Oakwood Hills Holidays
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Top Flight + Hotel Deals in Oakwood Hills
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
Downtown Chicago
€1,059
per person
24 Oct - 29 Oct
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.2/10 Very good! (3,012 reviews)
Check-in and check-out were a breeze. Very clean rooms, spacious bathroom. The room was smaller than expected, but perfect for my solo trip. Convenient location, 15 min walk from the river area, 8 min from the Michigan blvd. Aldi 5 min away, Starbuck 2 min away, Wallgreens 2 min away. Seemed pretty safe at night.
Reviewed on 15 Sept 2026
Level Chicago Fulton Market
Downtown Chicago
€1,339
per person
24 Oct - 29 Oct
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.2/10 Wonderful! (561 reviews)
I was excited to stay here and I truly never leave negative reviews, but others should avoid making the same mistake I did paying for this hotel. The staff was very nice and the property looks nice, but it's extremely overpriced. Don't be fooled into paying more for the amenities because none of them work!!
- There was no deadbolt on the hotel room door. If I'm paying $200+ a night, I shouldn't have to barricade the door every night. The balcony door was also unlocked when I arrived.
- No hangers or lotion in the room.
- Sauna and hot tub were "closed for cleaning" for three full days of my stay.
- I needed to consent to a background check in order to confirm my reservation. I called to confirm this because I found it incredibly invasive and unnecessary. Turns out it was real. Wild. Also, there is a $200 PER NIGHT deposit upon arrival. I travel often and I've never seen that before.
- Nonexistent water pressure in the shower. And someone's trash was left in the shower when I arrived.
- Washing machine reeked of mold and was therefore unusable.
- TV and oven didn't work
Overall, if this hotel was $60-80 a night, it'd be great. But, it's a total waste of money. Again, the staff was very nice and helpful (I didn't even include the things they resolved for me during my stay) but I'm not going to bother them about every single amenity that is supposedly included with the room. The things that would make this hotel worth the money are unfortunately all a facade.
Reviewed on 15 Sept 2026
Top hotels in Oakwood Hills
Hyatt Regency Schaumburg Chicago
1800 East Golf Rd Schaumburg IL
Fully refundableReserve now, pay when you stay
€145
11 Oct - 12 Oct
includes taxes & fees
Comfort Inn & Suites Arlington Heights - Schaumburg
2112 S Arlington Heights Rd Arlington Heights IL
Fully refundableReserve now, pay when you stay
€79
12 Oct - 13 Oct
includes taxes & fees
8.2/10 Very good! (1,398 reviews)
"It was a decent room, they let me check in early (based on availability) and stayed 30 mins extra as late check out. The room had a bit of imperfections but for the price it was a good hotel"
Reviewed on 15 Sept 2026
Great Wolf Lodge Illinois
1700 Nations Dr Gurnee IL
€153
22 Sept - 23 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Our entire weekend at Great Wolf Lodge in Gurnee was a complete cluster from beginning to end. For a place that charges resort-level prices, the amenities and service were seriously lacking. The pool water was cold, which immediately took away from the main reason we came. It also felt like every ..."
Reviewed on 15 Sept 2026
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.
Frequently asked questions
How much does an Oakwood Hills holiday package cost?
You can pick up a holiday package to this destination from €1,059 on Expedia. But how much your holiday to Oakwood Hills costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Oakwood Hills?
January, February and March are the best times to search for cheap Oakwood Hills holiday packages. Opting to travel in less busy periods means you can generally find reduced prices on hotels and flights.
How many days is enough for Oakwood Hills?
The ideal duration for your Oakwood Hills holiday depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to go to all the main attractions and discover some hidden spots along the way.
How to find the best Oakwood Hills package deals?
Bagging a cheap Oakwood Hills package deal is a breeze with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to discover the most economical Oakwood Hills package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book an Oakwood Hills holiday as a package?
An Expedia holiday package could land you great savings when compared to booking accommodation and flights separately. Better still, you can personalise your Oakwood Hills getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Oakwood Hills?
If you're planning a spur-of-the-moment Oakwood Hills adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Oakwood Hills?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Oakwood Hills.
- Set a budget: Consider expenses such as food, flights and transportation when calculating how much to put aside for your trip to Oakwood Hills. Then, choose a property that suits your budget, whether that's a low-cost option or a more upscale getaway.
- Decide your trip length: Consider how long you'd like to spend exploring Oakwood Hills. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find an Oakwood Hills holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
