Glencoe Vacation Packages
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Your Glencoe Vacation
A great way to experience this city is with a custom-made Glencoe vacation package. Base yourself in the neighborhood of Rogers Park, which is great for cafes, nature and bars and pubs or go someplace else — our packages are all about you. Make your trip to Glencoe even more fulfilling by including some sightseeing. Chicago Botanic Garden, The Glen Club and North Shore Center for the Performing Arts are some of the top attractions you'll want to explore. Check out Expedia's wide range of travel options and start planning your perfect vacation to Glencoe now.
Top Glencoe Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination
Price was CA $1,084, price is now CA $784 per person
CA $784
per person
Sep 11 - Sep 14
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,024 reviews)
Clean large room. Friendly helpful staff. Garage parking with covered bridge to hotel and casino. Highly recommend.
Reviewed on Jun 25, 2026
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,635, price is now CA $2,437 per person
CA $2,437
per person
Sep 12 - Sep 18
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Hotel Felix River North/Magnificent Mile
Downtown Chicago
Price was CA $1,544, price is now CA $1,096 per person
CA $1,096
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
8.2/10 Very good! (2,767 reviews)
Clean rooms and comfortable beds but the windows were a little thin that you could hear everything outside.
Reviewed on Jun 27, 2026
Level Chicago Fulton Market
Downtown Chicago
Price was CA $2,991, price is now CA $2,125 per person
CA $2,125
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (504 reviews)
Upscale amazing stay in trendy neighborhood in Chcago. Walking distance to coffee shops, great restaurants. The amenities were beyond what I expected/ great lap pool, hot tubs, sauna steam room and amazing gym with enough equipment to do a full strength training workout. We will stay here again!
Reviewed on Jun 25, 2026
Glencoe Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Jun 30 to Jul 1
CA $194
CA $230 total
Jun 30 - Jul 1
includes taxes & fees
8/10 Very good! (10,134 reviews)
"The Congress was my number #1 place for 30 years. It's an older hotel and shows. Doors in my suite don't close or lock correctly. The room wasn't cleaned when requested so my travel mate could make bets if the room was serviced or not by the time we returned. Not even when I called House keeping. ..."
Reviewed on Jun 27, 2026
Omni Chicago Hotel
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jul 5 to Jul 6
CA $217
CA $305 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (1,827 reviews)
"The staff were very helpful and kind, room clean and a beautiful view. Hotel kept up very well. Our air conditioning worked great on the 23rd floor. Check out, bags held and valet parking plus retrieval very quick and excellent service."
Reviewed on Jun 27, 2026
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $239 per night from Jul 6 to Jul 7
CA $239
CA $284 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (4,465 reviews)
"Excellent room for a small family. Staff was friendly, room was clean. Perfect location."
Reviewed on Jun 27, 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.
Stay near popular Glencoe attractions
What to do in Glencoe
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
88% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
CA $56
per adult
94% of travellers recommend
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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.
