Cheap Flights to Middlebury from $44

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How Much Does it Cost To Fly To Middlebury?

The cheapest prices found with in the last 7 days for return flights were $88 and $44 for one-way flights to Middlebury for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
PIESouth BendJanuary 21 to January 24$95
AZASouth BendJanuary 22 to January 25$128
MCOSouth BendDecember 10 to December 13$162
ORDSouth BendDecember 18 to December 20$325
DENSouth BendDecember 11 to December 16$341
EWRSouth BendDecember 2 to December 8$353
BOSSouth BendDecember 5 to December 8$365
PHLSouth BendNovember 25 to December 2$371
RICSouth BendDecember 19 to December 26$491
CLTSouth BendDecember 5 to December 6$524
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
AZASouth BendNovember 13 to November 16$270
MCOSouth BendNovember 15 to November 19$397
EWRSouth BendNovember 13 to November 14$609
CLTSouth BendNovember 13 to November 15$753
PHLSouth BendNovember 13 to November 15$814
BOSSouth BendNovember 13 to November 15$890
*Prices include taxes and fees

Middlebury Flight Information

Traveling to
Middlebury
Lowest Price
$88
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Family Friendly Hotels in Middlebury

Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
$114 nightly
The price is $128 total per night from Nov 22 to Nov 23
$128 total
Nov 22 - Nov 23
Total with taxes and fees
Stay at this hotel in Middlebury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (1,000 reviews)
"Was not informed that the pool, fitness room and breakfast area's were ALL under construction and not available for use. The bag breakfast was sad, with soggy bagels. Out side lightening in the parking lot was dangerously poor, half the hacker lot had no lights."

Reviewed on Nov 5, 2026

Opens in a new windowHampton Inn & Suites Middlebury
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.

Best Middlebury Flight and Hotel Packages

Middlebury flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Hotel O Daylight Inn Elkhart I-90, In
Studio 6 Elkhart, IN- Kitchenette Rooms
The Avanti Houses
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Plane Tickets To Middlebury

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Middlebury. Browse through our inventory to explore a wide range of cheap flights to Middlebury to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Middlebury as you anxiously await to exit the plane and explore what Middlebury has to offer. Considering all the amazing local food and culture in Middlebury, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Middlebury to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Middlebury without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Middlebury with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Middlebury today!

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*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.