Flossmoor Vacations from $302

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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!

The Latest Flossmoor vacation packages

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

The Emily Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $518, price is now $302 per person
$302
per person
Mar 27 - Mar 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,264 reviews)
no the room was dirty and smell musty

Reviewed on Jan 18, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $746, price is now $378 per person
$378
per person
Mar 13 - Mar 16
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
everything was awesome. The room was amazing. The staff was very helpful. The entire hotel was very clean. The only drawback was the water pressure in the sink. We had a room with two sinks, and both sinks had low water, pressure and lukewarm water. It never did get hot.

Reviewed on Jan 19, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was $1,719, price is now $904 per person
$904
per person
Mar 22 - Mar 27
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
When we arrived at check in time, we were informed that our room was not ready but that we could upgrade at a discounted additional cost to a suite. At first, we didn't want to do that and decided to wait. The host provided complimentary round of drinks and meal for the wait. We decided to upgrade and I'm so glad that we did. The room was incredible and the service, from concierge, staff and valets, here is top notch. We ordered the Waldorf salad and Waldorf chocolate chip cookies because you have to if you stay here. Loved this place and will definitely return.

Reviewed on Jan 5, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was $2,230, price is now $1,206 per person
$1,206
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
The staff was super friendly and accommodating. The rooms were immaculately clean, and the spa was amazing

Reviewed on Jan 13, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $616, price is now $367 per person
$367
per person
Mar 25 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Property was clean, welcoming, pet friendly

Reviewed on Jan 18, 2026

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Discover the most popular places to visit in Flossmoor

Coyote Run Golf Course

4/5(1 review)

Enjoy a round of golf in Flossmoor at Coyote Run Golf Course. Discover the area's great live music and shops.

Coyote Run Golf Course

Flossmoor Hotel Deals

The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd Willowbrook IL
$123 nightly
The price is $129 total per night from Jan 20 to Jan 21
$129 total
Jan 20 - Jan 21
Total with taxes and fees
8.4/10 Very Good! (1,380 reviews)
Only rhinf

Reviewed on Jan 14, 2026

The Champagne Lodge & Luxury Suites
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave Bridgeview IL
Fully refundableReserve now, pay when you stay
$42 nightly
The price is $48 total per night from Jan 26 to Jan 27
$48 total
Jan 26 - Jan 27
Total with taxes and fees
7/10 Good! (1,360 reviews)
It was okay, seemed pretty secure.

Reviewed on Jan 17, 2026

Motel 6 Bridgeview, IL
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $110 total per night from Jan 25 to Jan 26
$110 total
Jan 25 - Jan 26
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
The room was very nice comfortable clean and stocked. Staff was very nice only inconvenience was the mini fridge did not work

Reviewed on Jan 10, 2026

DoubleTree by Hilton Chicago - Alsip
See all 863 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.

Find the Best Flossmoor Vacation Packages

Flossmoor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
9,500
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Odyssey Fun World, Midwest Carvers Museum and William W. Powers State Recreation Area

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Frequently asked questions

How much does a Flossmoor vacation package cost?
You can grab a vacation package to this popular destination from $302 on Expedia. But how much your vacation to Flossmoor costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Flossmoor?
If you're hoping to snag a cheap Flossmoor vacation package, consider traveling in December, January and February. You'll typically find better prices on hotels and flights during these months — ideal for travelers wishing to save money.
How many days is enough for Flossmoor?
Usually, a handful of days is enough to see the main sights during your Flossmoor vacation. But if you want to have time to unwind or take day trips, think about extending your itinerary.
How to find the best Flossmoor package deals?
Landing a cheap Flossmoor package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Flossmoor package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Flossmoor vacation as a package?
You can enjoy significant savings on your next Flossmoor break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Flossmoor?
If you've got your Flossmoor travel dates confirmed, book as early as you can to bag some awesome deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Flossmoor vacation packages?
Secure your perfect trip to Flossmoor with help from Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or wait for payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you spread the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to stay on budget and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.