Title:  Downtown Chicago Vacation Packages & Trips 2025 from $252 | Expedia.ca

  

[Downtown Chicago Travel Guide](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)[Hotels in Downtown Chicago](https://expedia.ca/Downtown-Chicago-Chicago-Hotels.0-n6350699-0.Travel-Guide-Filter-Hotels)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Downtown Chicago Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Chicago.d6350699.Car-Rental-Guide)

![](https://images.trvl-media.com/place/6350699/f8ae2db6-94cc-4898-aa46-e275588c3787.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Downtown Chicago 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 Downtown Chicago

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

![Hilton Grand Vacations Club Chicago Magnificent Mile](https://images.trvl-media.com/lodging/38000000/37650000/37641700/37641670/843f6e73_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Grand Vacations Club Chicago Magnificent Mile

Downtown Chicago

CA $655

per person

Nov 17 - Nov 20

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (291 reviews)

Had a great uneventful stay

Reviewed on Sep 22, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-17/2025-11-20/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=kQj7kHGMRi4nAKuYZ-keifmPoJLPLQU_V-xnf-N44clkj3MdbF5nKFvchTv2Etho)

![The Westin Michigan Avenue Chicago](https://images.trvl-media.com/lodging/1000000/30000/21100/21055/dcfbf36b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin Michigan Avenue Chicago

Downtown Chicago

CA $864

per person

Dec 22 - Dec 26

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Chicago (ORD)

8.8/10 Excellent! (1,046 reviews)

One bad part -drain in tub very slow. Called to fix it but even afterwards still slow. Also room was not cleaned one day, had to call to get it done.

Reviewed on Oct 2, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-22/2025-12-26/?FromAirport=YUL&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=JArBUGgf-FcmgDqI2X_Yar_SyerZasMmxcP4-qYQ9SeXwk_EA8JRXyg0oN3fFj2O)

![Park Hyatt Chicago](https://images.trvl-media.com/lodging/1000000/30000/20700/20695/c7c718ca_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Park Hyatt Chicago

Downtown Chicago

CA $1,303

per person

Nov 3 - Nov 6

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

Very friendly staff. Spacious rooms. Great location.

Reviewed on Oct 1, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-03/2025-11-06/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=Fmyq3uOpxWDvTShxD8KZ1I1YABFQJuSPDFm5vU4uUZrjtdBLkvtm3FtiTIqfcocM)

![Trump International Hotel & Tower Chicago](https://images.trvl-media.com/lodging/2000000/1730000/1723300/1723215/209f8cff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Trump International Hotel & Tower Chicago

Downtown Chicago

CA $884

per person

Nov 14 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

Very accommodating and friendly staff, brilliant location

Reviewed on Oct 1, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-14/2025-11-16/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=ergcRkbvQ132oav0knEnnFK_7VVBKrJ2oifHg0qsmoDqwqmf51uqC0PGhpfch-3R)

![The Langham, Chicago](https://images.trvl-media.com/lodging/7000000/6310000/6309400/6309326/33b4ff92_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Langham, Chicago

Downtown Chicago

CA $1,424

per person

Nov 1 - Nov 4

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

Great place to stay.

Reviewed on Sep 20, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-01/2025-11-04/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=6309326&paandie=true&dealMarker=D4WDtei-AbMIA4x6SUEvHJMxCSUZnsPSPzLRp1qWmGwTsh8Leg-c9fSF3Gbnz2Q1)

## Where to stay in Downtown Chicago

Find the best Downtown Chicago areas and neighborhoods for the activities you enjoy most. [Learn more about Downtown Chicago](https://expedia.ca/Chicago-Downtown-Chicago.dx6350699)

![Magnificent Mile - River North](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/24000/24577-Magnificent-Mile.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Magnificent Mile

Upscale shopping district with luxury department stores, boutiques, and acclaimed restaurants, featuring landmarks like the Wrigley Building and Chicago Water Tower. The Magnificent Mile is easily accessible by public transit and seasonal trolley service.

[Find hotel + flight trips in Magnificent Mile](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Magnificent%20Mile&DestID=800025&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![The Loop - Downtown featuring a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/192000/192013-The-Loop-Downtown.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### The Loop

4.5/5(725 area reviews)

Chicago's central business district boasts numerous global businesses, retail establishments, and theaters. Explore the Loop Retail Historic District, Chicago Landmark Historic Michigan Boulevard District, and visit iconic attractions like the Art Institute of Chicago.

