
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.

Park Hyatt Chicago
Downtown Chicago
Price was CA $1,838, price is now CA $1,118 per person
CA $1,118
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025

Pendry Chicago
Downtown Chicago
Price was CA $1,989, price is now CA $1,147 per person
CA $1,147
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,059 reviews)
Slow elevators. Solid hotel but nothing spectacular. Would choose other properties in this price point next time.
Reviewed on Aug. 26, 2025

Level Chicago - River North
Downtown Chicago
Price was CA $1,892, price is now CA $1,124 per person
CA $1,124
per person
Oct 3 - Oct 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.
Reviewed on Aug. 25, 2025


Level Chicago – Old Town
Downtown Chicago
Price was CA $1,768, price is now CA $1,128 per person
CA $1,128
per person
Oct 13 - Oct 17
found 24 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
It was fine but nit as good as I had expected. Staff were un friendly and un helpful fur an expensive stay.
Reviewed on Aug. 27, 2025
Dyer Hotel Deals

Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 3 to Sep 4
CA $176
CA $202 total
Sep 3 - Sep 4
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"I was impressed with the staff's friendliness, helpfulness and willingness to help. Our flight was not until 5:30pm. We were given a late check out and allowed access to the pool for my 7 yr old grandson while we waited for our ride to the airport. My one and only complaint is that the toilets are ..."
Reviewed on Aug. 24, 2025

Baymont by Wyndham Chicago/Alsip
12801 South Cicero, Alsip, IL
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Sep 7 to Sep 8
CA $130
CA $147 total
Sep 7 - Sep 8
includes taxes & fees
8/10 Very Good! (1,004 reviews)
"Really nice place. The pet friendly room was nice."
Reviewed on Aug. 23, 2025

Ameristar Casino Hotel East Chicago
777 Ameristar Blvd., East Chicago, IN
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Aug 28 to Aug 29
CA $129
CA $159 total
Aug 28 - Aug 29
includes taxes & fees
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.