Gilman Vacations from $322

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The Latest Gilman vacation packages

Price found within the past 48 hours. Click for updated prices.
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Price was $381, price is now $322 per person
$322
per person
May 20 - May 22
found 18 hours ago
Roundtrip flight included
Los Angeles (LAX) to Chicago (MDW)
9.4/10 Exceptional! (278 reviews)
The only problem was how very strong the perfumed air freshener in the lobby and elevators was. It exacerbated my wife’s asthma it was so strong. The really need to tone it down. They use way too much.

Reviewed on Mar 20, 2026

Motel 6 Alsip, IL

Motel 6 Alsip, IL

2 out of 5
Price was $403, price is now $336 per person
$336
per person
Jun 4 - Jun 8
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)
6.2/10 (1,001 reviews)
After staying there for a week and booked again for another the woman at front desk said No because there was there was all kinds of people coming to the room I had food Delivered At least twice And then she said a year ago at this time said about be nosy and people coming and going It was not true Anyway your hotel has nothing to offer guests

Reviewed on Dec 29, 2025

Holiday Inn Express Peotone by IHG

Holiday Inn Express Peotone by IHG

2.5 out of 5
Price was $646, price is now $578 per person
$578
per person
Jun 17 - Jun 21
found 20 hours ago
Roundtrip flight included
New York (NYC) to Chicago (MDW)
9.2/10 Wonderful! (107 reviews)
Very clean and great condition - breakfast was good!

Reviewed on Mar 16, 2026

Holiday Inn Express & Suites Orland Park - Mokena by IHG

Holiday Inn Express & Suites Orland Park - Mokena by IHG

2.5 out of 5
Price was $903, price is now $813 per person
$813
per person
Jun 17 - Jun 21
found 20 hours ago
Roundtrip flight included
New York (NYC) to Chicago (MDW)
8.6/10 Excellent! (442 reviews)
Staff was super friendly and helpful. Pool was a little cold.

Reviewed on Mar 18, 2026

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was $504, price is now $454 per person
$454
per person
May 22 - May 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (MDW)
8.4/10 Very Good! (1,008 reviews)
Check in was unpleasant, there were only 2 staff members and one staff member was on the phone and the other staff member that assisted me was overwhelmed. He mademe wait, write down my information even though i had a reservation as he had to attend to other customers they were at the concession.

Reviewed on Mar 26, 2026

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Gilman Hotel Deals

Super 8 by Wyndham Gilman

Super 8 by Wyndham Gilman

2 out of 5
1301 S Crescent St Gilman IL
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $107 total per night from Apr 19 to Apr 20
$107 total
Apr 19 - Apr 20
Total with taxes and fees
Super 8 by Wyndham Gilman
Budget Host Inn

Budget Host Inn

2.5 out of 5
723 S Crescent St Gilman IL
Get rates
Budget Host Inn
Watseka 24 Inn & Suites

Watseka 24 Inn & Suites

2 out of 5
710 West Walnut Street Watseka IL
$99 nightly
The price is $110 total per night from Mar 27 to Mar 28
$110 total
Mar 27 - Mar 28
Total with taxes and fees
7.4/10 Good! (346 reviews)
Quiet. Facilit

Reviewed on Mar 23, 2026

Watseka 24 Inn & Suites
See all 13 properties in Gilman
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 Gilman Vacation Packages

Gilman Essential Information

Language
English
Currency
U.S dollars
Population
1,750
Max Temp Winter
35ºF
Max Temp Summer
80ºF

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Frequently asked questions

How much does a Gilman vacation package cost?
You'll find cheap prices from $322 on Expedia for your Gilman break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Gilman costs.
What are the cheapest months to go to Gilman?
You can typically find lower rates and greater availability in January, March and April. Browse our cheap Gilman vacation packages and you could get some great off-season deals.
How many days is enough for Gilman?
Generally, a handful of days is enough to see the main attractions during your Gilman vacation. However, if you'd like to have more time to unwind or take day trips, think about extending your trip.
How to find the best Gilman package deals?
Begin your search for a Gilman package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Gilman package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Gilman escape off to a flying start.
Is it cheaper to book a Gilman vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a personalized Gilman vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Gilman?
Enjoy incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Gilman break.
Does Expedia offer Book Now, Pay Later Gilman vacation packages?
Secure your dream trip to Gilman with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've partnered with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stick to your budget and snap up travel deals before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.