[Find hotel + flight trips in The Loop](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20Loop&DestID=800024&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/543000/543369-chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### River North

Artistic spirit thrives here, with art galleries and a design district featuring luxury interior furnishings. Explore Kingsbury Park, enjoy vibrant nightlife on Hubbard Street, and visit the iconic Contemporaine Building.

[Find hotel + flight trips in River North](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=River%20North&DestID=6350695&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Chicago which includes modern architecture and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54398-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Lincoln Park

5/5(20 area reviews)

Upscale national retailers, boutiques, and bookstores abound in this affluent area, alongside numerous restaurants and coffee shops. Must-see attractions include Lincoln Park Zoo, Chicago History Museum, and North Avenue Beach. Easily accessible via CTA transit and major roads.

[Find hotel + flight trips in Lincoln Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Lincoln%20Park&DestID=6059328&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Chicago which includes rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23717-Chicago.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Theatre District

While you're in Theatre District, take in top sights like Michigan Avenue or State Street, and hop on the metro to see more the city at Washington Station or Monroe Station (Blue Line).

[Find hotel + flight trips in Theatre District](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Theatre%20District&DestID=651190586167894016&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Downtown Chicago Hotel Deals

![Congress Plaza Hotel](https://images.trvl-media.com/lodging/1000000/10000/6500/6452/a9ee91b7_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Congress Plaza Hotel

520 South Michigan Avenue, Chicago, IL

CA $178

CA $209 total

Nov 2 - Nov 3

includes taxes & fees

7.8/10 Good! (9,387 reviews)

"Top Lage, sehr zentral"

Reviewed on Oct 1, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=6452&PinnedHotelID=6452&HadPinnedHotel=true&regionId=6350699)

![Embassy Suites by Hilton Chicago Downtown River North](https://images.trvl-media.com/lodging/1000000/20000/11600/11580/w3840h2859x0y0-5fc518eb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Embassy Suites by Hilton Chicago Downtown River North

600 N State St, Chicago, IL

Fully refundableReserve now, pay when you stay

CA $268

CA $314 total

Nov 2 - Nov 3

includes taxes & fees

8.4/10 Very Good! (5,029 reviews)

"staff friendly"

Reviewed on Sep 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=11580&PinnedHotelID=11580&HadPinnedHotel=true&regionId=6350699)

![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hilton Chicago/Magnificent Mile Suites

198 E Delaware Pl, Chicago, IL

Fully refundableReserve now, pay when you stay

CA $207

CA $244 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (2,998 reviews)

"Great location"

Reviewed on Sep 30, 2025

[](https://expedia.ca/Hotel-Search?startDate=02%2F11%2F2025&endDate=03%2F11%2F2025&selected=18514&PinnedHotelID=18514&HadPinnedHotel=true&regionId=6350699)

[See all 1,676 properties in Downtown Chicago](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=03%2F10%2F2025&endDate=04%2F10%2F2025&regionId=6350699)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Downtown Chicago vacation package cost?

> Go from looking to booking with our Downtown Chicago vacation packages, which start from just CA $655. Handpick the hotels and flights that suit your travel style. Then, add on a couple of tours or activities for an amazing adventure.

### How do I get a cheap travel package to Downtown Chicago?

> Bundle your bookings with Expedia to save big on your next trip. With more than 550 partner airlines and 1,000,000 hotels across the world, your Downtown Chicago vacation package can be tailored exactly to suit your budget. With all that extra money, why not include one or two fun tours and activities? It's an easy way to unlock even more savings. The vacation you've always dreamed of in Downtown Chicago is much closer than you thought!

### How far in advance should I book my Downtown Chicago vacation?

> While not all airlines advertise tickets early, you can normally look up international airfares on Expedia up to 12 months in advance. This is the time you'll score some incredible deals. If you've left things to the last minute, you could still be in luck. Discounted prices occasionally emerge a few weeks before departure.

### What does an Expedia Downtown Chicago travel package include?

> Packages include flights, hotels and rental cars, but you can mix and match them to create your ideal Downtown Chicago trip. You can also add on fun things like activities and tours once you've made your booking. You're in charge! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.

