Flights To Webster County - Cheap Flights Starting at CA $405

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How Much Does it Cost To Fly To Webster County?

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

Tue, Dec 8 - Fri, Dec 11
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $763 Roundtrip, found 6 days ago
CA $763
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 8 from Pearson Intl. to Evansville Regional, returning Fri, Dec 11, priced at CA $763 found 6 days ago
Tue, Dec 8 - Fri, Dec 11
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $774 Roundtrip, found 6 days ago
CA $774
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 8 from Pearson Intl. to Evansville Regional, returning Fri, Dec 11, priced at CA $774 found 6 days ago
Sat, Nov 14 - Tue, Nov 17
YVR
Vancouver Intl.
EVV
Evansville Regional
CA $832 Roundtrip, found 4 days ago
CA $832
Roundtrip
found 4 days ago
Select WestJet flight, departing Sat, Nov 14 from Vancouver Intl. to Evansville Regional, returning Tue, Nov 17, priced at CA $832 found 4 days ago
Sat, Sep 5 - Sat, Sep 12
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $847 Roundtrip, found 2 days ago
CA $847
Roundtrip
found 2 days ago
Select WestJet flight, departing Sat, Sep 5 from Pearson Intl. to Evansville Regional, returning Sat, Sep 12, priced at CA $847 found 2 days ago
Tue, Dec 8 - Fri, Dec 11
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $848 Roundtrip, found 6 days ago
CA $848
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Dec 8 from Pearson Intl. to Evansville Regional, returning Fri, Dec 11, priced at CA $848 found 6 days ago
Tue, Dec 8 - Fri, Dec 11
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $858 Roundtrip, found 6 days ago
CA $858
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Dec 8 from Pearson Intl. to Evansville Regional, returning Fri, Dec 11, priced at CA $858 found 6 days ago
Sat, Aug 22 - Sat, Sep 5
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $863 Roundtrip, found 4 days ago
CA $863
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 22 from Pearson Intl. to Evansville Regional, returning Sat, Sep 5, priced at CA $863 found 4 days ago
Tue, Dec 8 - Fri, Dec 11
YYZ
Pearson Intl.
EVV
Evansville Regional
CA $868 Roundtrip, found 6 days ago
CA $868
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, Dec 8 from Pearson Intl. to Evansville Regional, returning Fri, Dec 11, priced at CA $868 found 6 days ago
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Evansville East
2.0-star property

Super 8 by Wyndham Evansville East

Sep 10 - Sep 14

4 night stay

Toronto (YYZ) to Evansville (EVV)

American Airlines • Non-stop • Coach

Evansville (EVV) to Toronto (YYZ)

Contour Airlines • Non-stop • Coach
Price was CA $1,208, price is now CA $1,174 per person
CA $1,174
per person
found 16 hours ago
Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)
2.5-star property

Quality Inn & Suites Rockport - Owensboro North (GOLD AWARD WINNER)

Sep 10 - Sep 14

4 night stay

Toronto (YYZ) to Evansville (EVV)

American Airlines • Non-stop • Coach

Evansville (EVV) to Toronto (YYZ)

Contour Airlines • Non-stop • Coach
Price was CA $1,508, price is now CA $1,453 per person
CA $1,453
per person
found 16 hours ago
Howard Johnson by Wyndham Evansville East
2.5-star property

Howard Johnson by Wyndham Evansville East

Sep 10 - Sep 14

4 night stay

Toronto (YYZ) to Evansville (EVV)

American Airlines • Non-stop • Coach

Evansville (EVV) to Toronto (YYZ)

Contour Airlines • Non-stop • Coach
Price was CA $1,246, price is now CA $1,206 per person
CA $1,206
per person
found 16 hours ago
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Travelers ❤️ These Webster County 🏨

Farmhouse with ultimate privacy and quiet!

Farmhouse with ultimate privacy and quiet!

Clay KY
Stay at this vacation home in Clay. Enjoy free WiFi, a garden, and laundry facilities.
10/10 Exceptional! (18 reviews)
"House was everything we could’ve dreamed of!! We look forward to returning next year or the year after. Paula was wonderful and we appreciate her & her husband for sharing their beautiful property!"

