Cheap Flights to Middlebury from $44
Wander Wisely with exceptional service, 24/7 supportOpens in a new window
Feel at ease with free flight cancellations within 24 hours of booking
Change your flight without a fee on select flights
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
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| PIE | South Bend | November 4 to November 14 | $90 |
| MCO | South Bend | August 23 to August 30 | $103 |
| AZA | South Bend | October 1 to October 7 | $128 |
| DEN | South Bend | October 14 to October 21 | $254 |
| BOS | South Bend | November 7 to November 10 | $271 |
| EWR | South Bend | September 6 to September 10 | $273 |
| ORD | South Bend | October 23 to November 2 | $279 |
| PHL | South Bend | August 28 to August 30 | $301 |
| RIC | South Bend | September 11 to September 14 | $308 |
| CLT | South Bend | September 6 to September 6 | $412 |
| Origin | Destination | Travel Dates | Flights From* |
|---|---|---|---|
| DEN | South Bend | August 8 to August 12 | $375 |
| TPA | South Bend | August 9 to August 16 | $429 |
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
"Hotel is showing its age. Rooms were ok but bathrooms were dirty in the corners. Faucet leaked water all over the counters. Table in eating area was very unstable and wallpaper was worn out and scratched by the tables. Just showed signs of wear. Luggage carts were very dirty."
Reviewed on Aug 6, 2026
Need a Car For After Your Flight?
Economy
Compact
Midsize
SUV
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
- Budget in Shipshewana
- Blue Gate Garden Inn
- Cottages in Shipshewana
- Cabins in Shipshewana
- Bedandbreakfast in Shipshewana
- Hotels in LaGrange
- Hotels near Shipshewana Auction and Flea Market
- Hotels in Howe
- Hotels in Granger
- Hotels near Notre Dame Stadium
- Resorts in Goshen
- Hotels in Notre Dame
- Hotels in Goshen
- Hotels in Nappanee
- Hotels in Angola
- Hotels in Mishawaka
- Hot Tub in Goshen
- Hot Tub in Mishawaka
- Aparthotels in Goshen
- Hotels in Warsaw
- Hotels in Fort Wayne
- Hotels in Elkhart
- Pet Friendly in Elkhart
- Hotels near University of Notre Dame
- Hot Tub in Elkhart
- Hotels in Topeka
- Aparthotels in Elkhart
- Hotels in Syracuse
- Hotels in South Bend
- The Inn At Saint Mary'S
- Days Inn By Wyndham South Bend Notre Dame
- Privatevacationhomes in Shipshewana
- Motels in Shipshewana
- Motels in Middlebury
- Hotels in Middlebury
- Hot Tub in Middlebury
- Hampton Inn & Suites Middlebury
- Essenhaus Inn & Conference Center
- Aparthotels in Middlebury
- Agritourism in Middlebury
- Hotels in Shipshewana
- Van Buren Hotel
- Spa in Shipshewana
- Romantic in Shipshewana
- Pet Friendly in Shipshewana
- Luxury in Shipshewana
- Indoor Pool in Shipshewana
- Hot Tub in Shipshewana
- Bar in Shipshewana
- Pool in Shipshewana
- Farmstead Inn & Conference Center
- Family Friendly in Shipshewana
- Hotels near Michiana Event Center
- Motels in Bristol
- Hotels in Bristol
- Cabins in Bristol
- Der Ruhe Blatz Motel
- Hotels near Blue Gate Theater
- Hotels near Blue Gate Performing Arts Center
- Flights from Boston to Middlebury
- Flights from Atlanta to Middlebury
- Flights from South Bend IN
- Flights from Fort Wayne IN
- Flights to Warsaw
- Flights to South Bend
- Flights to Silver Lake
- Flights to Shipshewana
- Flights to Notre Dame
- Flights to Northern Indiana
- Flights to Nappanee
- Flights to Mishawaka
- Flights to La Porte
- Flights to Knox
- Flights to Kendallville
- Flights to Howe
- Flights to Granger
- Flights to Goshen
- Flights to Garrett
- Flights to Fort Wayne
- Flights to Elkhart
- Flights to Culver
- Flights to Columbia City
- Flights to Churubusco
- Flights to Auburn
- Flights to Argos
- Flights to Angola
- Flights to Albion
- Flights from Fort Lauderdale to Middlebury
- Flights from Salt Lake City to Middlebury
- Flights from Dallas to Middlebury
- Flights from Chicago to Middlebury