O'Hanly Vacations from $898
Book a Hotel + Flight or Car together to unlock savings
The Latest O'Hanly Vacation Packages
- Canad Inns Destination Centre Transcona
Oct 8 - Oct 12Canad Inns Destination Centre Transcona + Flight
Transcona4 nights3.0 star property8.4/10 - Very Good (1,015 reviews)Roundtrip • Chicago (CHI) - Winnipeg (YWG)ORD - YWG • Nonstop YWG - ORD • 1 stop$1,009$898found 1 day agoper traveler - Sandman Hotel & Suites Winnipeg Airport
Oct 8 - Oct 12Sandman Hotel & Suites Winnipeg Airport + Flight
St. James4 nights3.0 star property8.2/10 - Very Good (1,761 reviews)"Nice older hotel"Reviewed August 4, 2026Roundtrip • Chicago (CHI) - Winnipeg (YWG)ORD - YWG • Nonstop YWG - ORD • 1 stop$1,130$961found 1 day agoper traveler - Humphry Inn & Suites
Oct 8 - Oct 12Humphry Inn & Suites + Flight
Downtown Winnipeg4 nights2.5 star property8.4/10 - Very Good (1,674 reviews)"Établissement avantageusement situé avec un excellent rapport qualité prix et d’une grande propreté. Personnel courtois."Reviewed August 4, 2026Roundtrip • Chicago (CHI) - Winnipeg (YWG)ORD - YWG • Nonstop YWG - ORD • 1 stop$1,054$942found 1 day agoper traveler - Sandman Signature Winnipeg Airport Hotel & Suites
Oct 8 - Oct 12Sandman Signature Winnipeg Airport Hotel & Suites + Flight
St. James4 nights4.0 star property9.2/10 - Wonderful (490 reviews)Roundtrip • Chicago (CHI) - Winnipeg (YWG)ORD - YWG • Nonstop YWG - ORD • 1 stop$1,153$1,031found 1 day agoper traveler - Inn At The Forks
Oct 8 - Oct 12Inn At The Forks + Flight
Downtown Winnipeg4 nights3.5 star property9.0/10 - Wonderful (1,003 reviews)"Lovely hotel near downtown city center- great park and walking path adjacent to hotel. Good restaurant on site with room service."Reviewed August 5, 2026Roundtrip • Chicago (CHI) - Winnipeg (YWG)ORD - YWG • Nonstop YWG - ORD • 1 stop$1,281$1,149found 1 day agoper traveler
Frequently Asked Questions
How much does an O'Hanly vacation package cost?
You'll find cheap prices from $898 on Expedia for your O'Hanly break. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to O'Hanly costs.
What are the cheapest months to go to O'Hanly?
December, January and February are the best times to look for cheap O'Hanly vacation packages. Choosing to travel in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for O'Hanly?
The ideal duration for your O'Hanly vacation depends on what you'd like to do. Generally, a handful of days to a week will give you enough time to go to all the major attractions and discover some hidden spots along the way.
How to find the best O'Hanly package deals?
Use Expedia's filter tool to find some great O'Hanly package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for O'Hanly package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book an O'Hanly vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the freedom to create a customized O'Hanly vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to O'Hanly?
If you're considering a spontaneous O'Hanly trip, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later O'Hanly vacation packages?
Your O'Hanly break should be a relaxing escape from your daily routine, not a source of money worries. So to give you more flexibility, we've partnered with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.