Goose Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • Better together

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

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

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    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.
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

4.5 out of 5
Downtown Chicago
Price was CA $1,134, price is now CA $732 per person
CA $732
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (2,131 reviews)
Great location, nice property, extremely slow breakfast at in house restaurant Toro. Didn’t appreciate paying an “urban experience fee” with associated taxes.

Reviewed on Apr 24, 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,780, price is now CA $1,054 per person
CA $1,054
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,882 reviews)
The HVAC was annoying AF. It would go on and blow cold air for 10 minutes, then be off for 15-20 minutes repeatedly. It is so loud, it kept waking me up through out the night. As a short person, I did not like the fact the bed was a challenge to get on top. Not everyone is five feet tall.

Reviewed on Apr 26, 2026

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,399, price is now CA $879 per person
CA $879
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,280 reviews)
Corner room with breath taking view. It was my second time in this hotel, it never disappoints.

Reviewed on Apr 27, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,140, price is now CA $1,398 per person
CA $1,398
per person
Jul 9 - Jul 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Wonderful Hotel will definitely be looking forward to going back.

Reviewed on Apr 25, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $1,745, price is now CA $1,144 per person
CA $1,144
per person
Jul 17 - Jul 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,458 reviews)
Great week-long stay. We loved the king corner room - the views were fantastic. Room was large and comfortable. All staff were really accommodating.

Reviewed on Apr 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
Downtown Chicago

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

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
111 W Huron St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $119 per night from May 25 to May 26
CA $119
CA $183 total
May 25 - May 26
includes taxes & fees
8.2/10 Very Good! (2,647 reviews)
Great location nice hotel!

Reviewed on Apr 28, 2026

Hotel Felix River North/Magnificent Mile
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
The price is CA $185 per night from May 26 to May 27
CA $185
CA $220 total
May 26 - May 27
includes taxes & fees
8.8/10 Excellent! (5,137 reviews)
Beautiful, clean room with an incredible downtown Chicago view. Totally worth it

Reviewed on Apr 29, 2026

River Hotel
Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

4 out of 5
111 West Adams Street Chicago IL
Fully refundable
The price is CA $150 per night from May 25 to May 26
CA $150
CA $178 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (3,479 reviews)
Great check in and check out experience

Reviewed on Apr 29, 2026

Club Quarters Hotel, Central Loop, Chicago
See all 4,711 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 $732, 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.

Discover the most popular places to visit in Goose Island

Wrigley Field

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
88% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $61
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
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.