Glencoe Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Travelodge by Wyndham Downtown Chicago
Downtown Chicago
CA $684
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (2,711 reviews)
The room was very clean for a less fancy city hotel. Staff was also super friendly. We arrived early and they were kind enough to hold our luggage while we explored.
Reviewed on Aug 13, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $1,001
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
The service and rooms were excellent. Beds were comfortable and views were to die for. The food at Terra16 was a good but the wait times and food service took to long. Our fruit platter took over a half hour for breakfast. The spa was nice, but the lockers were hard to use or some worked and some did not lock. Front desk was exceptional and property was gorgeous. I would definitely stay again and was very happy with the staff who generally were attentive and kind.
Reviewed on Aug 13, 2026
Level Chicago Fulton Market
Downtown Chicago
CA $1,424
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (544 reviews)
My go to place to stay. Luxurious, travel-friendly rooms, excellent pool/hot tub area outside, and great workout facilities. Fantastic location next to Fulton Market. The desk staff is always exceptional and helpful.
Reviewed on Aug 12, 2026
Ready to book your vacation to Glencoe?
Glencoe Hotel Deals
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
CA $151
CA $180 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very good! (10,294 reviews)
"I enjoyed my stay at the Congress Plaza. I had a room on the 11th floor with a terrific view of the lake. One problem: I stayed for two days and no housekeepers ever showed up to clean the room."
Reviewed on Aug 13, 2026
The Chicago Hotel Collection Ambassador Gold Coast
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
CA $174
CA $206 total
Aug 30 - Aug 31
includes taxes & fees
8/10 Very good! (1,979 reviews)
"When I arrived, the staff was unfriendly when I went upstairs to my room the elevator and the carpets in the hallway were pretty dirty. My room was a mess had to ask for clean sheets because mine had sweat marks on them there was leftover orange juice in the room the bathroom also was a mass had ..."
Reviewed on Aug 13, 2026
Hilton Chicago O'Hare Airport
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $331
CA $389 total
Sep 3 - Sep 4
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.
Stay near popular Glencoe attractions
Writers Theatre
You can enjoy a show at Writers Theatre during your stay in Glencoe. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
What to do in Glencoe
Chicago: Navy Pier Centennial Wheel Ticket
CA $34
per adult
90% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Glencoe vacation package cost?
You can snap up a vacation package to this top destination from CA $684 on Expedia. However, how much your vacation to Glencoe costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Glencoe?
If you're looking to score a cheap Glencoe vacation package, consider visiting in January, February and November. You're likely to find better rates on accommodations and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Glencoe?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Gross Point and Highwood during your Glencoe vacation. Make sure to also add The Glen Club and Baha'i House of Worship to your list of must-sees. Up for some more adventures? Consider venturing outside of Glencoe on tours and day trips.
How to find the best Glencoe package deals?
Bagging a cheap Glencoe package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Glencoe package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Glencoe vacation as a package?
You can enjoy significant savings on your Glencoe escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Glencoe?
If you're planning an impromptu Glencoe getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Glencoe?
- Pick your dates: The things you plan to do in Glencoe and your preferred season can help you decide when to go.
- Set a budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Glencoe. Then, pick a property that suits your budget, whether that's an affordable option or a high-end retreat.
- Decide your trip length: Consider how long you want to spend discovering Glencoe. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Glencoe vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
