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 $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
Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jul 10 - Jul 14

    Hotel Felix River North/Magnificent Mile + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.2/10 - Very good (2,747 reviews)
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,518
    CA $1,069
    per traveller
    found 1 day ago
    Hotel Felix River North/Magnificent Mile
  • Smart TV
    Jul 10 - Jul 14

    Level Chicago Fulton Market + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    9.2/10 - Wonderful (492 reviews)
    "Fully equipmet"
    Reviewed June 2, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,707
    CA $1,097
    per traveller
    found 1 day ago
    Level Chicago Fulton Market
  • Terrace/patio
    Jul 31 - Aug 3

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.4/10 - Exceptional (2,522 reviews)
    "The room itself was excellent — 9/10. The view was amazing, the bed was very comfortable, and the room was spacious and well-designed. However, for the price and for a hotel that markets itself as a 4-star property, many amenities were disappointing. First, the coffee machine in the room was very low quality, more comparable to what you would typically find at a Comfort Inn. There were also no bathrobes or hotel slippers provided, which I would expect at this price point. The lobby was..."
    Reviewed June 2, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $2,552
    CA $1,684
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Indoor wedding
    Jul 31 - Aug 3

    Swissotel - Chicago + Flight

    Downtown Chicago
    3 nights
    4.5 star property
    9.0/10 - Wonderful (3,360 reviews)
    "The gym is on 43 floor.. amazing"
    Reviewed May 31, 2026
    Roundtrip • Toronto (YTZ) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $1,831
    CA $1,212
    per traveller
    found 1 day ago
    Swissotel - Chicago
  • Front of property
    Aug 12 - Aug 16

    Urban Chicago Oasis + Flight

    Lakeview
    4 nights
    2.0 star property
    Roundtrip • Montreal (YUL) - Chicago (ORD)
    YUL - ORD • 1 stop ORD - YUL • 1 stop
    CA $2,463
    CA $1,671
    per traveller
    found 1 day ago
    Urban Chicago Oasis

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

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 $193 per night from Jun 29 to Jun 30
CA $193
CA $230 total
Jun 29 - Jun 30
includes taxes & fees
8/10 Very Good! (10,159 reviews)
"Hotel was clean, staff friendly. Old hotel that is being improved. Our room was small but otherwise good for our purposes. Good spot that launch our adventure!"

Reviewed on Jun 3, 2026

Congress Plaza Hotel
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $210 per night from Jun 28 to Jun 29
CA $210
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,505 reviews)
"I did not stay because my medical reason for booking this was canceled. They would not work with me to change the dates."

Reviewed on Jun 2, 2026

The Chicago Hotel Collection - Magnificent Mile
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 $262 per night from Jun 30 to Jul 1
CA $262
CA $350 total
Jun 30 - Jul 1
includes taxes & fees
9.4/10 Exceptional! (4,322 reviews)
"Excellent location and good selection of breakfast"

Reviewed on Jun 2, 2026

Hotel Riu Plaza Chicago
See all 4,575 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 . 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

Wrigley Field

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

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Naval Base Great Lakes
Navy Pier

Navy Pier

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

Navy Pier

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
Flyover in Chicago

Flyover in Chicago

CA $31
per child
98% of travellers recommend
Flyover in Chicago
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.