Cheap Flights to Middlebury from $31

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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 $62 and $31 for one-way flights to Middlebury for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
MCOSouth BendAugust 21 to August 24$103
BOSSouth BendJuly 29 to August 13$218
DENSouth BendSeptember 3 to September 20$225
EWRSouth BendSeptember 2 to September 9$249
RICSouth BendAugust 26 to September 9$249
PHLSouth BendAugust 8 to August 26$249
PHXSouth BendAugust 5 to August 12$259
TPASouth BendJuly 25 to August 5$259
CLTSouth BendSeptember 9 to September 17$345
ORDSouth BendJuly 12 to July 13$424
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
BOSSouth BendJuly 4 to July 9$253
EWRSouth BendJuly 4 to July 9$253
DENSouth BendJuly 4 to July 23$269
MCOSouth BendJuly 4 to July 7$281
PHXSouth BendJuly 4 to July 18$283
PHLSouth BendJuly 4 to July 21$284
CLTSouth BendJuly 4 to July 18$412
*Prices include taxes and fees

Middlebury Flight Information

Traveling to
Middlebury
Lowest Price
$62
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
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! (1,012 reviews)
Quiet and Nice Stay
"The staff was nice. The room was nice. Outdated but nice. I was a little upset that no one was available in the morning to provide breakfast on the first morning, but the front desk person explained that there was nobody to cook breakfast on the weekends but the general manager at the moment."

Reviewed on Jun 30, 2025

Hampton 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.
Comfort Suites University Area Notre Dame - South Bend
Baymont By Wyndham South Bend
La Quinta Suites by Wyndham South Bend Notre Dame Area
Don't see what you're looking for?
See all available trips from Hartford to Middlebury
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Middlebury flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
Baymont By Wyndham South Bend
Brand New Luxury Townhouse Steps To Notre Dame Fire Place Fire pit 1418
La Quinta Suites by Wyndham South Bend Notre Dame Area
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See all available trips from Hartford to Middlebury
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Need a Car For After Your Flight?

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!

*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.