Flights To Jackson County - Cheap Flights Starting at CA $240

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How Much Does it Cost To Fly To Jackson County?

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

Tue, Sep 15 - Tue, Sep 22
YVR
Vancouver Intl.
IND
Indianapolis Intl.
CA $407 Roundtrip, found 2 days ago
CA $407
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 15 from Vancouver Intl. to Indianapolis Intl., returning Tue, Sep 22, priced at CA $407 found 2 days ago
Sat, Aug 15 - Sat, Aug 22
YUL
Pierre Elliott Trudeau Intl.
IND
Indianapolis Intl.
CA $454 Roundtrip, found 3 days ago
CA $454
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Aug 15 from Pierre Elliott Trudeau Intl. to Indianapolis Intl., returning Sat, Aug 22, priced at CA $454 found 3 days ago
Wed, Oct 21 - Tue, Oct 27
YUL
Pierre Elliott Trudeau Intl.
SDF
Louisville Intl.
CA $530 Roundtrip, found 1 day ago
CA $530
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Oct 21 from Pierre Elliott Trudeau Intl. to Louisville Intl., returning Tue, Oct 27, priced at CA $530 found 1 day ago
Tue, Aug 25 - Wed, Aug 26
YYZ
Pearson Intl.
SDF
Louisville Intl.
CA $531 Roundtrip, found 2 days ago
CA $531
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 25 from Pearson Intl. to Louisville Intl., returning Wed, Aug 26, priced at CA $531 found 2 days ago
Thu, Aug 20 - Tue, Aug 25
YYC
Calgary Intl.
CVG
Cincinnati - Northern Kentucky Intl.
CA $540 Roundtrip, found 6 days ago
CA $540
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Aug 20 from Calgary Intl. to Cincinnati - Northern Kentucky Intl., returning Tue, Aug 25, priced at CA $540 found 6 days ago
Sat, Sep 5 - Fri, Sep 11
YYC
Calgary Intl.
SDF
Louisville Intl.
CA $555 Roundtrip, found 1 day ago
CA $555
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Sep 5 from Calgary Intl. to Louisville Intl., returning Fri, Sep 11, priced at CA $555 found 1 day ago
Wed, Oct 28 - Tue, Nov 3
YVR
Vancouver Intl.
CVG
Cincinnati - Northern Kentucky Intl.
CA $558 Roundtrip, found 1 day ago
CA $558
Roundtrip
found 1 day ago
Select WestJet flight, departing Wed, Oct 28 from Vancouver Intl. to Cincinnati - Northern Kentucky Intl., returning Tue, Nov 3, priced at CA $558 found 1 day ago
Thu, Sep 10 - Tue, Sep 15
YYZ
Pearson Intl.
CVG
Cincinnati - Northern Kentucky Intl.
CA $565 Roundtrip, found 2 days ago
CA $565
Roundtrip
found 2 days ago
Select American Airlines flight, departing Thu, Sep 10 from Pearson Intl. to Cincinnati - Northern Kentucky Intl., returning Tue, Sep 15, priced at CA $565 found 2 days ago
OriginDestinationTravel datesFlights from*
ATLIndianapolisAugust 5 to August 12CA $173
EWRFlorenceAugust 24 to August 31CA $387
EWRFlorenceAugust 24 to August 31CA $387
SFOIndianapolisSeptember 14 to September 18CA $435
SEALouisvilleAugust 18 to August 31CA $500
LAXIndianapolisSeptember 10 to September 16CA $503
LAXFlorenceAugust 5 to August 17CA $770
DFWIndianapolisAugust 7 to August 9CA $771
PHXFlorenceOctober 8 to October 12CA $913
DFWFlorenceSeptember 24 to September 27CA $1,153
EWRIndianapolisAugust 5 to August 7CA $1,212
EWRIndianapolisAugust 5 to August 7CA $1,212
ATLFlorenceOctober 8 to October 11CA $1,357
PHLFlorenceSeptember 3 to September 10CA $10,806
PHLIndianapolisSeptember 21 to September 25CA $10,893
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
LAXIndianapolisJuly 25 to July 27CA $887
LAXFlorenceJuly 25 to July 30CA $1,063
SFOLouisvilleJuly 24 to July 27CA $1,084
SEAIndianapolisJuly 24 to July 26CA $1,149
EWRFlorenceJuly 26 to July 30CA $1,545
EWRFlorenceJuly 26 to July 30CA $1,545
SFOIndianapolisJuly 24 to July 27CA $1,584
ATLIndianapolisJuly 24 to July 27CA $2,772
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
SpringHill Suites by Marriott Louisville Downtown
3.0-star property

SpringHill Suites by Marriott Louisville Downtown

Aug 1 - Aug 7

6 night stay

Winnipeg (YWG) to Louisville (SDF)

WestJet • Non-stop roundtrip • Coach
Price was CA $1,535, price is now CA $1,355 per person
CA $1,355
per person
found 1 day ago
Cottonwood Airport & Expo Hotel Louisville
3.5-star property

