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.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,475, price is now CA $988 per person
CA $988
per person
May 23 - May 27
found 23 hours ago
Roundtrip flight included
Montreal (YMQ) to Chicago (ORD)
9.2/10 Wonderful! (436 reviews)
Yessss it’s was amazing

Reviewed on Apr 13, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,478, price is now CA $1,650 per person
CA $1,650
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.2/10 Wonderful! (902 reviews)
We really loved the

Reviewed on Apr 16, 2026

DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
Price was CA $1,526, price is now CA $1,082 per person
CA $1,082
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (MDW)
8.4/10 Very Good! (1,015 reviews)
Didn't eat breakfast..parking was fine.

Reviewed on Apr 12, 2026

Waldorf Astoria Chicago

Waldorf Astoria Chicago

5 out of 5
Downtown Chicago
Price was CA $2,344, price is now CA $1,668 per person
CA $1,668
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.4/10 Exceptional! (1,002 reviews)
Top of the line customer service! I can’t express how deeply I am impressed with your hotel, the feel, the specialness of it all! My first time there, has left me with a lasting impression I will never forget! Classy and it smelled like Paris! Love everything about the hotel. Wish I could have stayed longer. Thank you for keeping such a prestigious hotel at top standard!

Reviewed on Apr 6, 2026

The Langham, Chicago

The Langham, Chicago

5 out of 5
Downtown Chicago
Price was CA $2,434, price is now CA $1,746 per person
CA $1,746
per person
Jul 6 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Chicago (ORD)
9.8/10 Exceptional! (1,010 reviews)
Was lovely but remember it being better experience

Reviewed on Apr 16, 2026

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Glen Ellyn Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $341 per night from May 9 to May 10
CA $341
CA $400 total
May 9 - May 10
includes taxes & fees
8.4/10 Very Good! (2,260 reviews)
I would rate this hotel as good to excellent if not for one employee. I stayed two nights and all the staff including front desk, restaurant and housekeeping were customer friendly and efficient with one exception. I returned back to the main entrance of the hotel on the second night after a long ...

Reviewed on Apr 12, 2026

Hilton Chicago O'Hare Airport
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 $197 per night from Apr 22 to Apr 23
CA $197
CA $225 total
Apr 22 - Apr 23
includes taxes & fees
8.8/10 Excellent! (2,490 reviews)
I was at the on site conference - food was excellent

Reviewed on Apr 16, 2026

Hyatt Regency O'Hare Chicago
Chicago Club Inn & Suites

Chicago Club Inn & Suites

3 out of 5
630 Pasquinelli Dr Westmont IL
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Apr 19 to Apr 20
CA $111
CA $123 total
Apr 19 - Apr 20
includes taxes & fees
7.2/10 Good! (1,518 reviews)
Very old building, bathroom door doesn't loca

Reviewed on Apr 15, 2026

Chicago Club Inn & Suites
See all 2,267 properties in Glen Ellyn
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

Discover the most popular places to visit in Glen Ellyn

Wrigley Field

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Chicago Skyline, Chicago, Illinois shows amazing architecture in panoramic format

Naval Base Great Lakes

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.

Naval Base Great Lakes
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Glen Ellyn

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $37
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

CA $60
per adult
98% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

CA $52
per adult
98% of travellers recommend
Flyover in Chicago
See all activities in Glen Ellyn

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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.