Cheap Flights to Hillsdale County from $53 (2026/2027)

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Hillsdale

Flights
Hillsdale

How Much Does it Cost To Fly To Hillsdale County?

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

Fri, Nov 6 - Mon, Nov 16
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$89 Roundtrip, found 5 days ago
$89
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Toledo Express, returning Mon, Nov 16, priced at $89 found 5 days ago
Fri, Nov 6 - Fri, Nov 13
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$100 Roundtrip, found 7 hours ago
$100
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Toledo Express, returning Fri, Nov 13, priced at $100 found 7 hours ago
Fri, Nov 6 - Mon, Nov 9
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$106 Roundtrip, found 2 hours ago
$106
Roundtrip
found 2 hours ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Toledo Express, returning Mon, Nov 9, priced at $106 found 2 hours ago
Fri, Nov 6 - Fri, Nov 13
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$112 Roundtrip, found 22 hours ago
$112
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Fri, Nov 6 from Orlando Sanford Intl. to Toledo Express, returning Fri, Nov 13, priced at $112 found 22 hours ago
Fri, Oct 30 - Mon, Nov 2
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$118 Roundtrip, found 1 day ago
$118
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Fri, Oct 30 from Orlando Sanford Intl. to Toledo Express, returning Mon, Nov 2, priced at $118 found 1 day ago
Fri, Dec 4 - Fri, Dec 11
SRQ
Sarasota-Bradenton Intl.
TOL
Toledo Express
$120 Roundtrip, found 6 days ago
$120
Roundtrip
found 6 days ago
Select Allegiant Air flight, departing Fri, Dec 4 from Sarasota-Bradenton Intl. to Toledo Express, returning Fri, Dec 11, priced at $120 found 6 days ago
Fri, Oct 16 - Fri, Nov 13
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$125 Roundtrip, found 3 days ago
$125
Roundtrip
found 3 days ago
Select Allegiant Air flight, departing Fri, Oct 16 from Orlando Sanford Intl. to Toledo Express, returning Fri, Nov 13, priced at $125 found 3 days ago
Fri, Dec 4 - Fri, Dec 11
SFB
Orlando Sanford Intl.
TOL
Toledo Express
$132 Roundtrip, found 20 hours ago
$132
Roundtrip
found 20 hours ago
Select Allegiant Air flight, departing Fri, Dec 4 from Orlando Sanford Intl. to Toledo Express, returning Fri, Dec 11, priced at $132 found 20 hours ago
OriginDestinationTravel DatesFlights From*
PIEToledoJanuary 14 to January 21$151
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
PIEToledoOctober 11 to November 8$238
*Prices include taxes and fees

Best Hillsdale County Flight and Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Vermilion by IHG
2.5-star property

Holiday Inn Express Vermilion by IHG

Oct 28 - Oct 31

3 night stay

Dallas (DFW) to Toledo (TOL)

Southwest Airlines • Coach

Toledo (TOL) to Dallas (DFW)

Frontier Airlines • Coach
Price was $395, price is now $373 per person
$373
per person
found 20 hours ago
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Travelers ❤️ These Hillsdale County 🏨

Days Inn by Wyndham Hillsdale

Days Inn by Wyndham Hillsdale

2 out of 5
3241 W Carleton Rd Hillsdale MI
Book a stay at this business-friendly hotel in Hillsdale. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Baw Beese Lake is located nearby.
Opens in a new windowDays Inn by Wyndham Hillsdale
Motel Somerset

Motel Somerset

2 out of 5
13980 E Chicago Rd Cement City MI
Stay at this motel in Cement City. Enjoy free WiFi, free parking, and meeting facilities. Popular attractions Lake Somerset and McCourtie Park are located nearby.
Opens in a new windowMotel Somerset
Summer or fall. Life on the lake is good.

Summer or fall. Life on the lake is good.

Reading MI
Stay at this vacation home in Reading. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Long Lake and Clear Lake are located nearby.
9.4/10 Exceptional! (178 reviews)
"The house was wonderful, kitchen is on the lower level making it accessible to early risers. The oak trees provided welcome shade after sitting in the sun by the water. The tap water is fine, however, bring bottled water for coffee. There are games and toys for kids and plenty of adult space. Our ..."

