Gold Coast Holidays

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    Save up to S$134 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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Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$855, price is now S$461 per person
S$461
per person
6 Jan - 11 Jan
found 18 hours ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
great staff...loved our stay.

Reviewed on 22 Nov, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,294, price is now S$728 per person
S$728
per person
6 Jan - 11 Jan
found 18 hours ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on 25 Nov, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$884, price is now S$505 per person
S$505
per person
6 Jan - 11 Jan
found 18 hours ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
The room was beautiful and clean and a good city view of the city

Reviewed on 26 Nov, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,847, price is now S$1,065 per person
S$1,065
per person
6 Jan - 11 Jan
found 18 hours ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Mostly great. The pull out sofa bed is not usable as it’s so uncomfortable. So then they charge $50/night for each rollaway. Thats not a good solution.

Reviewed on 28 Nov, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was S$1,002, price is now S$620 per person
S$620
per person
6 Jan - 11 Jan
found 18 hours ago
Return direct flight included
Hartford (BDL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
I thoroughly enjoyed my time at Pendry Chicago. I stayed in a tower king room. I originally was going to stay in a suite but the normal king room was very spacious for one person. The valet service was pretty quick and the valets were all very nice. The front desk clerk was extremely helpful and professional. I loved staying right on Michigan Ave and within walking distance to so many things. I read some reviews saying safety was a concern but I didn’t experience any safety issues. They lock the doors on Michigan Ave after a certain point to keep the flow of traffic thru a better monitored entrance. I also took an evening(beginning around 9:30pm) stroll around Millennium Park, down to Buckingham fountain and back up Michigan Ave to the river and the surroundings blocks around the hotel. At no point did I feel unsafe and would highly recommend this hotel to anyone coming to Chicago. The location is fantastic, the employees are amazing and the rooms are comfy. What more could you ask for?

Reviewed on 26 Nov, 2025

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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
Downtown Chicago which includes a city

Downtown Chicago

5 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

Top hotels in Gold Coast

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 S$244 per night from 7 Dec to 8 Dec
S$244
7 Dec - 8 Dec
includes taxes & fees
9/10 Wonderful! (1,288 reviews)
Friendly staff, great location, high end hotel

Reviewed on 27 Nov, 2025

Thompson Chicago, by Hyatt
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 S$219 per night from 15 Dec to 16 Dec
S$219
15 Dec - 16 Dec
includes taxes & fees
8/10 Very Good! (1,244 reviews)
our room was really cosy, I liked the whole vibe-things are a little shabby, like our couch cover was very worn, but I was so comfy. nice bed, nice feel

Reviewed on 21 Nov, 2025

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 S$149 per night from 7 Dec to 8 Dec
S$149
7 Dec - 8 Dec
includes taxes & fees
8.8/10 Excellent! (1,454 reviews)
Everything was stellar. Dreaming about the signature scent still!

Reviewed on 24 Nov, 2025

Claridge House Chicago, Tapestry Collection by Hilton
See all 905 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.

Frequently asked questions

How much does a Gold Coast holiday package cost?
Our Gold Coast holiday packages, which begin at just S$461, 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 holiday 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 holiday 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 holiday 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 holiday?
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 holiday.
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 holiday 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 holiday.
If I'm not able to travel, can I cancel my Gold Coast holiday 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.

Things to do

Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

S$58
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

S$32
per adult
84% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

S$59
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.