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 Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,563, price is now CA $1,032 per person
CA $1,032
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (540 reviews)

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,578, price is now CA $1,681 per person
CA $1,681
per person
Sep 5 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.2/10 Wonderful! (1,038 reviews)
This was the best hotel I’ve stayed in in my life. I came here for the first time to Chicago and me and my girl. Upon arrival they gave us a complementary room upgrade. Where are they doing that at so as you can see, I am very happy with our stay so I will recommend this hotel to anybody and I think we might even come back here again. You know any they have good amenities

Reviewed on Jul 30, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $2,207, price is now CA $1,450 per person
CA $1,450
per person
Sep 6 - Sep 11
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9.4/10 Exceptional! (4,770 reviews)
Great location, Staff very helpful. Breakfast was great!

Reviewed on Aug 2, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Price was CA $4,388, price is now CA $2,976 per person
CA $2,976
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
I’m from Chicago and I think. It’s the best hotel in the city

Reviewed on Aug 2, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $3,166, price is now CA $2,159 per person
CA $2,159
per person
Sep 12 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Chicago (ORD)
9/10 Wonderful! (509 reviews)

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 $199 per night from Aug 30 to Aug 31
CA $199
CA $236 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (10,185 reviews)
"Bellhops were nice and readily available. Stayed 6 days and my room was cleaned only once."

Reviewed on Aug 2, 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 $225 per night from Aug 17 to Aug 18
CA $225
CA $267 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very good! (1,897 reviews)
"Valet parking was full despite booking months in advance"

Reviewed on Aug 2, 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
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Aug 30 to Aug 31
CA $237
CA $270 total
Aug 30 - Aug 31
includes taxes & fees
8.8/10 Excellent! (2,938 reviews)
"Friendly and accommodating staff.. great location near a walking trail"

Reviewed on Aug 2, 2026

Hyatt Regency O'Hare Chicago
See all 4,488 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 $1,032, 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 $38
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 $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
See Chicago's magnificent skyline at night!

Chicago By Night River and Lake Cruise

CA $70
per adult
92% of travellers recommend
Chicago By Night River and Lake Cruise
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.