Dyer Vacation Packages
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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.
Top Dyer Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was CA $1,512, price is now CA $1,071 per person
CA $1,071
per person
Jul 3 - Jul 6
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9/10 Wonderful! (472 reviews)
Beautiful clean place. Great safe location within proximity to restaurants and transportation around the city with fantastic views. Would recommend and stay here again.
Reviewed on May 14, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $1,750, price is now CA $1,175 per person
CA $1,175
per person
Aug 2 - Aug 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
It was very pleasant and safe. I liked that you needed a room key to use the elevator which made us feel safe. The hotel is located very central and walking distance to everything. The staff was very friendly.
Reviewed on May 16, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,881, price is now CA $1,291 per person
CA $1,291
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
Great view and room was very clean!
Reviewed on May 17, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,565, price is now CA $1,125 per person
CA $1,125
per person
Jul 11 - Jul 14
just found
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,126 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
Dyer Hotel Deals
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from May 26 to May 27
CA $174
CA $196 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,050 reviews)
Excellent service by all
Reviewed on May 15, 2026
Wind Creek Southland Casino and Hotel
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from May 18 to May 19
CA $209
CA $234 total
May 18 - May 19
includes taxes & fees
9.2/10 Wonderful! (376 reviews)
I really enjoyed my stay. However I was disappointed that the hotel didn't have room service or microwaves. Other than that everything was great. I will definitely come again.
Reviewed on May 15, 2026
Hilton Chicago/Oak Lawn
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
The price is CA $168 per night from May 26 to May 27
CA $168
CA $193 total
May 26 - May 27
includes taxes & fees
8.4/10 Very Good! (1,339 reviews)
Location was great, missed not having breakfast included and didn’t appreciated have to pay for parking.
Reviewed on May 14, 2026
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.
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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.
