Glencoe Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Harrah's Joliet Casino & Hotel - A Caesars Rewards Destination

3.5 out of 5
Price was CA $1,069, price is now CA $777 per person
CA $777
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
8.6/10 Excellent! (1,007 reviews)
It was a wonderful experience.

Reviewed on Jul 16, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,578, price is now CA $1,110 per person
CA $1,110
per person
Sep 24 - Sep 27
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)

Hampton Inn & Suites Chicago Medical District UIC

Hampton Inn & Suites Chicago Medical District UIC

2.5 out of 5
Near West Side
Price was CA $1,458, price is now CA $1,029 per person
CA $1,029
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (657 reviews)

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $2,224, price is now CA $1,635 per person
CA $1,635
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very good! (2,809 reviews)
Awful experience will not be going back ever again

Reviewed on Jul 16, 2026

Ready to book your vacation to Glencoe?

 

Choose your dates

Glencoe Hotel Deals

Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
The price is CA $237 per night from Aug 3 to Aug 4
CA $237
CA $270 total
Aug 3 - Aug 4
includes taxes & fees
Hyatt Regency O'Hare Chicago
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from Aug 3 to Aug 4
CA $272
CA $324 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very good! (1,758 reviews)
"Very nice for an older hotel. Comfortable beds, not so much the couches and chairs. Breakfast was very good. The staff was friendly and helpful. Beautiful location with good access to transportation and Lake Michigan."

Reviewed on Jul 16, 2026

The Chicago Hotel Collection Ambassador Gold Coast
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $364 per night from Jul 26 to Jul 27
CA $364
CA $479 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,920 reviews)
"Employees very professional and restaurant/bar clean 👌 food & drinks fresh and hot 👏 The location of the hotel is Walking distance ,from shop,food restaurants and Tourist attractions,great place to stay 😀 and the Obama Presidential Center only 9 mile from hotel omni, Me and Wife enjoyed ourselves ..."

Reviewed on Jul 16, 2026

Omni Chicago Hotel
See all 4,119 properties in Glencoe
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.
See properties

What to do in Glencoe

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $31
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $35
per adult
88% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $64
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Glencoe

Frequently asked questions

How much does a Glencoe vacation package cost?
You can snap up a vacation package to this top destination from CA $777 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?

  1. Pick your dates: The things you plan to do in Glencoe and your preferred season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.