Central Station Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $1,096 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 Central Station

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
Price was CA $1,056, price is now CA $718 per person
CA $718
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (447 reviews)
Courteous Staff, clean, one of the most beautiful and interesting hotel. The history is amazing. The restaurant is delicious and the community is outstanding. Plan to return in the spring.

Reviewed on Jan 26, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,955, price is now CA $1,149 per person
CA $1,149
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (347 reviews)
Room smelled like food but overall very clean, very great service and staff both night and morning shift.

Reviewed on Feb 16, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,179, price is now CA $763 per person
CA $763
per person
Apr 3 - Apr 6
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Loved the hotel and ambiance. My stay was truly amazing. I just wish they would’ve had an ice machine and microwaves inside the hotel . It would’ve been 5 stars if they had microwaves and ice. Also the receptionist attitude wasn’t the best. I didn’t feel very welcomed and seemed like she was just trying to rush me away.

Reviewed on Feb 26, 2026

Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,317, price is now CA $951 per person
CA $951
per person
May 5 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,002 reviews)
This was a trendy aesthetic hotel. It is in a great location. Had a good time.

Reviewed on Feb 26, 2026

Hotel Arista

Hotel Arista

4.5 out of 5
Price was CA $1,065, price is now CA $785 per person
CA $785
per person
May 4 - May 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Room was great, staff service was also great !!

Reviewed on Feb 20, 2026

Where to stay in Central Station

Find the best Central Station areas and neighborhoods for the activities you enjoy most. Learn more about Central Station
Downtown Chicago showing a city

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

Central Station 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 $122 per night from Feb 27 to Feb 28
CA $122
CA $144 total
Feb 27 - Feb 28
includes taxes & fees
8/10 Very Good! (9,937 reviews)
Shortly after our check in when noticed our room did not have heat called the operator only to be told the hotels boiler was out, had to call a 2nd time because the toilet wouldn't flush finally when the maintenance guy came to fix the toilet he said he could get us a space heater we was so excited ...

Reviewed on Feb 26, 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Mar 4 to Mar 5
CA $175
CA $244 total
Mar 4 - Mar 5
includes taxes & fees
9.4/10 Exceptional! (3,416 reviews)
Loved the hotel and ambiance. My stay was truly amazing. I just wish they would’ve had an ice machine and microwaves inside the hotel . It would’ve been 5 stars if they had microwaves and ice. Also the receptionist attitude wasn’t the best. I didn’t feel very welcomed and seemed like she was just ...

Reviewed on Feb 26, 2026

Hotel Riu Plaza Chicago
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4 out of 5
600 N State St Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Mar 4 to Mar 5
CA $140
CA $165 total
Mar 4 - Mar 5
includes taxes & fees
8.6/10 Excellent! (5,685 reviews)
Service was great, and the staff was very kind.

Reviewed on Feb 26, 2026

Embassy Suites by Hilton Chicago Downtown River North
See all 4,700 properties in Central Station
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 Central Station vacation package cost?
Be ready to book, because a trip to Central Station starts from an affordable CA $718. When you combine your hotels, flights and car rentals into a travel package, you'll enjoy the lowest prices.
How do I get a cheap travel package to Central Station?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars — we've got everything you need. Choose the combination that suits your style and see your savings stack up. We know a package deal is never one-size-fits-all. That's why we offer over 550 partner airlines and 1,000,000 hotels from all over the world, which lets you customize your Central Station vacation.
Where should I stay in Central Station?
A trip to Central Station isn't complete without seeing McCormick Place and Millennium Park. Stay somewhere nearby for quick access to these impressive attractions.
How far in advance should I book my Central Station vacation?
Your best bet is to book early. Air carriers usually advertise flight tickets nearly 12 months prior to departure, and this is a perfect opportunity to pick up some rock-bottom prices. Boss just told you to take all your vacation days next month? No problem! Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Central Station travel package include?
From airfares and hotels to car rentals, Expedia can help you create a Central Station package that's right for you. Vacationing for a week or two? Give some thought to a flight, rental car and hotel bundle. If you're taking a quick break, an airfare and hotel deal could suit you better. Experiences can also be added once you've made your booking. Our packages make it simple to save and plan.
What should I know before booking a Central Station travel package?
Tailor deals to match your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save big bucks just by bundling your bookings. Whether you're taking off on a winter snow adventure or relaxing on a sunny beach, your dream vacation is only a few clicks away.
Can I choose my airline with a Central Station Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply select the carrier that suits you and craft the perfect Central Station vacation.
If I'm not able to travel, can I cancel my Central Station vacation package?
Plans can change in a flash, so yes, you can. You may be able to change or cancel your Central Station vacation package at no cost if you've booked in the last 24 hours. For older bookings, you can still make the necessary changes, but your car rental company, airline or hotel may charge additional fees. Want more information? Look up our Customer Service Portal. We'll help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Central Station

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier featuring a sunset and rides

Navy Pier

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

Navy Pier

Things to do

Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $55
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
Color Factory Chicago Ticket

Color Factory Chicago Ticket

CA $46
per adult
96% of travellers recommend
Color Factory Chicago Ticket
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.