Title: Wheeling Vacation Packages & Trips 2025/2026 from CA $604 | Expedia.ca

  

[Hotels in Wheeling](https://expedia.ca/Wheeling-Hotels.d173972.Travel-Guide-Hotels)[Vacation Rentals in Wheeling](https://expedia.ca/Wheeling-Vacation-Rentals.d173972.Travel-Guide-VacationRentals)[Flights to Wheeling](https://expedia.ca/Cheap-Flights-To-Wheeling.d173972.Travel-Guide-Flights)[Wheeling Car Rentals](https://expedia.ca/Car-Rentals-In-Wheeling.d173972.Car-Rental-Guide)

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# Wheeling Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

-   ## 
    
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### 

Better together

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

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Find the right fit

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

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Rest easy

Plan, book, and manage your trip all in one place

#### Your Wheeling Vacation

When you organize a vacation package to Wheeling, you can relax and enjoy your getaway knowing your travel plans are in order. Uncover the wonders of this vibrant city while staying in a neighborhood like Riverwoods, which is good for nature. A trip to Wheeling is a superb opportunity to sightsee. Be sure to visit big-name attractions such as [Marriott Theatre](https://www.expedia.ca/Marriott-Theatre-Half-Day.d553248621532659125.Vacation-Attraction), [The Glen Club](https://www.expedia.ca/The-Glen-Club-Chicago.d6227490.Vacation-Attraction) and [Arlington International Racecourse](https://www.expedia.ca/Arlington-International-Racecourse-Chicago.d6064019.Vacation-Attraction). Stop daydreaming and start doing. Explore the wide range of options on Expedia today and put your Wheeling vacation plans into action!

## Top Wheeling Vacation Deals

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 $604

per person

Dec 15 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.2/10 Wonderful! (291 reviews)

Food price was high but everything was fine

Reviewed on Oct 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=x1SjNoiayczajwoxNByBakuLAVnOt1tsllI41xKFu1cDC4tlpAD9KNNtJ1ujON3W)

![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 $1,012

per person

Dec 24 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) 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/2025-12-24/2025-12-29/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=21055&paandie=true&dealMarker=6CuNs0vxu2uILjtBFDt_O9EE07HLD7nLnULa5jb_7n6TC0XkyQqrmZxi2NktqqlS)

![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 $1,335

per person

Dec 15 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (1,716 reviews)

Very clean very nice hotel. Easy accesss to restaurants and shopping.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1723215&paandie=true&dealMarker=1qy9L2f9MnB3Zlaf3cNbvkDuYNdByIjNAanYOUU5csTCYLyRQ8iXqEOS6MoeaGre)

![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pendry Chicago

Downtown Chicago

CA $708

per person

Dec 15 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9.4/10 Exceptional! (1,085 reviews)

I loved the hotel, however I would request an inside room next time. It was extremely noisy outside.

Reviewed on Oct 11, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-15/2025-12-19/?FromAirport=YEG&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=982552&paandie=true&dealMarker=1qy9L2f9MnB3Zlaf3cNbvgr1BN7s9aqYGcZAiLtQBIociAlsz6zAfiNKm-VjxY-l)

![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 $1,346

per person

Dec 26 - Dec 30

found 12 hours ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

9.6/10 Exceptional! (1,002 reviews)

We have stayed at every luxury property in Chicago and when coming to visit we always stay at the Park Hyatt. The rooms are spectacular!

Reviewed on Oct 10, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2025-12-30/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=20695&paandie=true&dealMarker=eg-fgMyrFK6DqGSHdw1Z4zppbPflYYoPxUZRVAx3Y8k9ESn_QJ5ge13J-hZQpE9v)

## Ready to book your vacation to Wheeling?

Choose your dates

## Wheeling Hotel Deals

![Hyatt Regency O'Hare Chicago](https://images.trvl-media.com/lodging/1000000/10000/5500/5403/46cc150a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave, Rosemont, IL

Fully refundableReserve now, pay when you stay

CA $202

CA $230 total

Oct 26 - Oct 27

includes taxes & fees

8.6/10 Excellent! (2,047 reviews)

"a bit dated but great for catching an early morning fligjt"

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=5403&PinnedHotelID=5403&HadPinnedHotel=true&regionId=173972)

![SureStay Plus Hotel by Best Western Chicago Lombard](https://images.trvl-media.com/lodging/1000000/20000/10700/10641/81e2d310_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

SureStay Plus Hotel by Best Western Chicago Lombard

222 E 22nd Street, Lombard, IL

Fully refundableReserve now, pay when you stay

CA $113

CA $126 total

Oct 13 - Oct 14

includes taxes & fees

8.8/10 Excellent! (2,284 reviews)

"Sheets were not changed daily nor bed made up."

Reviewed on Oct 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&selected=10641&PinnedHotelID=10641&HadPinnedHotel=true&regionId=173972)

![Holiday Inn Chicago O'Hare – Rosemont by IHG](https://images.trvl-media.com/lodging/88000000/87710000/87702800/87702727/7dd32bc5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Holiday Inn Chicago O'Hare – Rosemont by IHG

6600 Mannheim Road, building 2, Rosemont, IL

Fully refundable

CA $167

CA $193 total

Oct 26 - Oct 27

includes taxes & fees

8.8/10 Excellent! (2,439 reviews)

"All went well and smooth"

Reviewed on Oct 9, 2025

[](https://expedia.ca/Hotel-Search?startDate=26%2F10%2F2025&endDate=27%2F10%2F2025&selected=87702727&PinnedHotelID=87702727&HadPinnedHotel=true&regionId=173972)

[See all 2,568 properties in Wheeling](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=13%2F10%2F2025&endDate=14%2F10%2F2025&regionId=173972)

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)

### Discover the most popular places to visit in Wheeling

![Wrigley Field featuring central business district, a city and a sporting event](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/35000/35620-Wrigley-Field.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wrigley Field

4.5/5(158 reviews)

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

[](https://expedia.ca/Wrigley-Field-Lakeview.d6034754.Vacation-Attraction)

![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

4.5/5(19 reviews)

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

4.5/5(459 reviews)

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)

### What to do in Wheeling

![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 Wheeling](https://expedia.ca/things-to-do/search?rid=173972)

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

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## Go further with the Expedia app

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Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)