Reviewed on Oct 6, 2026

Opens in a new windowSummer or fall. Life on the lake is good.
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Carlton Lodge Adrian

Carlton Lodge Adrian

3 out of 5
1629 W. Maumee St Adrian MI
Stay at this hotel in Adrian. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lenawee District Library and Berry's Park are located nearby.
8/10 Very Good! (1,006 reviews)
"Very nice clean cozy feeling facility my only short coming for not giving excellent rating is lack of elevator!"

Reviewed on Oct 5, 2026

Opens in a new windowCarlton Lodge Adrian
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 Hillsdale County?
Within the last seven days, the cheapest roundtrip flight to Hillsdale County cost $89 on our site. Take a look at our awesome deals, book your tickets and get ready for your next fun vacation. This price was available on Travelocity for flights to Hillsdale County departing within the next year. Prices and availability are subject to change. Additional terms apply.
Which airlines fly to Hillsdale County?
You'll have your pick of 15 airlines when you want to book your flight to Hillsdale County. Let Delta Air Lines get you there comfortably. This top carrier operates 117 services each month to Jonesville, Hillsdale County's main city.
What is the cheapest month to fly to Hillsdale County?
Splurge more money on grand experiences and less on airline tickets by flying to Hillsdale County in November. This is the most affordable month to jet off to this destination based on Travelocity's direct return flight demand from January to December last year. Take a peek at our range of flights and get out of town without breaking the bank.
How can I check my flight status to Hillsdale County?
Make the most of our helpful customer portal, Trips. You'll find almost everything related to your flight to Hillsdale County here, including important details about flight status, gate numbers and more. Keep an eye out for Trips at the top of the Travelocity homepage. Sign in to your free account and find the answers you're after. Or you can access your itinerary while you're traveling and get real-time itinerary updates through the Travelocity app. You'll find all your itineraries in one convenient place, making it a cinch to share details with any members of your family flying with you.
How do I find the best deals on flights to Hillsdale County?
Pick up an unbeatable deal with Travelocity — our "Flexible dates" search tool makes it even easier. Enter your preferred travel dates, then click the flexible dates box above your search results to see the prices for surrounding days. $89 was the most affordable price for a roundtrip flight to Hillsdale County in the last seven days on our site. 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 Hillsdale County with Travelocity?
Start packing now and get ready to wander wisely with Travelocity. We'll help you find the best deals on cheap flights to Hillsdale County. Whether you're in search of flexible airfares or cheap family flights with low-cost airlines, we'll make it happen.
What are the most popular flight routes to Hillsdale County?
Whether you're thinking about a quick getaway or a lengthy stay, Travelocity can help you find your ideal flight to Hillsdale County. The leading flight routes to this destination include:

  • Chicago, IL (ORD-O'Hare Intl.) to Detroit Metropolitan Wayne County Airport (DTW) - 3,237 flights a month.
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Detroit Metropolitan Wayne County Airport (DTW) - 2,604 flights a month.
  • New York, NY (LGA-LaGuardia) to Detroit Metropolitan Wayne County Airport (DTW) - 2,353 flights a month.

How much is a flight to Hillsdale County on average?
Based on prices found over the last seven days, roundtrip flights to Hillsdale County cost between $89 and $238. Whenever you're ready to jet off, Travelocity will help you find a fare that'll fit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
How long is the average flight to Hillsdale County?
Your departure point will usually determine how much time your direct flight to Hillsdale County will be. Here are several of the popular routes to Hillsdale County and their average journey times:

  • Chicago, IL (ORD-O'Hare Intl.) to Detroit Metropolitan Wayne County Airport (DTW) - 1 hour and 22 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Detroit Metropolitan Wayne County Airport (DTW) - 1 hour and 55 minutes
  • New York, NY (LGA-LaGuardia) to Detroit Metropolitan Wayne County Airport (DTW) - 1 hour and 59 minutes

What can I expect on a flight to Hillsdale County?
Factors such as which airline you're flying with and where your plane takes off from will largely determine your onboard experience. Chances are you'll find all sorts of flights to Hillsdale County, from cheap flights for family vacations to business class fares. Food, drinks and entertainment are generally what most airlines provide on long-haul trips.