Chatham Fields Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $2,730, price is now CA $1,207 per person
CA $1,207
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,734, price is now CA $2,634 per person
CA $2,634
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,724, price is now CA $1,939 per person
CA $1,939
per person
Jan 12 - Jan 18
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (2,057 reviews)

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $1,950, price is now CA $1,402 per person
CA $1,402
per person
Jan 14 - Jan 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Always the best hotel in Chicago!!!!

Reviewed on Nov 2, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,000, price is now CA $1,481 per person
CA $1,481
per person
Dec 27 - Jan 2
found 3 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

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
A busy city street with tall buildings, a bus, and cars.

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 $162 per night from Nov 23 to Nov 24
CA $162
CA $193 total
Nov 23 - Nov 24
includes taxes & fees
Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $162 per night from Nov 10 to Nov 11
CA $162
CA $193 total
Nov 10 - Nov 11
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $167 per night from Nov 23 to Nov 24
CA $167
CA $198 total
Nov 23 - Nov 24
includes taxes & fees
River Hotel
See all 4,381 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 $1,207, 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.

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
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.