Cottonwood Airport & Expo Hotel Louisville

Aug 1 - Aug 7

6 night stay

Winnipeg (YWG) to Louisville (SDF)

WestJet • Non-stop roundtrip • Coach
Price was CA $1,605, price is now CA $1,362 per person
CA $1,362
per person
found 1 day ago
Fairfield Inn & Suites by Marriott Louisville Downtown
3.0-star property

Fairfield Inn & Suites by Marriott Louisville Downtown

Aug 1 - Aug 7

6 night stay

Winnipeg (YWG) to Louisville (SDF)

WestJet • Non-stop roundtrip • Coach
Price was CA $1,519, price is now CA $1,362 per person
CA $1,362
per person
found 1 day ago
Don't see what you're looking for?
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Travelers ❤️ These Jackson County 🏨

Quality Inn Seymour I-65

Quality Inn Seymour I-65

2.5 out of 5
2075 E Tipton St Seymour IN
Book a stay at this spa hotel in Seymour. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Shoppes at Seymour and Shields Park are located nearby.
7/10 Good! (632 reviews)
"It was a good value for the money"

Reviewed on Jul 21, 2026

Opens in a new windowQuality Inn Seymour I-65
Hampton Inn Bloomington

Hampton Inn Bloomington

2.5 out of 5
2100 N. Walnut St. Bloomington IN
Book a stay at this business-friendly hotel in Bloomington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Memorial Stadium and Butler Winery & Vineyard are located nearby.
8.6/10 Excellent! (1,000 reviews)
"Very comfortable stay. Cooperative and helpful staff. Only, I wish the corridor carpets could be more clean - that's a standard problem in most hotels."

Reviewed on Jul 21, 2026

Opens in a new windowHampton Inn Bloomington
IU Biddle Hotel

IU Biddle Hotel

3 out of 5
900 E. 7th St. Bloomington IN
Stay at this hotel in Bloomington. Enjoy free WiFi, 6 restaurants, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eskenazi Museum of Art and Indiana University Auditorium are located nearby.
Opens in a new windowIU Biddle Hotel
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La Quinta Inn & Suites by Wyndham Bloomington

La Quinta Inn & Suites by Wyndham Bloomington

3 out of 5
3380 W Runklel Way Bloomington IN
Book a stay at this business-friendly hotel in Bloomington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Jump-N-Joey's and James C Muller Park Nature and Hiking Area are located nearby.
Opens in a new windowLa Quinta Inn & Suites by Wyndham Bloomington
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 Jackson County?
Thrifty travelers picked up a roundtrip flight to Jackson County for as little as CA $173 within the last seven days. If you find a bargain fare, grab it quickly. Cheap deals don't last for long! This price was available on Travelocity for flights to Jackson County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Jackson County?
Find a seat at the right price with one of the 15 airlines that jet to Jackson County. If you're heading to Freetown, let American Airlines take you to this main city to see its famous sights. This well-known carrier offers 1,074 flights there every month.
What is the cheapest month to fly to Jackson County?
For your best chance at landing a fabulous flight deal, time your getaway sometime during September. According to Travelocity's direct flight demand from January to December last year, it's the cheapest month to hop on a plane to Jackson County.
How can I check my flight status to Jackson County?
Whether you'd like to confirm the status of your flight to Jackson County or make some changes, you'll find everything you need on our handy portal, Trips. Click on "Trips" at the top of the Travelocity homepage, then sign in or open a new account. Another simple way to view and manage all your bookings is with the Travelocity app. Get real-time flight status alerts and easily share updates with any friends or family flying with you.
How do I find the best deals on flights to Jackson County?
Try these tricks — book early, avoid busy periods and be flexible with your dates. If your dates aren't set in stone, search for your flight to Jackson County on Travelocity and hit "Flexible dates" above your results. This will reveal any cheaper tickets on a nearby day. CA $173 was the best price for a return flight to Jackson 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 Jackson County with Travelocity?
An amazing getaway is at the click of a button when you organize your trip with Travelocity. With a wide selection of choices and competitive deals on cheap family flights, hotels, rental cars and more, we make it easy to find the best prices for you. You can also enjoy our round-the-clock customer assistance and free cancellations on most hotels during every stage of the process. Wander wisely with us and reserve your cheap flights to Jackson County today.
What are the most popular flight routes to Jackson County?
With good connections, securing flights to Jackson County is stress-free. Here's a selection of the most in-demand flight routes to this favorite destination:

  • Chicago, IL (ORD-O'Hare Intl.) to Indianapolis Intl. Airport (IND) - 2,283 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Indianapolis Intl. Airport (IND) - 1,581 flights a month.
  • New York, NY (LGA-LaGuardia) to Indianapolis Intl. Airport (IND) - 1,222 flights a month.

How much is a flight to Jackson County on average?
Travelers were picking up roundtrip flights to Jackson County for between CA $173 and CA $10,893 with Travelocity in the last seven days. Whether you want to fly budget or business class, we'll help you get 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.