Glen Ellyn Vacation Packages
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Your Glen Ellyn Vacation
Build a custom vacation package to Glen Ellyn and prepare to experience this incredible city the way you want. Consider staying in the neighborhood of Medinah, which is great for golfing and much more. Morton Arboretum, Wheaton College and College of Dupage are just a few of the sights worth checking out during your trip to Glen Ellyn. Your ultimate Glen Ellyn vacation is a few clicks away. Explore flights, accommodations and more on Expedia for a getaway that's tailored to suit your style.
Top Glen Ellyn Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hilton Grand Vacations Club Chicago Magnificent Mile
Downtown Chicago
Price was CA $1,769, price is now CA $1,239 per person
CA $1,239
per person
Jul 6 - Jul 10
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (395 reviews)
Great location and well maintained property!
Reviewed on May 29, 2026
Level Chicago - River North
Downtown Chicago
Price was CA $1,919, price is now CA $1,301 per person
CA $1,301
per person
Aug 11 - Aug 15
found 19 hours ago
Roundtrip flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (1,017 reviews)
Everything was great and staff was very helpful as well, great experience overall!
Reviewed on May 31, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $1,950, price is now CA $1,361 per person
CA $1,361
per person
Jul 29 - Aug 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (2,511 reviews)
Beautiful place and at a breath taking spot. Staff in the front were very helpful. Good, clean and the most important thing is that its private for the guests. There is a security at the entrance of the pier so nobody can come in. Guests can take walks at the pier, but not the whole pier but some areas. Security was very helpful and understanding. 2 things that need work are:
1. Pillows: the pillows were a pain in the neck.
2. The body wash: our room had an empty bottle of body wash and wasn't replaced for 2 days. Thank goodness, we had our own. And the bodywash holder was broken as well. maybe that is the case.
Other then that, i would stay here every chance I get and would recommend it to everyone.
Thank you to all the hotel staff for making our visit so memorable.
Thank you Sable for the beautiful views, right from our room and thank you Chicago.
Reviewed on May 31, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,060, price is now CA $1,471 per person
CA $1,471
per person
Aug 21 - Aug 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.6/10 Exceptional! (1,886 reviews)
Great room, professional staff, no complaints.
Reviewed on May 31, 2026
Glen Ellyn Hotel Deals
Crowne Plaza Lombard Downers Grove by IHG
1250 Roosevelt Road Glen Ellyn IL
Fully refundable
The price is CA $146 per night from Jun 28 to Jun 29
CA $146
CA $163 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Clean room, staff was friendly and pleasant. Breakfast was good."
Reviewed on Jun 1, 2026
Hyatt Regency O'Hare Chicago
9300 Bryn Mawr Ave Rosemont IL
The price is CA $219 per night from Jun 28 to Jun 29
CA $219
CA $250 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (2,598 reviews)
"Convenient to O’Hare with reliable shuttle that runs frequently. The hotel itself and staff exceeded expectations. Would definitely stay here again."
Reviewed on May 31, 2026
Holiday Inn Chicago O'Hare – Rosemont by IHG
6600 Mannheim Road, building 2 Rosemont IL
Fully refundable
The price is CA $182 per night from Jun 28 to Jun 29
CA $182
CA $210 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (2,977 reviews)
"Good location. I think you could walk to AllState Arena. Staff was super nice. Parking on site at an okay price. Bed was comfy and I loved the shower. However, my air conditioner smelled terrible! Like sweat plus mold. It got too hot not using it, I tried. Luckily I bring essential oils."
Reviewed on May 31, 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.
Discover the most popular places to visit in Glen Ellyn
Wrigley Field
4.5/5(159 reviews)
Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.
Naval Base Great Lakes
4.5/5(3 reviews)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.
Navy Pier
4.5/5(460 reviews)
A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.
What to do in Glen Ellyn
Wendella's Lake and River Architecture Tour
CA $62
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.
