DuPage County Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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  • 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

Top DuPage County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hilton Garden Inn Naperville/Warrenville

Hilton Garden Inn Naperville/Warrenville

3 out of 5
Price was CA $1,243, price is now CA $845 per person
CA $845
per person
Aug 2 - Aug 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,002 reviews)
Minor issues: The room was fairly clean. There was some dust in the bathroom, furniture and candy found on the floor under the table from the previous guests. The room was cleaned during our stay, but they did not restock our toilet paper.

Reviewed on May 5, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $2,609, price is now CA $1,589 per person
CA $1,589
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (480 reviews)
Room was not cleaned/ towels weren't replaced for the duration of our 3 night stay which I found rather peculiar. They also only provided 1 key for our room. I had believed it was common practice to provide 2. Other than that, the room was clean when we arrived, the bedding was comfortable, and the gym was lovely.

Reviewed on May 22, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $1,753, price is now CA $1,209 per person
CA $1,209
per person
Aug 7 - Aug 10
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (478 reviews)
Staff was amazing and the apartment building was phenomenally clean!

Reviewed on May 28, 2026

Hotel Felix River North/Magnificent Mile

Hotel Felix River North/Magnificent Mile

4 out of 5
Downtown Chicago
Price was CA $1,823, price is now CA $1,286 per person
CA $1,286
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (2,711 reviews)
Breakfast wasn’t anything spectacular, alcohol and coffee bar felt lacking but nice to have. Excellent location with tons of bars, restaurants and cafes around.

Reviewed on May 27, 2026

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $2,102, price is now CA $1,491 per person
CA $1,491
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,017 reviews)
I don’t have any complaints about the property! I will always stay here when I’m in Chicago! The room was beyond clean, the view was amazing especially at night! Parking was safe and secure at the property.

Reviewed on May 27, 2026

DuPage County Hotel Deals

SureStay Plus Hotel by Best Western Chicago Lombard

SureStay Plus Hotel by Best Western Chicago Lombard

2.5 out of 5
222 E 22nd Street Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from May 30 to May 31
CA $124
CA $137 total
May 30 - May 31
includes taxes & fees
9/10 Wonderful! (2,764 reviews)
"Nice experience"

Reviewed on May 28, 2026

SureStay Plus Hotel by Best Western Chicago Lombard
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 $101 per night from Jun 9 to Jun 10
CA $101
CA $112 total
Jun 9 - Jun 10
includes taxes & fees
7.2/10 Good! (1,569 reviews)
"I stayed there for several nights, and they never cleaned my room or checked in on me."

Reviewed on May 27, 2026

Chicago Club Inn & Suites
Embassy Suites by Hilton Chicago Lombard Oak Brook

Embassy Suites by Hilton Chicago Lombard Oak Brook

3.5 out of 5
707 E Butterfield Road Lombard IL
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from Jun 14 to Jun 15
CA $175
CA $195 total
Jun 14 - Jun 15
includes taxes & fees
8.2/10 Very Good! (1,589 reviews)
"Close to restaurants"

Reviewed on May 28, 2026

Embassy Suites by Hilton Chicago Lombard Oak Brook
See all 421 properties in DuPage County
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

Frequently asked questions

How much does a DuPage County vacation package cost?
We make it simple to see the world, with DuPage County packages starting from just CA $845. You'll have the flexibility to bundle your favorite airlines, hotels and car rental. For the ultimate getaway, why not add a few activities and tours to your travel itinerary?
How do I get a cheap travel package to DuPage County?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Hotels, flights, activities and rental cars — we've got them all. Select a combination that best suits you and see your savings grow. Of course, a package deal is never one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 hotel options throughout the world, which lets you customize your DuPage County getaway.
How far in advance should I book my DuPage County vacation?
While not all air carriers advertise ticket prices early, it's usually possible to look up international airfares on Expedia up to a year in advance. This is the time when you can nab some incredible deals. If you're purchasing tickets last minute, you could still be in luck. Sometimes the lowest prices appear just weeks before departure.
What does an Expedia DuPage County travel package include?
It comes down to what you're after. If you're traveling alone, you might decide to bundle flights and hotels. Taking the whole family to DuPage County? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the freedom to build your own travel package.
What should I know before booking a DuPage County travel package?
A package can be easier on the wallet than individually booking everything you need for your adventure. For example, bundle your flights, hotels and rental cars and save a pretty penny. Whatever sort of vacation you're planning, you're bound to find a package that matches your budget.
Can I choose my airline with a DuPage County Expedia vacation package?
Yes, so take your pick! Expedia has access to more than 550 partner airlines all over the world, so you can design your DuPage County getaway according to your budget and travel needs.
If I'm not able to travel, can I cancel my DuPage County vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can cancel or change your DuPage County vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Visit our Customer Service Portal for further details.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.