Central Station Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    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.
HYATT house Chicago/Schaumburg

HYATT house Chicago/Schaumburg

3.5 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
7.8/10 Good! (1,003 reviews)
Nice hotel in a nice area

Reviewed on Aug. 5, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
Experience was incredible and in proximity to magnificent mile

Reviewed on Aug. 10, 2025

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
Oct 24 - Oct 28
found 19 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,159 reviews)
it was good, easy access to lollapalooza

Reviewed on Aug. 10, 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.8/10 Excellent! (2,544 reviews)
The Views of Chicago river and Lake Michigan are Fab!!!!!

Reviewed on Aug. 11, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

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

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

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 $185 per night from Sep 1 to Sep 2
CA $185
CA $217 total
Sep 1 - Sep 2
includes taxes & fees
7.8/10 Good! (8,926 reviews)
"Took water awhile to get hot for shower, and parking is ridiculously expensive. Other than that enjoyed staying at hotel"

Reviewed on Aug. 8, 2025

Congress Plaza Hotel
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Sep 3 to Sep 4
CA $239
CA $314 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,836 reviews)
"The property if beautiful and historic. The main room is incredible. The rooms are well taken care of, you can just tell they are a little dated with a slight smell. I would definitely stay here again."

Reviewed on Aug. 8, 2025

Palmer House a Hilton Hotel
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3 out of 5
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Aug 24 to Aug 25
CA $211
CA $248 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (3,648 reviews)
"Good"

Reviewed on Aug. 10, 2025

Hilton Garden Inn Chicago Downtown/Magnificent Mile
See all 4,527 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 $460. 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
Magnificent Mile - River North which includes signage, a city and night scenes

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

Navy Pier

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

Navy Pier

Things to do

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
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.