Goose Island 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 Goose Island

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,396, price is now CA $925 per person
CA $925
per person
Sep 4 - Sep 6
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (504 reviews)

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,699, price is now CA $1,088 per person
CA $1,088
per person
Sep 25 - Sep 28
found 20 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Very pleasant stay and cleanliness

Reviewed on Jul 29, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,681, price is now CA $1,170 per person
CA $1,170
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (533 reviews)
Comes with all the comforts of Home.

Reviewed on Jul 29, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,000, price is now CA $1,396 per person
CA $1,396
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,004 reviews)
Z

Reviewed on Jul 29, 2026

Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,421, price is now CA $1,035 per person
CA $1,035
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
An amazing stay 100% recommended

Reviewed on Jul 29, 2026

Where to stay in Goose Island

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

Goose Island 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 $240 per night from Aug 13 to Aug 14
CA $240
CA $285 total
Aug 13 - Aug 14
includes taxes & fees
8/10 Very good! (10,352 reviews)
"GREAT location! The rooms are super dated. It’s pretty old but it’s old Chicago charm. The view is unbeatable. Bed was comfortable. And super spacious. I didn’t trust it at first and was very concerned bc it’s pretty old and beat up but in the end it was soooooooo great. loved it"

Reviewed on Jul 29, 2026

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 $226 per night from Aug 10 to Aug 11
CA $226
CA $269 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very good! (1,859 reviews)
"It was nothing like the picture,the bed was a platform bed on the floor you literally have to roll out of the bed and couldn’t even dry my hair in the bathroom that couldn’t even fit 2 people the plug was covered up by the sink. Very cheap towels and not even a microwave which I know some hotels ..."

Reviewed on Jul 29, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
The price is CA $281 per night from Aug 6 to Aug 7
CA $281
CA $320 total
Aug 6 - Aug 7
includes taxes & fees
Hyatt Regency O'Hare Chicago
See all 4,485 properties in Goose Island
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 Goose Island vacation package cost?
Our Goose Island vacation packages, which begin from just CA $925, are an ideal way to save precious money. Pick and choose your preferred flights, hotels and rental cars to create your ideal getaway.
How do I get a cheap travel package to Goose Island?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Goose Island vacation package to save a ton of cash. Score even more discounts when you include extras such as activities or tours to your booking. But that's not the only impressive part. You have the flexibility to customize your vacation your way. We offer more than 550 airlines and 1,000,000 properties worldwide, so that everyone has an opportunity to travel and live out those vacation dreams.
How far in advance should I book my Goose Island vacation?
To score discount prices, book early. Air carriers usually begin selling tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, car rental and activities should also be booked early so you can have the pick of the bunch. If you're in need of a last-minute getaway in Goose Island, there are always lots of great deals on Expedia. Book your escape today!
What does an Expedia Goose Island travel package include?
Flights, hotels and a cool set of wheels for your road trip adventures. Simply mix and match your favorite bundle and gain access to great discounts. Once you've made your booking, add on a few activities and tours and watch your savings grow. When it comes to creating your Goose Island vacation, you're the one in control!
What should I know before booking a Goose Island travel package?
When you book your hotels, flights and car rentals together, you'll walk away with fantastic discounts. Whether you're planning an island getaway in a villa or would rather stay in a convenient hotel in the city, Expedia can help make it happen.
Can I choose my airline with a Goose Island Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have more than 550 airline partners around the world, so you have loads of choice when creating your Goose Island adventure.
If I'm not able to travel, can I cancel my Goose Island vacation package?
Plans can change without warning, so yes. You may be able to change or cancel your Goose Island vacation package for free within 24 hours of booking. For older bookings, you can still make changes, but your car rental company, airline or hotel may impose a fee. Looking for more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Goose Island attractions

The Salt Shed Fairgrounds

The Salt Shed Fairgrounds is just one of the places to see in Chicago, so why not enjoy the other things to explore during your travels? Stroll along the riverfront or experience the fascinating museums in this vibrant area.
See properties

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and 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.