Reviewed on Jul 25, 2026

Opens in a new windowFarmhouse with ultimate privacy and quiet!
Greenfield Inn & Suites Owensboro, KY Airport

Greenfield Inn & Suites Owensboro, KY Airport

2.5 out of 5
3220 W Parrish Ave Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Western Kentucky Botanical Garden and Owensboro Sportscenter are located nearby.
8.6/10 Excellent! (1,007 reviews)
"The place is very convenient as it is close to airport and food areas. This is my 2nd time staying in it. Overall cleanliness is solid and maintained well. A few things I didn't like was I noticed was in my room the small single sofa had a very noticeable stained armrest upon arrival. I don't know ..."

Reviewed on Aug 18, 2026

Opens in a new windowGreenfield Inn & Suites Owensboro, KY Airport
Wingate by Wyndham Owensboro

Wingate by Wyndham Owensboro

3 out of 5
51 Bon Harbor Hls Owensboro KY
Book a stay at this business-friendly hotel in Owensboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Western Kentucky Botanical Garden and Ben Hawes State Park are located nearby.
7.6/10 Good! (895 reviews)
"We always have a great stay there. It’s quiet, clean & the staff is so helpful & friendly."

Reviewed on Aug 18, 2026

Opens in a new windowWingate by Wyndham Owensboro
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Days Inn by Wyndham Madisonville

Days Inn by Wyndham Madisonville

2 out of 5
1900 Lantaff Blvd Madisonville KY
Stay at this hotel in Madisonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Mahr Park and Kentucky Sports Factory are located nearby.
Opens in a new windowDays Inn by Wyndham Madisonville
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 Webster County?
Travelers snapped up a roundtrip flight to Webster County for as little as CA $763 within the last seven days. If you spot a great bargain, get in quick. Cheap deals don't wait around for long! This price was available on Travelocity for flights to Webster County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Webster County?
Pack your suitcase and take off with any of the 15 airline companies that operate flights to Webster County. Secure a seat with the leading carrier, Southwest Airlines. It has approximately 3,614 flights a month to Providence, Webster County's primary city, so finding the right fare should be a snap.
What is the cheapest month to fly to Webster County?
For the best shot at securing an excellent flight deal, organize your break during December. Based on Travelocity's direct flight demand from January to December last year, it's the most affordable time to fly to Webster County.
How can I check my flight status to Webster County?
Receive updates on your flight to Webster County, make changes to your journey and loads more from our "Trips" customer portal. Found at the top of the Travelocity homepage, it's your one-stop shop for viewing and managing your bookings. All you have to do is sign in or create a new account in seconds. Savvy wanderers can also take advantage of the Travelocity app. You'll get real-time trip updates, along with the ability to view and lock in hotels, flights and rental cars while you're out and about. If you have friends or family flying with you, it's also a great way to share travel details with each other.
How do I find the best deals on flights to Webster County?
You'll always find an amazing deal with Travelocity — our "Flexible dates" function makes it a lot easier. Enter your travel dates, then click on the flexible dates box above your search results to see the prices for surrounding days. CA $763 was the lowest price for a roundtrip flight to Webster County in the last seven days. 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 Webster County with Travelocity?
Check out cheap flights to Webster County with Travelocity and begin packing for your next adventure. With 24/7 customer support during all stages of your trip and a Price Match Guarantee, we take the hassle out of finding cheap family flights, places to stay, activities and more. Snap up a top deal today and gear up for an epic adventure.
What are the most popular flight routes to Webster County?
As a leading destination for travelers, it's a cinch to find flights to Webster County. Take a peek at this list of popular routes:

  • Chicago, IL (ORD-O'Hare Intl.) to Evansville Regional Airport (EVV) - 693 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Evansville Regional Airport (EVV) - 580 flights a month.
  • Dallas, TX (DFW-Dallas-Fort Worth Intl.) to Evansville Regional Airport (EVV) - 424 flights a month.

How much is a flight to Webster County on average?
Travelers have booked roundtrip flights to Webster County for between CA $763 and CA $868 with Travelocity in the last seven days. Whether you're looking to fly economy or first class, we'll help you get an incredible deal. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.