast

Reviewed on Feb 25, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Mar 3 to Mar 4
CA $140
CA $165 total
Mar 3 - Mar 4
includes taxes & fees
8.6/10 Excellent! (5,684 reviews)
Outstanding

Reviewed on Feb 25, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,489 properties in Chatham Fields
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Chatham Fields vacation package cost?
Starting from only CA $718, a vacation package is your ticket to cheap travel. Create your own Chatham Fields escape by selecting from our great range of flights, hotels and rental cars.
How do I get a cheap travel package to Chatham Fields?
If you love getting a great deal, bundle your bookings into a Chatham Fields vacation package. Whether you need flights, hotels, tours or rental cars, you can browse and book everything in one place. You'll have loads of choice at your fingertips too. Expedia has over 550 partner airlines and 1,000,000 hotel options worldwide to take your pick of. Fly with who you want, check in where you like and save a tidy sum — now that's the perfect getaway!
Where should I stay in Chatham Fields?
With interesting attractions like Abbott Park and Bronzeville Childrens Museum in this neighborhood, see if you can find a hotel near either of them. Advocate Trinity Hospital is another Chatham Fields hot spot that visitors flock to.
How far in advance should I book my Chatham Fields vacation?
Search Expedia to compare flights as soon as possible. In most cases, you can purchase a seat up to a year in advance. If you don't see your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Chatham Fields sometimes emerge within weeks of departure.
What does an Expedia Chatham Fields travel package include?
That mostly depends on you. You can pick from a range of Chatham Fields bundles, such as a hotel, flight and rental car. You can also book a hotel with a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your dream Chatham Fields trip looks like, get ready to save!
What should I know before booking a Chatham Fields travel package?
You'll score excellent savings when you combine your hotels, flights and rental cars into a package. Not just that, booking everything together will make your trip planning easier. So why waste money or time? Whether you're putting together a ritzy romantic getaway or a low-cost family road trip, browse our vacation packages today.
Can I choose my airline with a Chatham Fields Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines globally. Our vacation packages give you the freedom to pick from available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Chatham Fields vacation package?
Don't worry if you're rethinking your Chatham Fields vacation package — it's possible to cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We realize life can occasionally throw a spanner in the travel works, so look up our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Chatham Fields

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

Things to do

Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
See all activities in Chicago

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.