Dyer Vacations from $461

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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.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $835, price is now $461 per person
$461
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
Perfect location, comfortable and clean room

Reviewed on Jan 5, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,588, price is now $927 per person
$927
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)
Stayed in a river view room over NYE and had a great view of the fireworks show on the river! The staff was superb and went above and beyond for us. Extremely kind and knowledgeable. Cannot wait to stay again!

Reviewed on Jan 3, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $988, price is now $590 per person
$590
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Staff was friendly did amazing job with checking us in

Reviewed on Dec 25, 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $999, price is now $616 per person
$616
per person
Mar 23 - Mar 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.2/10 Wonderful! (317 reviews)
Room was very spacious and clean. The location was perfect walking distance from a lot great eating and tourists spots.

Reviewed on Dec 18, 2025

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $819, price is now $508 per person
$508
per person
Mar 22 - Mar 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,130 reviews)
Clean room and amenities

Reviewed on Jan 8, 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 Jan 19 to Jan 20
$110 total
Jan 19 - Jan 20
Total with taxes and fees
8.2/10 Very Good! (1,011 reviews)
The room was clean. The check-in was easy & the breakfast was good. Only stayed 1 night but the room was good

Reviewed on Jan 5, 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
$114 nightly
The price is $131 total per night from Jan 18 to Jan 19
$131 total
Jan 18 - Jan 19
Total with taxes and fees
8.2/10 Very Good! (1,171 reviews)
.

Reviewed on Jan 6, 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
$148 nightly
The price is $166 total per night from Jan 14 to Jan 15
$166 total
Jan 14 - Jan 15
Total with taxes and fees
9.2/10 Wonderful! (223 reviews)
It was relaxing and fun for the kids

Reviewed on Jan 5, 2026

Wind Creek Southland Casino and Hotel
See all 702 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 $461 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.