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.
JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Price was CA $964, price is now CA $687 per person
CA $687
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,003 reviews)
I was double billed after being assured I would not be charged by both agent and hotel when I saw the hold, as it was a prepaid booking via Expedia

Reviewed on Jul 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,141, price is now CA $728 per person
CA $728
per person
Aug 21 - Aug 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

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 1 day 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

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
While amenities and being up to date are important, my main focus for a hotel is it’s cleanliness and how comfortable is the bed since I’ve stayed many places that while nice, if the bed is uncomfortable can ruin your stay. Our room at Omni was clean and comfortable. There were a few things that looked a little tired and could use updating but overall we had a good sleep and were refreshed for the next day.

Reviewed on Jul 13, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
The staff were very inattentive . 4 calls over 2 days for housekeeping issues . Meal was corrected 2 times still brought the wrong order after she apologized for the first one . If I managed the place I would not be employed

Reviewed on Jul 14, 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! (1,527 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 (1,194 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 $161 per night from Jul 20 to Jul 21
CA $161
CA $203 total
Jul 20 - Jul 21
includes taxes & fees
8.2/10 Very good! (1,040 reviews)
"No comment"

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.
All Inclusive Vacations
All Inclusive Vacations
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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 $687 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.