Cheap Flights to Middlebury from $53

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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 $108 and $53 for one-way flights to Middlebury for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Aug 21 - Fri, Aug 28
IAD
Washington Dulles Intl.
SBN
South Bend Intl.
$108 Roundtrip, found 4 days ago
$108
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Aug 21 from Washington Dulles Intl. to South Bend Intl., returning Fri, Aug 28, priced at $108 found 4 days ago
OriginDestinationTravel DatesFlights From*
AUSSouth BendMay 27 to May 30$246
TPASouth BendMay 27 to June 9$246
PHLSouth BendJuly 18 to July 22$267
OKCSouth BendMay 19 to May 23$291
RDUSouth BendJune 8 to June 13$294
LAXSouth BendJuly 18 to July 27$348
CLTSouth BendJune 6 to June 9$405
ATLSouth BendJune 24 to July 6$436
DFWSouth BendJune 28 to July 4$465
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
TPASouth BendMay 1 to May 4$302
DFWSouth BendMay 3 to May 9$567
CLTSouth BendMay 1 to May 3$615
*Prices include taxes and fees

Middlebury Flight Information

Traveling to
Middlebury
Lowest Price
$108
Number of Airlines Serving
Airlines Serving
Breeze Airways
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
$118 nightly
The price is $132 total per night from May 6 to May 7
$132 total
May 6 - May 7
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 ...
8.4/10 Very Good! (1,002 reviews)
The carpet in our room was ripped and looked dirty, and the bed skirt had a big stain on it. It was ripped it made me feel like the room was dirty. They were out of a lot of stuff for breakfast and we were down there early around 9 AM.

Reviewed on Apr 26, 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.
Sunset Dunes Vacation Villas

Sunset Dunes Vacation Villas

3 out of 5
Price was $829, price is now $689 per person
$689
per person
Jun 10 - Jun 16
found 4 hours ago
Roundtrip flight included
Denver (DEN) to South Bend (SBN)
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Need a Car For After Your Flight?

Economy

Chevrolet Spark or similar
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus or similar
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla or similar
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass or similar
  • 5 people
Jeep Compass
SUV Jeep Compass

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!

Explore More Ways to Travel with Travelocity

*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.