Gold Coast 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 Gold Coast

Price found within the past 48 hours. Click for updated prices.
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 $1,305, price is now CA $975 per person
CA $975
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,739 reviews)
Great

Reviewed on Nov 9, 2026

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,394, price is now CA $992 per person
CA $992
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 $1,801, price is now CA $1,315 per person
CA $1,315
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,344, price is now CA $983 per person
CA $983
per person
Jan 21 - Jan 24
found 21 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,161 reviews)
The building and hotel are gorgeous, the staff were so kind and friendly, the carbon suite was clean and had an exceptional view, and the in room dining was delicious. Amazing experience, def will be back.

Reviewed on Nov 8, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,343, price is now CA $988 per person
CA $988
per person
Dec 31 - Jan 4
found 4 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)

Where to stay in Gold Coast

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

Gold Coast Hotel Deals

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 $164 per night from Nov 11 to Nov 12
CA $164
CA $195 total
Nov 11 - Nov 12
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
Claridge House Chicago, Tapestry Collection by Hilton

Claridge House Chicago, Tapestry Collection by Hilton

4 out of 5
1244 N Dearborn Parkway Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Nov 22 to Nov 23
CA $125
CA $190 total
Nov 22 - Nov 23
includes taxes & fees
9/10 Wonderful! (1,436 reviews)
"Horrible it was not good on so many levels"

Reviewed on Nov 9, 2026

Claridge House Chicago, Tapestry Collection by Hilton
Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
21 East Bellevue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $202 per night from Nov 23 to Nov 24
CA $202
CA $282 total
Nov 23 - Nov 24
includes taxes & fees
Thompson Chicago, by Hyatt
See all 795 properties in Gold Coast
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 Gold Coast vacation package cost?
Our Gold Coast vacation packages, which begin at just CA $975, are the perfect way to save big bucks. Pick your preferred flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Gold Coast?
It's easy. Just bundle everything together. Flights, hotels and rental cars — combine whatever you need into a Gold Coast vacation package to save tons of cash. Score even bigger bargains when you include extras such as sightseeing tours to your booking. But that's not the only impressive part. You have the flexibility to tailor your trip your way. We offer more than 550 partner airlines and 1,000,000 properties globally, so that everyone has a chance to travel and live out those vacation fantasies.
Where should I stay in Gold Coast?
Most visitors who travel to Gold Coast include McCormick Place and Millennium Park on their bucket lists. Why not book a hotel that's close to these iconic attractions?
What are the top hotels in Gold Coast?
Get your vacation off to an excellent start by booking a stay at Ambassador Chicago, part of JdV by Hyatt. It's one of most sought-after properties in Gold Coast. Another leading option is Celeste Celebrity Suites.
How far in advance should I book my Gold Coast vacation?
While not all airlines advertise tickets early, you can usually compare international airfares on Expedia up to 12 months in advance. This is the time when you'll bag some incredible deals. If you're booking at the last minute, you may still be in luck. Low prices occasionally become available a few weeks before departure.
What does an Expedia Gold Coast travel package include?
Hotels, flights and car rentals — we connect you to the very best bargains. All you have to do is pick your preferred combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an unforgettable Gold Coast vacation.
What should I know before booking a Gold Coast travel package?
A travel package can be customized for your budget and is a simple way to make your money go further. How little or much you include is your call. Rental cars, hotels and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Gold Coast Expedia vacation package?
Expedia has access to more than 550 partner airlines worldwide, so you sure can! Just pick the airline you want and create the perfect Gold Coast vacation.
If I'm not able to travel, can I cancel my Gold Coast vacation package?
Because we understand life can throw you a few curveballs, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may charge a fee if you made your booking a while ago.

Stay near popular Gold Coast attractions

International Museum of Surgical Science

9.2/10 (5 reviews)
You can spend time exploring the galleries in International Museum of Surgical Science during your trip to Chicago. Experience the entertainment choices and acclaimed theater scene in this vibrant area.
See properties

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.