Dyer Vacations from $307

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Your Dyer Vacation

Organizing your next epic break is a piece of cake with a Dyer vacation package. The neighborhood of Glenwood, which is good for golfing, makes a good starting point to uncover the delights of this vibrant city. Midwest Training & Ice Center is one of the top attractions to check off your itinerary during a trip to Dyer. Browse Expedia's wide range of travel options and begin planning your ultimate vacation to Dyer now.

The Latest Dyer vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $510, price is now $307 per person
$307
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.2/10 Very Good! (2,365 reviews)
There were no glasses in the room to drink out of. There was no lotion. There was no coffee maker. The shower curtain does not stretch the whole way so water gets all over the bathroom. We had a free VIP "hot" breakfast. When went down, there was no hot food. Just coffee and some bakery items. And no employee to serve us. Very, very misleading. We won't be staying here again.

Reviewed on Feb 2, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $791, price is now $418 per person
$418
per person
Apr 24 - Apr 29
found 1 hour ago
Roundtrip flight included
New York (JFK) to Chicago (ORD)
9/10 Wonderful! (766 reviews)
Great stay. Would come again.

Reviewed on Jan 19, 2026

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $722, price is now $408 per person
$408
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,790 reviews)
Excellent in every way

Reviewed on Feb 6, 2026

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $604, price is now $378 per person
$378
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (1,862 reviews)
Room was clean but the soap dispenser at the sync and in shower were not working as it supposed to.

Reviewed on Feb 5, 2026

JW Marriott Chicago

JW Marriott Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $957, price is now $614 per person
$614
per person
Apr 30 - May 3
found 20 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
9.2/10 Wonderful! (1,000 reviews)
Bottle of waters were not stocked in the refrigerator.

Reviewed on Jan 6, 2026

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Discover the most popular places to visit in Dyer

Midwest Training & Ice Center

You can learn about the history of Dyer when you stop by Midwest Training & Ice Center. You can enjoy the bars while in the area.

Midwest Training & Ice Center

Dyer Hotel Deals

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 Feb 15 to Feb 16
$110 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
Check-in was easy and efficient. I really loved the electronic key. Pool and Gym were well equipped. Whether it was the front staff, the service members, the shuttle or even the restaurant staff, all were very professional and polite. Really enjoyed this location. The hotel is located an a quiet ...

Reviewed on Jan 27, 2026

DoubleTree by Hilton Chicago - Alsip
Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Feb 15 to Feb 16
$126 total
Feb 15 - Feb 16
Total with taxes and fees
8.2/10 Very Good! (1,200 reviews)
Everything from the moment I was checked in.

Reviewed on Feb 2, 2026

Hilton Chicago/Oak Lawn
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $200 total per night from Feb 9 to Feb 10
$200 total
Feb 9 - Feb 10
Total with taxes and fees
9.2/10 Wonderful! (237 reviews)
Very nice new hotel with great room. Hotel staff extremely friendly.

Reviewed on Feb 1, 2026

Wind Creek Southland Casino and Hotel
See all 744 properties in Dyer
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 Dyer Vacation Packages

Dyer Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
16,100
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Ceadar Lake Beach, Crown Point Sports Complex and Lake County Fairgrounds

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Frequently asked questions

How much does a Dyer vacation package cost?
You'll find cheap prices from $307 on Expedia for your Dyer getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Dyer costs.
What are the cheapest months to go to Dyer?
If you're hoping to score a cheap Dyer vacation package, consider planning a trip in January, October and December. You'll generally find lower rates on hotels and flights during these months — perfect for budget-conscious travelers.
How many days is enough for Dyer?
Usually, a handful of days is enough to see the main attractions during your Dyer vacation. But if you'd like to have time to rest or take day trips, consider extending your trip.
How to find the best Dyer package deals?
Start your search for a Dyer package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Dyer package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Dyer escape underway.
Is it cheaper to book a Dyer vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually score a better deal than booking each component separately. And you'll still enjoy the flexibility to create a customized Dyer vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Dyer?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Dyer break.
Does Expedia offer Book Now, Pay Later Dyer vacation packages?
Set off on your dream trip to Dyer with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait for the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stay on budget and snap up cheap deals while they last.

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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.