Title: Oglesby Vacation Packages & Trips 2025/2026 from CA $493 | Expedia.ca

  

[Hotels in Oglesby](https://expedia.ca/Oglesby-Hotels.d9242.Travel-Guide-Hotels)[Vacation Rentals in Oglesby](https://expedia.ca/Oglesby-Vacation-Rentals.d9242.Travel-Guide-VacationRentals)[Things to do in Oglesby](https://expedia.ca/Things-To-Do-In-Oglesby.d9242.Travel-Guide-Activities)[Oglesby Car Rentals](https://expedia.ca/Car-Rentals-In-Oglesby.d9242.Car-Rental-Guide)

![](https://images.trvl-media.com/place/9242/8137e208-18aa-4bd5-bcd3-add0a688bf42.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oglesby Vacation Packages

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

Photo by Jenna Stokes

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

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#### Your Oglesby Vacation

There's no better way to embark on an adventure than with one of our vacation packages to Oglesby. The small-town feel and friendly locals are a couple of the countless reasons you'll want to visit this fascinating city. Make your trip to Oglesby even more fulfilling by including some sightseeing. [Starved Rock State Park](https://www.expedia.ca/Starved-Rock-State-Park-Illinois.d553248621532658430.Vacation-Attraction), [Grand Bear Falls Indoor Water Park](https://www.expedia.ca/Grand-Bear-Falls-Indoor-Water-Park-Oglesby.d553248621555594731.Vacation-Attraction) and [Matthiessen State Park](https://www.expedia.ca/Matthiessen-State-Park-Oglesby.d553248621532658436.Vacation-Attraction) are among the leading attractions you'll want to explore. Stop dreaming and start adventuring. Check out the many options on Expedia today and finally put your Oglesby vacation plans into gear!

## Top Oglesby 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 $493

per person

Nov 24 - Nov 26

found 22 hours ago

Roundtrip flight included

Toronto (YTO) 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/2025-11-24/2025-11-26/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=1qy9L2f9MnB3Zlaf3cNbvgDZloaKjcwOeee-U2wZj3dojxMhaUcCHOvsuGF5gKIz)

![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 9 hours 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_O5fsLUV5W5zFwRU3R7QcfwMFcrGwoI_yNq02PQaowKuh)

![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 $1,258

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)

I stayed at the Trump International Washington DC, and this one pales in comparison to be honest. The staff was friendly/excellent, but the hotel itself was pretty standard. I expected the same level as the old Washington DC hotel. The shower was plugged up and drained as slow as frozen molasses.

Reviewed on Oct 6, 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=YlgsqDC9o72ZmKi_PcaxV5UfunSCrNKz2vNEDFv84DWwaGKMGi3wMLfrATcHBUDJ)

![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 $713

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)

The bed was extremly comfortable Staff was very attentive. Highly recommend

Reviewed on Oct 7, 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=YlgsqDC9o72ZmKi_PcaxV3ZFur5e2p3odaV7TaSPUzh03eMq0Z3ManbuMY_fZqWt)

![Swissotel - Chicago](https://images.trvl-media.com/lodging/1000000/20000/17300/17288/7af111e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Swissotel - Chicago

Downtown Chicago

CA $639

per person

Dec 15 - Dec 19

found 1 day ago

Roundtrip non-stop flight included

Edmonton (YEG) to Chicago (ORD)

9/10 Wonderful! (2,765 reviews)

The view from the panoramic view was amazing. The gym was comfortable and the credit to amuse was nice

Reviewed on Oct 9, 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=17288&paandie=true&dealMarker=YlgsqDC9o72ZmKi_PcaxV_TO_SO6rb_ZZ_m8nUWbCPJGO7CRQfGOEuoSl9DRSnD-)

## Ready to book your vacation to Oglesby?

Choose your dates

## Oglesby Hotel Deals

![Days Inn by Wyndham Oglesby/ Starved Rock](https://images.trvl-media.com/lodging/1000000/30000/21100/21068/3d45dbc3_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Days Inn by Wyndham Oglesby/ Starved Rock

120 N Lewis Ave, Oglesby, IL

Fully refundableReserve now, pay when you stay

CA $118

CA $132 total

Nov 9 - Nov 10

includes taxes & fees

8/10 Very Good! (1,005 reviews)

"Breakfast was fresh and good. Would definitely recommend to others."

Reviewed on Oct 4, 2025

[](https://expedia.ca/Hotel-Search?startDate=09%2F11%2F2025&endDate=10%2F11%2F2025&selected=21068&PinnedHotelID=21068&HadPinnedHotel=true&regionId=9242)

![Best Western Oglesby Inn](https://images.trvl-media.com/lodging/1000000/30000/26300/26204/3da52449_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Best Western Oglesby Inn

900 Holiday Street, Oglesby, IL

Fully refundableReserve now, pay when you stay

CA $153

CA $169 total

Oct 24 - Oct 25

includes taxes & fees

8.2/10 Very Good! (1,002 reviews)

"Clean room very comfy bed kind staff"

Reviewed on Oct 5, 2025

[](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=26204&PinnedHotelID=26204&HadPinnedHotel=true&regionId=9242)

![Starved rock area country ranch](https://images.trvl-media.com/lodging/98000000/97090000/97084900/97084816/w1125h1605x0y811-e347c3aa_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Starved rock area country ranch

Oglesby

CA $227

CA $349 total

Oct 24 - Oct 25

includes taxes & fees

9.2/10 Wonderful! (21 reviews)

"We enjoyed our stay and will definitely be back for more stays.The only thing missing was wash clothes and hand towels.I would add in the coffee is a kurig and not a actual coffee pot.I went to town and bought one for our stay."

Reviewed on Aug 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=24%2F10%2F2025&endDate=25%2F10%2F2025&selected=97084816&PinnedHotelID=97084816&HadPinnedHotel=true&regionId=9242)

[See all 357 properties in Oglesby](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025&regionId=9242)

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 Oglesby

#### Deer Park Country Club

Enjoy a round of golf in Oglesby at Deer Park Country Club. Wander around the parks in this family-friendly area, or simply enjoy its restaurants.

[](https://expedia.ca/Deer-Park-Country-Club-Oglesby.d6186912.Vacation-Attraction)

## Explore a world of travel with Expedia

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