Crest Hill Vacation Packages
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Your Crest Hill Vacation
Take the hassle out of planning your next great adventure with a Crest Hill vacation package. Whether you're interested in its art, food, architecture or other highlights, there's a never-ending supply of new experiences to be had. You'll want to sightsee during your trip to Crest Hill. Carve out some time for top attractions such as Rialto Square Theater, Silver Cross Field and Harrahs Casino. Stop daydreaming and start traveling. Check out the broad range of options on Expedia today and finally put your Crest Hill vacation plans into action!
Top Crest Hill Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,466, price is now CA $998 per person
CA $998
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,463 reviews)
Hard to find the parking . Everything at navy pier closes at 8pm . Staff offered no extras even though it says we are vip Expedia and hiltons honors .
Reviewed on Apr 17, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,576, price is now CA $1,026 per person
CA $1,026
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,123 reviews)
The staff at the Pendry are top notch. We arrived early and just wanted to drop our bags off, but the staff was able to check us in several hours early. Upon learning it was my birthday, the bell hop brought me a glass of wine from the bar and later, the staff sent up a bottle of prosecco and birthday cupcakes. Our room
Reviewed on Apr 7, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,710, price is now CA $1,176 per person
CA $1,176
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
Celebrate my birthday here and upon arrival was given champagne. It made my evening even better. I felt at home will be returning
Reviewed on Apr 18, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,268, price is now CA $1,580 per person
CA $1,580
per person
Jun 5 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,848 reviews)
Beautiful facility, excellent service, professional staff, delicious food!
Reviewed on Apr 7, 2026
Fairmont Chicago at Millennium Park Gold Experience
Downtown Chicago
Price was CA $2,331, price is now CA $1,642 per person
CA $1,642
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.2/10 Wonderful! (138 reviews)
My wife and I really enjoyed our stay at this location. The accommodations were very nice. However, what really stuck out was the hotel staff, its the best that we have experienced.
Reviewed on Sep 5, 2025
Crest Hill Hotel Deals
Chicago Club Inn & Suites
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 21 to Apr 22
CA $111
CA $123 total
Apr 21 - Apr 22
includes taxes & fees
7.2/10 Good! (1,515 reviews)
Sheets had stains. Hot tub was nice. Staff was good. Breakfast was mid
Reviewed on Apr 18, 2026
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $84 per night from Apr 30 to May 1
CA $84
CA $94 total
Apr 30 - May 1
includes taxes & fees
6.4/10 (1,088 reviews)
All good no complaints
Reviewed on Apr 17, 2026
Embassy Suites by Hilton Chicago Lombard Oak Brook
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Apr 26 to Apr 27
CA $156
CA $173 total
Apr 26 - Apr 27
includes taxes & fees
8.2/10 Very Good! (1,512 reviews)
Very pleasant stay.
Reviewed on Apr 16, 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.
