Flights To DuPage County - Cheap Flights Starting at CA $202

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How Much Does it Cost To Fly To DuPage County?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sun, Sep 6 - Fri, Sep 11
YYZ
Pearson Intl.
MDW
Midway Intl.
CA $336 Roundtrip, found 6 days ago
CA $336
Roundtrip
found 6 days ago
Select Delta flight, departing Sun, Sep 6 from Pearson Intl. to Midway Intl., returning Fri, Sep 11, priced at CA $336 found 6 days ago
Thu, Sep 17 - Wed, Nov 11
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $342 Roundtrip, found 1 day ago
CA $342
Roundtrip
found 1 day ago
Select Air Canada flight, departing Thu, Sep 17 from Billy Bishop Toronto City to O'Hare Intl., returning Wed, Nov 11, priced at CA $342 found 1 day ago
Thu, Sep 17 - Mon, Sep 21
YTZ
Billy Bishop Toronto City
ORD
O'Hare Intl.
CA $342 Roundtrip, just found
CA $342
Roundtrip
just found
Select Porter Airlines flight, departing Thu, Sep 17 from Billy Bishop Toronto City to O'Hare Intl., returning Mon, Sep 21, priced at CA $342 just found
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $354 Roundtrip, found 10 hours ago
CA $354
Roundtrip
found 10 hours ago
Select Air Canada flight, departing Sat, Sep 26 from Pearson Intl. to O'Hare Intl., returning Tue, Sep 29, priced at CA $354 found 10 hours ago
Sat, Sep 26 - Tue, Sep 29
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $354 Roundtrip, found 10 hours ago
CA $354
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sat, Sep 26 from Pearson Intl. to O'Hare Intl., returning Tue, Sep 29, priced at CA $354 found 10 hours ago
Wed, Nov 25 - Sun, Nov 29
YYZ
Pearson Intl.
ORD
O'Hare Intl.
CA $356 Roundtrip, found 2 hours ago
CA $356
Roundtrip
found 2 hours ago
Select United flight, departing Wed, Nov 25 from Pearson Intl. to O'Hare Intl., returning Sun, Nov 29, priced at CA $356 found 2 hours ago
Mon, Aug 17 - Mon, Aug 17
YTZ
Billy Bishop Toronto City
MDW
Midway Intl.
CA $367 Roundtrip, just found
CA $367
Roundtrip
just found
Select Porter Airlines flight, departing Mon, Aug 17 from Billy Bishop Toronto City to Midway Intl., returning Mon, Aug 17, priced at CA $367 just found
Mon, Oct 26 - Fri, Nov 6
YYC
Calgary Intl.
ORD
O'Hare Intl.
CA $382 Roundtrip, found 4 days ago
CA $382
Roundtrip
found 4 days ago
Select United flight, departing Mon, Oct 26 from Calgary Intl. to O'Hare Intl., returning Fri, Nov 6, priced at CA $382 found 4 days ago
OriginDestinationTravel datesFlights from*
PHXChicagoJuly 22 to July 28CA $348
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
PHXChicagoJuly 4 to August 31CA $673
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Felix River North/Magnificent Mile
4.0-star property

Hotel Felix River North/Magnificent Mile

Jul 22 - Jul 27

5 night stay

Ottawa (YOW) to Chicago (ORD)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $2,285, price is now CA $1,585 per person
CA $1,585
per person
found 20 hours ago
Level Chicago - River North
4.0-star property

Level Chicago - River North

Sep 12 - Sep 18

6 night stay

Montreal (YUL) to Chicago (ORD)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,418, price is now CA $2,268 per person
CA $2,268
per person
found 1 day ago
Level Chicago – Old Town
4.0-star property

Level Chicago – Old Town

Sep 12 - Sep 18

6 night stay

Montreal (YUL) to Chicago (ORD)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $3,637, price is now CA $2,438 per person
CA $2,438
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These DuPage County 🏨

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Grant Park and Millennium Park are located nearby.
8/10 Very good! (10,166 reviews)
"Ice machine on all the floors work, and car valet is advertised but nonexistent"

Reviewed on Jun 29, 2026

Opens in a new windowCongress Plaza Hotel
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
676 N Michigan Ave Chicago IL
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9.2/10 Wonderful! (1,833 reviews)
"Staff was extremely friendly and helpful! Very clean and inviting environment!"

Reviewed on Jun 29, 2026

Opens in a new windowOmni Chicago Hotel
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl Chicago IL
Book a stay at this business-friendly hotel in Chicago. Enjoy a fitness center, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
9/10 Wonderful! (4,478 reviews)
"Soooo I paid for the lake view the lake view was not really a lake view the lake is in front of some other buildings I had to have a room change for that reason I appreciated the effort but it was really no difference the carpet in the room looks like it needs to not be there they could do without ..."

Reviewed on Jun 29, 2026

Opens in a new windowHilton Chicago/Magnificent Mile Suites
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Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

4 out of 5
9300 Bryn Mawr Ave Rosemont IL
Book a stay at this business-friendly hotel in Rosemont. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Allstate Arena and Rosemont Theatre are located nearby.
8.8/10 Excellent! (2,750 reviews)
"Location close to airport"

Reviewed on Jun 29, 2026

Opens in a new windowHyatt Regency O'Hare Chicago
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.

Frequently asked questions

How much is the cheapest flight to DuPage County?
To give you a ballpark figure, the cheapest roundtrip flight to DuPage County cost CA $336 during the last seven days. One way to score a great deal is to be flexible with your dates. This price was available on Travelocity for flights to DuPage County departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to DuPage County?
For your greatest chance at securing an excellent flight deal, time your vacation in September. Based on Travelocity's direct flight demand from January to December last year, it's the cheapest month to jet to DuPage County.
How can I check my flight status to DuPage County?
There are a couple of simple ways to check the status of your flight. You'll discover all the details you need in our Trips portal, which is located at the top of our homepage. Log in or open an account in seconds — you'll then be able to browse and amend your bookings whenever you want to. If you're already on the move, the Travelocity app can also help you look up the status of your flight to DuPage County, as well as share travel details with any members of your family flying with you.
How do I find the best deals on flights to DuPage County?
Be flexible with your travel dates and there's a strong chance you'll find an amazing deal. After you've searched for flights on Travelocity, select the "Flexible dates" box at the top of the page to see prices for surrounding days. Also try to book ahead and avoid the high season. In the last seven days, the best price for a roundtrip flight to DuPage County was CA $336. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to DuPage County with Travelocity?
Start packing now and prepare for an awesome vacation with Travelocity. We'll help you find all the top deals on cheap flights to DuPage County. Whether you're seeking flexible airfares with plenty of wiggle room or cheap family flights from low-cost carriers, we'll have what you're after.
What are the most popular flight routes to DuPage County?
As a favorite destination, you'll find terrific connections to DuPage County. Browse this list of popular routes:

  • Denver, CO (DEN-Denver Intl.) to O'Hare Intl. Airport (ORD) - 4,203 flights a month.
  • Minneapolis, MN (MSP-Minneapolis - St. Paul Intl.) to O'Hare Intl. Airport (ORD) - 4,155 flights a month.
  • New York, NY (LGA-LaGuardia) to O'Hare Intl. Airport (ORD) - 4,138 flights a month.

How much is a flight to DuPage County on average?
Travelers have booked roundtrip flights to DuPage County for between CA $336 and CA $673 with Travelocity in the last seven days. Whether you're looking to fly economy or business class, we'll help you land a wonderful deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.