### What should I know before booking a Downtown Chicago travel package?

> Our prices are always low. However, you'll pick up even better deals if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and tons of choice.

### Can I choose my airline with a Downtown Chicago Expedia vacation package?

> Yes — that's the beauty of an Expedia vacation package. You're in charge! We have more than 550 partner airlines throughout the world, so you have lots of choice when arranging your Downtown Chicago trip.

### If I'm not able to travel, can I cancel my Downtown Chicago vacation package?

> You can. We understand that even the best-laid plans can go awry, so we're happy to help if you have to make changes to your Downtown Chicago vacation package. You may be able to change or cancel your itinerary for free if you've booked in the last 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) for further information. Also, be sure to check your itinerary for the finer details on change fees.

### Discover the most popular places to visit in Downtown Chicago

![Magnificent Mile - River North which includes signage, a city and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/23000/23728-Magnificent-Mile.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction)

![Navy Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/54000/54738-Navy-Pier-Chicago.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Navy Pier

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

[](https://expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)

![Millennium Park featuring autumn colours, street scenes and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26436-Millennium-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Millennium Park

A landmark gathering place for locals and visitors who come to admire the unique art, architecture and landscape.

[](https://expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)

### Things to do

![River tour boat in Chicago](https://mediaim.expedia.com/localexpert/170432/2ab44ef1-1211-4f4f-9436-ce9a14d4241f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Architecture River Tour

CA $67

per adult

**96%** of travellers recommend

[](https://expedia.ca/things-to-do/architecture-river-tour.a170432.activity-details)

![Relax and enjoy the view](https://mediaim.expedia.com/localexpert/46106377/6686561e-a3aa-4cbf-9e71-f553bde2fa06.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chicago Architecture Center River Cruise aboard First Lady

CA $77

per adult

**96%** of travellers recommend

[](https://expedia.ca/things-to-do/chicago-architecture-center-river-cruise-aboard-first-lady.a46106377.activity-details)

![Color Factory Chicago Ticket](https://mediaim.expedia.com/localexpert/49191714/1b6e1be3-a6ba-4b3d-8e57-4d0336c3fd23.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Color Factory Chicago Ticket

CA $47

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/color-factory-chicago-ticket.a49191714.activity-details)

[See all activities in Chicago](https://expedia.ca/things-to-do/search?rid=6350699)

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-   [Hotels near Pritzker Pavilion](https://www.expedia.ca/Pritzker-Pavilion-Hotels.0-l6064057-0.Travel-Guide-Filter-Hotels)
-   [Aparthotels in Randolph-Wabash Station](https://www.expedia.ca/Randolph-Wabash-Station-Apart-Hotels.d6210237-aaApartHotels.Travel-Guide-Accommodation)
-   [Hotels near Randolph-Wabash Station](https://www.expedia.ca/Randolph-Wabash-Station-Hotels.d6210237.Travel-Guide-Hotels)
-   [River North Hotels](https://www.expedia.ca/River-North-Chicago-Hotels.0-n6350695-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Ronald McDonald House near Lurie Children’s](https://www.expedia.ca/Ronald-McDonald-House-Near-Lurie-Childrens-Hotels.0-l553248635921782888-0.Travel-Guide-Filter-Hotels)
-   [Streeterville Hotels](https://www.expedia.ca/Streeterville-Chicago-Hotels.0-n6130109-0.Travel-Guide-Filter-Hotels)
-   [The Loop Hotels](https://www.expedia.ca/The-Loop-Chicago-Hotels.0-n800024-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Tribune Tower](https://www.expedia.ca/Tribune-Tower-Hotels.0-l6064075-0.Travel-Guide-Filter-Hotels)
-   [Hotels near Wrigley Building](https://www.expedia.ca/Wrigley-Building-Hotels.0-l6064091-0.Travel-Guide-Filter-Hotels)

-   [Flights to Central Chicago](https://www.expedia.ca/Cheap-Flights-To-Central-Chicago.d553248635976475413.Travel-Guide-Flights)
-   [Flights to Chicago](https://www.expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)
-   [Flights from Toronto (YYZ) to Chicago (ORD)](https://www.expedia.ca/lp/flights/yyz/ord/toronto-to-chicago)

