Title: Miles Vacation Packages & Trips 2025/2026 from CA $490 | Expedia.ca

  

[Hotels in Miles](https://expedia.ca/Miles-Hotels.d553248634983438891.Travel-Guide-Hotels)[Vacation Rentals in Miles](https://expedia.ca/Miles-Vacation-Rentals.d553248634983438891.Travel-Guide-VacationRentals)[Miles Car Rentals](https://expedia.ca/Car-Rentals-In-Miles.d553248634983438891.Car-Rental-Guide)

![](https://images.trvl-media.com/place/553248634983438891/92ef23ce-6fcd-4aaa-9a36-fb275e9cf2a4.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Miles Vacation Packages

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

Photo by Richard Remington

-   ## 
    
    Plan, book, travel with confidence
    

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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

## Top Miles Vacation Deals

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

![Arlo Chicago](https://images.trvl-media.com/lodging/27000000/26920000/26910700/26910691/747fff56_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Arlo Chicago

Downtown Chicago

CA $490

per person

Nov 22 - Nov 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (1,852 reviews)

Very clean and spacious rooms! Be prepared to fall asleep to the sounds of car horns and city traffic. The staff was kind, though they didn’t always have the details a tourist might need. The location was excellent—everything was within walking distance, and it was easy to get back to the hotel whether walking or using a rideshare. Accommodation for early check in and late check out was easy - as long as you’re willing to pay.

Reviewed on Oct 18, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-22/2025-11-25/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=26910691&paandie=true&dealMarker=ewGxJfy818B9zBgWgA_KK6o3bMdRJWP3Hjwu2ieFFJvsFHf0LmWFF_TR2hluAuaC)

![Level Chicago Fulton Market](https://images.trvl-media.com/lodging/96000000/95830000/95823700/95823687/b2962364_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Level Chicago Fulton Market

Downtown Chicago

CA $1,069

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

9.2/10 Wonderful! (324 reviews)

Fully furnished kitchen, our room wasn’t ready when we checked in @330p but they gave us another room that was available!!

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-18/2025-11-25/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=95823687&paandie=true&dealMarker=HZK6aSCQ5pYTsITEgTp9qhMsmp05j2NEEpP3KL4uJZGsGIIIiYdWJLCiaWN8Z4cE)

![Viceroy Chicago](https://images.trvl-media.com/lodging/19000000/18620000/18614200/18614145/7bca60b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Viceroy Chicago

Downtown Chicago

CA $1,410

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

9.4/10 Exceptional! (1,118 reviews)

Great location, clean, modern, good food/drink, friendly staff.

Reviewed on Oct 15, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-11-18/2025-11-25/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=18614145&paandie=true&dealMarker=HZK6aSCQ5pYTsITEgTp9qtydWXzW6AQ-Md5MG9zTsbXj6lavWuhTF019rJranRgG)

![Waldorf Astoria Chicago](https://images.trvl-media.com/lodging/3000000/2720000/2717600/2717582/1040fa3a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Waldorf Astoria Chicago

Downtown Chicago

CA $1,374

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to Chicago (ORD)

9.4/10 Exceptional! (1,004 reviews)

This is a very nice hotel. The staff is super accommodating. The location is one of the best in the area for shopping and dining.

Reviewed on Oct 14, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-08/2026-01-12/?FromAirport=YVR&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=2717582&paandie=true&dealMarker=opOYYDLWKgSt1Y7OHaguVxb0xeBWa4oQ-HqkZsuFvaCm4KEuepR59pfj0wRLQdjl)

![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 $667

per person

Dec 25 - Dec 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.2/10 Wonderful! (303 reviews)

Food price was high but everything was fine

Reviewed on Oct 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-25/2025-12-29/?FromAirport=YTO&Destination=ORD&NumRoom=1&NumAdult=2&NumChild=0&hotelId=37641670&paandie=true&dealMarker=HZK6aSCQ5pYTsITEgTp9qv4P4--x3ejw9yzGQvJ4gd35TcvVBUU-2uir7qFovZKv)

## Ready to book your vacation to Miles?

Choose your dates

## Miles Hotel Deals

![Stoney Creek Inn Galena](https://images.trvl-media.com/lodging/2000000/1110000/1109500/1109416/1ac5d099_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Stoney Creek Inn Galena

940 Galena Square Dr, Galena, IL

Fully refundableReserve now, pay when you stay

CA $138

CA $153 total

Nov 3 - Nov 4

includes taxes & fees

9.2/10 Wonderful! (1,238 reviews)

"The young girl at the counter was very friendly and polite. She gave me a couple of options when if asked about cab/shuttle service. Teresa/ Connie the night manager was extremely engaging and funny as well as an excellent bartender. She was also thoughtful enough to return the watch that my wife ..."

Reviewed on Oct 16, 2025

[](https://expedia.ca/Hotel-Search?startDate=03%2F11%2F2025&endDate=04%2F11%2F2025&selected=1109416&PinnedHotelID=1109416&HadPinnedHotel=true&regionId=553248634983438891)

![Irish Cottage Inn & Suites](https://images.trvl-media.com/lodging/62000000/61520000/61517800/61517759/1d68f8be_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Irish Cottage Inn & Suites

9853 US-20, Galena, IL

Fully refundableReserve now, pay when you stay

CA $144

CA $199 total

Nov 19 - Nov 20

includes taxes & fees

9.4/10 Exceptional! (1,234 reviews)

"Rooms were very nice, clean and spacious. Service in the restaurant was not very good or clean. Seating was limited beacuse tables were not bussed. People raved about the breakfast but it was limited, table was messy, and they didn't replenish. When an item like fruit or bread ran out, it was gone. ..."

Reviewed on Oct 18, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=61517759&PinnedHotelID=61517759&HadPinnedHotel=true&regionId=553248634983438891)

![Chestnut Mountain Resort](https://images.trvl-media.com/lodging/7000000/6260000/6256300/6256296/d04ca2aa_y.jpg?impolicy=resizecrop&rw=340&ch=150)

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Chestnut Mountain Resort

8700 W Chestnut Mountain Rd, Galena, IL

CA $125

CA $139 total

Nov 19 - Nov 20

includes taxes & fees

8.4/10 Very Good! (1,017 reviews)

"The rooms are very ckean and spacious. Food is excellent! Very friendly staff."

Reviewed on Oct 17, 2025

[](https://expedia.ca/Hotel-Search?startDate=19%2F11%2F2025&endDate=20%2F11%2F2025&selected=6256296&PinnedHotelID=6256296&HadPinnedHotel=true&regionId=553248634983438891)

[See all 712 properties in Miles](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=20%2F10%2F2025&endDate=21%2F10%2F2025&regionId=553248634983438891)

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)

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