Flossmoor Vacation Packages

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Your Flossmoor Vacation

Reserve a Flossmoor vacation package and get set to experience this interesting city the stress-free way. Think about staying in the neighborhood of South Deering, which is great for golfing and nature. Hollywood Casino Amphitheatre, Odyssey Fun World and Coyote Run Golf Course are just some of the many attractions you'll want to check out during your trip to Flossmoor. Stop daydreaming and start adventuring. Check out the broad range of options on Expedia today and finally put your Flossmoor vacation plans into motion!

Top Flossmoor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel

4 out of 5
Downtown Chicago
Price was CA $1,073, price is now CA $732 per person
CA $732
per person
Aug 21 - Aug 23
found 23 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,002 reviews)
Great stay perfect location

Reviewed on Jul 12, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,310, price is now CA $911 per person
CA $911
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
I thoroughly enjoyed my stay at Hotel Felix! While it may not technically be a five-star luxury chain, it definitely gave us five-star hotel vibes thanks to the incredible staff and the fantastic extra perks.The location is absolutely awesome. It puts you about a mile or so from all the major hotspots, including Navy Pier, the Riverwalk, and the Magnificent Mile. There are tons of excellent places to eat right nearby, and having a Divvy bike rental station right down the street made exploring the city incredibly easy.The service from the staff was top-notch from start to finish. I highly recommend this hotel for anyone looking for a stylish, perfectly located, and highly accommodating place to stay in Chicago!

Reviewed on Jul 13, 2026

Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,251, price is now CA $909 per person
CA $909
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
8.4/10 Very good! (2,006 reviews)
The staff was great. The bed was nice and comfy. The shower floor wasn't fully white and a towel looked stained. Overall, it was a decent stay.

Reviewed on Jul 13, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,847, price is now CA $1,343 per person
CA $1,343
per person
Oct 6 - Oct 9
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
We traveled with four kids. There was a noticeable lack of other children around. However the property was prepared to have them around. There was an entire play room with brand new puzzles and gently used toys to play with. The pool was usually fairly empty so my kids had fun there. The basketball court was generally empty as well. We got a lot of use out of all three spaces. The staff was friendly and helpful. And the coffee shop downstairs was a frequent stop as well.

Reviewed on Jul 9, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,055, price is now CA $1,495 per person
CA $1,495
per person
Aug 18 - Aug 22
found 23 hours ago
Roundtrip non-stop flight included
Montreal Metropolitan Airport (YHU) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
Location

Reviewed on Jul 10, 2026

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Flossmoor Hotel Deals

William Tell Hotel MOD Collection by Sonesta

William Tell Hotel MOD Collection by Sonesta

3.5 out of 5
6201 Joliet Rd Countryside IL
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Aug 9 to Aug 10
CA $161
CA $181 total
Aug 9 - Aug 10
includes taxes & fees
8/10 Very good! (1,525 reviews)
"The staff was very nice and professional."

Reviewed on Jul 13, 2026

William Tell Hotel MOD Collection by Sonesta
Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Jul 20 to Jul 21
CA $99
CA $110 total
Jul 20 - Jul 21
includes taxes & fees
6.4/10 (1,192 reviews)
"The room looks like it wasn’t even cleaned, the sheets weren’t white anymore, towels were very thin. Parking is Ok, staff is pretty responsive."

Reviewed on Jul 11, 2026

Red Roof Inn PLUS+ Chicago - Willowbrook
Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 20 to Jul 21
CA $170
CA $214 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very good! (1,038 reviews)
"All in all great stay for the price. We were in town for the taste of Chicago. About 20 mins from downtown. Staff was very friendly and helpful. Rooms were clean and as described. Plenty of parking on site. The restaurant that is connected was also great. Good drinks. The lemon drops were top tier! ..."

Reviewed on Jul 13, 2026

Holiday Inn Chicago – Midway Airport S by IHG
See all 844 properties in Flossmoor
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.
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Stay near popular Flossmoor attractions

Coyote Run Golf Course

8.0/10 (1 review)
Enjoy a round of golf in Flossmoor at Coyote Run Golf Course. Discover the area's great live music and shops.
See properties

Frequently asked questions

How much does a Flossmoor vacation package cost?
You can grab a vacation package to this top destination from CA $732 on Expedia. But how much your vacation to Flossmoor costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Flossmoor?
If you'd like to snag a cheap Flossmoor vacation package, consider planning a trip in January, February and November. You'll generally find lower rates on flights and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Flossmoor?
Dedicate around 2 days for your Flossmoor vacation in order to discover everything that makes this destination special. Explore key areas, including East Hazel Crest and Country Club Hills. Then head to the top attractions such as Veterans Memorial Park and Midwest Carvers Museum. With a clever itinerary, you'll be kept busy with room for some relaxation too. Want to venture beyond Flossmoor? Consider an excursion or two.
How to find the best Flossmoor package deals?
Start your search for a Flossmoor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Flossmoor package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Flossmoor escape underway.
Is it cheaper to book a Flossmoor vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Flossmoor vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Flossmoor?
If you've got your Flossmoor travel dates confirmed, book early to grab some incredible deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Flossmoor?

  1. Pick your dates: The things you want to do in Flossmoor and your preferred season can help you decide when to go.
  2. Plan your budget wisely: On top of the price of your accommodations, you should consider other expenses. These include food, transportation and flights. Also, set aside some extra funds for unexpected costs that could crop up during your trip to Flossmoor.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Flossmoor. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose a Flossmoor vacation package that brings all your bookings together.

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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.