-   [900 North Michigan Shops](https://www.expedia.ca/900-North-Michigan-Shops-Downtown-Chicago.d6199347.Vacation-Attraction)
-   [Ann and Robert H. Lurie Children's Hospital](https://www.expedia.ca/Ann-And-Robert-H-Lurie-Childrens-Hospital-Downtown-Chicago.d553248624898453771.Vacation-Attraction)
-   [Aon Center](https://www.expedia.ca/Aon-Center-Downtown-Chicago.d6064015.Vacation-Attraction)
-   [Art Institute of Chicago](https://www.expedia.ca/Art-Institute-Of-Chicago-Downtown-Chicago.d6064021.Vacation-Attraction)
-   [Buckingham Fountain](https://www.expedia.ca/Buckingham-Fountain-Downtown-Chicago.d6064027.Vacation-Attraction)
-   [Cibc Theatre](https://www.expedia.ca/CIBC-Theatre-Downtown-Chicago.d553248621563220853.Vacation-Attraction)
-   [Carbide and Carbon Building](https://www.expedia.ca/Carbide-And-Carbon-Building-Downtown-Chicago.d553248621555594910.Vacation-Attraction)
-   [Central Chicago Vacations](https://www.expedia.ca/Central-Chicago.d553248635976475413.Destination-Travel-Guides)
-   [Chicago Harbor Lighthouse](https://www.expedia.ca/Chicago-Harbor-Lighthouse-Chicago.d6064039.Vacation-Attraction)
-   [Chicago History Museum](https://www.expedia.ca/Chicago-History-Museum-Lincoln-Park.d6064041.Vacation-Attraction)
-   [Visit Magnificent Mile](https://www.expedia.ca/Chicago-Magnificent-Mile.dx800025)
-   [Chicago Riverwalk](https://www.expedia.ca/Chicago-Riverwalk-Downtown-Chicago.d553248621533116610.Vacation-Attraction)
-   [Visit Streeterville](https://www.expedia.ca/Chicago-Streeterville.dx6130109)
-   [Visit The Loop](https://www.expedia.ca/Chicago-The-Loop.dx800024)
-   [Chicago Theatre](https://www.expedia.ca/Chicago-Theatre-Downtown-Chicago.d6064049.Vacation-Attraction)
-   [Chicago Vacations](https://www.expedia.ca/Chicago.d178248.Destination-Travel-Guides)
-   [Visit Chicago](https://www.expedia.ca/Chicago.dx178248)
-   [Cloud Gate](https://www.expedia.ca/Cloud-Gate-Downtown-Chicago.d6182888.Vacation-Attraction)
-   [Grant Park](https://www.expedia.ca/Grant-Park-Downtown-Chicago.d507389.Vacation-Attraction)
-   [House of Blues Chicago](https://www.expedia.ca/House-Of-Blues-Chicago-Downtown-Chicago.d6227753.Vacation-Attraction)
-   [International Museum of Surgical Science](https://www.expedia.ca/International-Museum-Of-Surgical-Science-Downtown-Chicago.d6065139.Vacation-Attraction)
-   [John Hancock Center](https://www.expedia.ca/John-Hancock-Center-Downtown-Chicago.d6065131.Vacation-Attraction)
-   [Magnificent Mile Vacations](https://www.expedia.ca/Magnificent-Mile.d800025.Destination-Travel-Guides)
-   [Marina City](https://www.expedia.ca/Marina-City-Downtown-Chicago.d553248621533116577.Vacation-Attraction)
-   [Michigan Avenue](https://www.expedia.ca/Michigan-Avenue-Downtown-Chicago.d6156167.Vacation-Attraction)
-   [Millennium Park](https://www.expedia.ca/Millennium-Park-Downtown-Chicago.d6069201.Vacation-Attraction)
-   [Navy Pier](https://www.expedia.ca/Navy-Pier-Downtown-Chicago.d6069215.Vacation-Attraction)
-   [Richard J. Daley Center](https://www.expedia.ca/Richard-J-Daley-Center-Downtown-Chicago.d6175173.Vacation-Attraction)
-   [Shops at North Bridge](https://www.expedia.ca/Shops-At-North-Bridge-Downtown-Chicago.d6227764.Vacation-Attraction)
-   [The East Bank Club](https://www.expedia.ca/The-East-Bank-Club-Downtown-Chicago.d553248621555594881.Vacation-Attraction)
-   [The Loop Vacations](https://www.expedia.ca/The-Loop.d800024.Destination-Travel-Guides)
-   [Water Tower Place](https://www.expedia.ca/Water-Tower-Place-Downtown-Chicago.d6064087.Vacation-Attraction)
-   [Willis Tower](https://www.expedia.ca/Willis-Tower-Downtown-Chicago.d6064069.Vacation-Attraction)
-   [Wrigley Building](https://www.expedia.ca/Wrigley-Building-Downtown-Chicago.d6064091.Vacation-Attraction)

