Edgebrook Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Edgebrook

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 24 hours 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 1 hour 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 $3,785, price is now CA $2,704 per person
CA $2,704
per person
Dec 27 - Jan 2
found 1 hour ago
Roundtrip flight included
Montreal (YMQ) 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 1 hour ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Where to stay in Edgebrook

Find the best Edgebrook areas and neighborhoods for the activities you enjoy most. Learn more about Edgebrook
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

Edgebrook 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 22 to Nov 23
CA $162
CA $193 total
Nov 22 - Nov 23
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
8.8/10 Excellent! (5,594 reviews)
"My stay at River Hotel was great, as soon as we arrived my wife and I were greeted by Pedro. He was super helpful with our check-in and the whole process was just quick and easy. Nice room with plenty of space; however, the furniture can use a little of love. They seemed to be very outdated so a ..."

Reviewed on Nov 3, 2026

River Hotel
See all 4,818 properties in Edgebrook
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 an Edgebrook vacation package cost?
Custom build your Edgebrook vacation package from only CA $1,207. Pick from any combination of rental cars, flights and hotels to pull together the escape you've been dreaming of. Don't forget to add on some activities and experiences!
How do I get a cheap travel package to Edgebrook?
You'll save a ton of money if you bundle your flights, hotels and car rentals into an Edgebrook travel package. Sometimes cheap means fewer choices. But that's not the case with Expedia. We offer over 550 air carriers and 1,000,000 properties across the globe, so you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal to unlock even bigger discounts! After all, travel is about more than just getting to your destination.
Where should I stay in Edgebrook?
If you love being in the heart of the action, stay somewhere close to Lincoln Park. Many vacationers book a hotel around this awesome attraction.
How far in advance should I book my Edgebrook vacation?
While not all airlines release ticket prices early, it's usually possible to look up international airfares on Expedia up to 12 months in advance. This is when you'll nab some incredible bargains. If you're purchasing tickets last minute, you might still get lucky. Low prices occasionally appear just weeks prior to departure.
What does an Expedia Edgebrook travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply select your preferred bundle and gain access to great discounts. Once you've made your booking, add on some tours and experiences and watch your savings pile up. When it comes to planning your Edgebrook break, you're the one in control!
What should I know before booking an Edgebrook travel package?
Bundling your bookings into an Edgebrook vacation package is the most convenient way to organize your trip. Not only that, you'll save big just for combining your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with an Edgebrook Expedia vacation package?
With a vacation package, you're the one in charge. Whether you're eager to fly to Edgebrook in economy or business class, simply choose from the available airline options. Expedia has access to more than 550 airline partners throughout the world.
If I'm not able to travel, can I cancel my Edgebrook vacation package?
It's good to know that you can cancel your Edgebrook booking if your plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.

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