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.
Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
Price was CA $1,560, price is now CA $1,001 per person
CA $1,001
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,825 reviews)
Staying here was nothing short of amazing thanks to this staff. They were very friendly, courteous and nice. Everyone was attentive and you can tell. They really loved working there and delivering service.

Reviewed on Aug. 20, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,892, price is now CA $1,124 per person
CA $1,124
per person
Oct 3 - Oct 8
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.

Reviewed on Aug. 25, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was CA $2,075, price is now CA $1,322 per person
CA $1,322
per person
Nov 3 - Nov 6
found 16 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,768, price is now CA $1,128 per person
CA $1,128
per person
Oct 13 - Oct 17
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
Centrally located. Close to subway stop.

Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $2,562, price is now CA $1,642 per person
CA $1,642
per person
Oct 13 - Oct 17
found 2 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.

Reviewed on Aug. 25, 2025

Ready to book your vacation to Glen Ellyn?

 

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Glen Ellyn Hotel Deals

Crowne Plaza Lombard Downers Grove by IHG

Crowne Plaza Lombard Downers Grove by IHG

3.5 out of 5
1250 Roosevelt Road, Glen Ellyn, IL
Fully refundable
The price is CA $143 per night from Sep 1 to Sep 2
CA $143
CA $158 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very Good! (1,002 reviews)
"Staff is the best. Tatyana, thank you! I heard your restaurant is wonderful. Can you please add room service?"

Reviewed on Aug. 9, 2025

Crowne Plaza Lombard Downers Grove by IHG
Marriott Chicago O'Hare

Marriott Chicago O'Hare

3.5 out of 5
8535 West Higgins Road, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Sep 19 to Sep 20
CA $211
CA $247 total
Sep 19 - Sep 20
includes taxes & fees
8.4/10 Very Good! (1,125 reviews)
"Great amenities and very clean and friendly staff"

Reviewed on Aug. 20, 2025

Marriott Chicago O'Hare
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 $248 per night from Sep 19 to Sep 20
CA $248
CA $292 total
Sep 19 - Sep 20
includes taxes & fees
8.2/10 Very Good! (2,101 reviews)
Passing Thru
"Nice quiet and convenient hotel and room. Excellent staff."

Reviewed on Aug. 24, 2025

Hilton Chicago O'Hare Airport
See all 2,111 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
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Discover the most popular places to visit in Glen Ellyn

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

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

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
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

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $56
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
96% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Glen Ellyn

Frequently asked questions

How much does a Glen Ellyn vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,001 on Expedia. However, how much your vacation to Glen Ellyn costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Glen Ellyn?
January, February and November are the best times to look for cheap Glen Ellyn vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on flights and accommodations.
How many days is enough for Glen Ellyn?
With around 2 days, you'll have plenty of time to experience popular neighbourhoods like York Centre and South Addison during your Glen Ellyn vacation. Make sure to also add Cantigny Park and Cantigny Golf Club to your sightseeing itinerary. Looking for more adventures? Consider exploring outside of Glen Ellyn on tours and day trips.
How to find the best Glen Ellyn package deals?
Use Expedia's filters to help you find some tempting Glen Ellyn package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Glen Ellyn package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Glen Ellyn vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Glen Ellyn vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Glen Ellyn?
If you have your Glen Ellyn travel dates locked in, book early to bag some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Glen Ellyn?

  1. Pick your travel dates: What you plan to do in Glen Ellyn and your preferred season can help you decide when to travel.
  2. Budget wisely: As well as the price of your hotel, you'll need to factor in other expenses too. These include transportation, flights and food. Also, set aside some extra funds for unexpected expenses that may crop up during your trip to Glen Ellyn.
  3. Work out your trip length: Consider how long you want to spend discovering Glen Ellyn. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: After you've settled on your trip dates and duration, lock in the right Glen Ellyn vacation package for you.

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