-   [Avis Rental Cars in Central Chicago](https://www.expedia.ca/Avis-Car-Rentals-In-Central-Chicago.d553248635976475413-c41.Car-Rental-Guide-Suppliers)
-   [Car rentals near Chicago](https://www.expedia.ca/Car-Rentals-In-Chicago.d178248.Car-Rental-Guide)
-   [Car rentals near Michigan Avenue](https://www.expedia.ca/Car-Rentals-In-Michigan-Avenue.d6156167.Car-Rental-Guide)
-   [Car rentals near Millennium Park](https://www.expedia.ca/Car-Rentals-In-Millennium-Park.d6069201.Car-Rental-Guide)
-   [Economy Car Rentals in Central Chicago](https://www.expedia.ca/Economy-Car-Rentals-In-Central-Chicago.d553248635976475413-tEconomy.Car-Rental-Guide-Class)
-   [Enterprise Rental Cars in Central Chicago](https://www.expedia.ca/Enterprise-Car-Rentals-In-Central-Chicago.d553248635976475413-c15.Car-Rental-Guide-Suppliers)
-   [Fox Rental Cars Rental Cars in Central Chicago](https://www.expedia.ca/Fox-Rental-Cars-Car-Rentals-In-Central-Chicago.d553248635976475413-c19.Car-Rental-Guide-Suppliers)
-   [Full-Size Car Rentals in Central Chicago](https://www.expedia.ca/Fullsize-Car-Rentals-In-Central-Chicago.d553248635976475413-tFullsize.Car-Rental-Guide-Class)
-   [Full-Size Car Rentals near Millennium Park](https://www.expedia.ca/Fullsize-Car-Rentals-In-Millennium-Park.d6069201-tFullsize.Car-Rental-Guide-Class)
-   [Mini Car Rentals near Millennium Park](https://www.expedia.ca/Mini-Car-Rentals-In-Millennium-Park.d6069201-tMini.Car-Rental-Guide-Class)
-   [Minivan Car Rentals in Central Chicago](https://www.expedia.ca/Minivan-Car-Rentals-In-Central-Chicago.d553248635976475413-tMinivan.Car-Rental-Guide-Class)
-   [National Car Rental Rental Cars in Central Chicago](https://www.expedia.ca/National-Car-Rental-Car-Rentals-In-Central-Chicago.d553248635976475413-c42.Car-Rental-Guide-Suppliers)
-   [Payless Rental Cars in Central Chicago](https://www.expedia.ca/Payless-Car-Rentals-In-Central-Chicago.d553248635976475413-c38.Car-Rental-Guide-Suppliers)
-   [Pickup Car Rentals near Millennium Park](https://www.expedia.ca/Pickup-Car-Rentals-In-Millennium-Park.d6069201-tPickup.Car-Rental-Guide-Class)
-   [Suv Car Rentals near Millennium Park](https://www.expedia.ca/SUV-Car-Rentals-In-Millennium-Park.d6069201-tSUV.Car-Rental-Guide-Class)
-   [Sixt Rental Cars in Central Chicago](https://www.expedia.ca/Sixt-Car-Rentals-In-Central-Chicago.d553248635976475413-c35.Car-Rental-Guide-Suppliers)
-   [Van Car Rentals near Millennium Park](https://www.expedia.ca/Van-Car-Rentals-In-Millennium-Park.d6069201-tVan.Car-Rental-Guide-Class)

-   [Things to do in Central Chicago](https://www.expedia.ca/Things-To-Do-In-Central-Chicago.d553248635976475413.Travel-Guide-Activities)
-   [Things to do in Chicago](https://www.expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.