Chicago Ridge Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Chicago Ridge Vacation
Say bye-bye to the hassle of planning and hello to a Chicago Ridge vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with Hyde Park, which is great for history, nature and culture. If your trip to Chicago Ridge includes a little sightseeing, drop by renowned attractions like SeatGeek Stadium, Chicago Ridge Shopping Mall and Trinity Christian College. Your perfect Chicago Ridge vacation is only clicks away. Explore accommodations, flights and more on Expedia for an adventure that's tailored just for you.
Top Chicago Ridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Level Chicago Fulton Market
Downtown Chicago
Price was CA $1,692, price is now CA $1,262 per person
CA $1,262
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen
Reviewed on Nov 6, 2026
The Blackstone, Autograph Collection
Downtown Chicago
Price was CA $1,194, price is now CA $897 per person
CA $897
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,004 reviews)
Nice property but a little worn.mattresses were not that comfortable .Some staff were great, others not so much.
Reviewed on Nov 8, 2026
Chicago Ridge Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Nov 22 to Nov 23
CA $164
CA $195 total
Nov 22 - Nov 23
includes taxes & fees
8/10 Very good! (10,124 reviews)
"I enjoyed my stay, room was a little cold, they gave me a portable heater. But it was very clean and comfortable. Close to everything, easy to catch a cab and visually stunning. The two free bottles of water was a nice touch. Would gladly return."
Reviewed on Nov 8, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Nov 9 to Nov 10
CA $177
CA $210 total
Nov 9 - Nov 10
includes taxes & fees
River Hotel
75 East Wacker Drive Chicago IL
Fully refundable
The price is CA $162 per night from Dec 6 to Dec 7
CA $162
CA $193 total
Dec 6 - Dec 7
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.
What to do in Chicago Ridge
Skydeck Chicago at Willis Tower
CA $60
per adult
84% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $57
per adult
94% of travellers recommend
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
