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Middlebury

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Middlebury Flights as Low as $112

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

Breeze Airways
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$112 Roundtrip, found 23 hours ago
$112
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $112 found 23 hours ago
Breeze Airways
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$117 Roundtrip, found 23 hours ago
$117
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $117 found 23 hours ago
Breeze Airways
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$122 Roundtrip, found 23 hours ago
$122
Roundtrip
found 23 hours ago
Select Breeze Airways flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $122 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$162 Roundtrip, found 23 hours ago
$162
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $162 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$179 Roundtrip, found 23 hours ago
$179
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $179 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$198 Roundtrip, found 23 hours ago
$198
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $198 found 23 hours ago
Delta
Thu, May 29 - Sat, May 31
MCO
Orlando Intl.
SBN
South Bend Intl.
$202 Roundtrip, found 23 hours ago
$202
Roundtrip
found 23 hours ago
Select Delta flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sat, May 31, priced at $202 found 23 hours ago
American Airlines
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$212 Roundtrip, found 23 hours ago
$212
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $212 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$214 Roundtrip, found 23 hours ago
$214
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $214 found 23 hours ago
Delta
Thu, May 29 - Fri, May 30
MCO
Orlando Intl.
SBN
South Bend Intl.
$222 Roundtrip, found 23 hours ago
$222
Roundtrip
found 23 hours ago
Select Delta flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Fri, May 30, priced at $222 found 23 hours ago
Delta
Thu, May 29 - Mon, Jun 2
MCO
Orlando Intl.
SBN
South Bend Intl.
$233 Roundtrip, found 23 hours ago
$233
Roundtrip
found 23 hours ago
Select Delta flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Mon, Jun 2, priced at $233 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$233 Roundtrip, found 23 hours ago
$233
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $233 found 23 hours ago
American Airlines
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$248 Roundtrip, found 23 hours ago
$248
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $248 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$250 Roundtrip, found 23 hours ago
$250
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $250 found 23 hours ago
American Airlines
Thu, May 29 - Thu, May 29
MCO
Orlando Intl.
SBN
South Bend Intl.
$323 Roundtrip, found 23 hours ago
$323
Roundtrip
found 23 hours ago
Select American Airlines flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Thu, May 29, priced at $323 found 23 hours ago
United
Thu, May 29 - Sun, Jun 1
MCO
Orlando Intl.
SBN
South Bend Intl.
$335 Roundtrip, found 23 hours ago
$335
Roundtrip
found 23 hours ago
Select United flight, departing Thu, May 29 from Orlando Intl. to South Bend Intl., returning Sun, Jun 1, priced at $335 found 23 hours ago

Cheap Flights to Middlebury

Fall in love at first flight with your vacation to Middlebury by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Middlebury on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Middlebury, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Middlebury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Middlebury with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SBN airport.

What is the cheapest month to fly to Middlebury?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Middlebury are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Middlebury?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Middlebury.

What airport is best to fly into Middlebury?

When you’re planning your trip to Middlebury, convenience is the name of the game. Luckily, Middlebury Goshen Municipal Airport is nearby so you can deplane and get going on checking off everything on your Middlebury must-do list.

How much are flights to Middlebury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Middlebury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $112, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Middlebury?

The trick to saving a stack of cash on your flight to Middlebury? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $112 right now, why wait?

Middlebury Flight Information
Destination airport
South Bend Intl.
Destination airport IATA code
SBN
Roundtrip price
$111

Last Minute Hotel Deals in Middlebury

Essenhaus Inn & Conference Center
Essenhaus Inn & Conference Center
3.5 out of 5
240 Hwy 20, Middlebury, IN
The price is $144 per night from May 4 to May 5
$144
includes taxes & fees
May 4 - May 5
Stay at this 3.5-star business-friendly hotel in Middlebury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,002 reviews)
Favorite place for a girls' night out
"The staff were pleasant, professional, and going above and beyond. We stay here twice a year, but this year was the best ever. Walks on trails, firepit, shopping, endless fun!"

Reviewed on May 1, 2025

Essenhaus Inn & Conference Center
Hampton Inn & Suites Middlebury
Hampton Inn & Suites Middlebury
2.5 out of 5
105 Crystal Heights Blvd, Middlebury, IN
The price is $104 per night from May 11 to May 12
$104
includes taxes & fees
May 11 - May 12
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! (1,000 reviews)
"Very quiet"

Reviewed on Apr 29, 2025

Hampton Inn & Suites Middlebury
Blue Gate Garden Inn
Blue Gate Garden Inn
2.5 out of 5
800 South Van Buren Street, Shipshewana, IN
The price is $129 per night from May 4 to May 5
$129
includes taxes & fees
May 4 - May 5
Stay at this hotel in Shipshewana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.4/10 Exceptional! (1,305 reviews)
Great hotel
"Came for a concert to see Johnny Mathis and was very happ the venue was across the parking lot. Front desk workers were very friendly and the room was nice, very clean and larger than I had expected. Nice large, comfy beds."

Reviewed on Apr 28, 2025

Blue Gate Garden Inn
Van Buren Hotel
Van Buren Hotel
2.5 out of 5
1175 Van Buren Street, Shipshewana, IN
The price is $133 per night from Jun 1 to Jun 2
$133
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Shipshewana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
9/10 Wonderful! (1,133 reviews)
"Clean, good breakfast, good location."

Reviewed on Apr 28, 2025

Van Buren Hotel
Farmstead Inn & Conference Center
Farmstead Inn & Conference Center
2.5 out of 5
370 S Van Buren St, Shipshewana, IN
The price is $175 per night from May 4 to May 5
$175
includes taxes & fees
May 4 - May 5
Book a stay at this family-friendly hotel in Shipshewana. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,000 reviews)
Quiet & Comfortable Stay
"Met my siblings there for a funeral. The front desk were gracious and very accommodating. The hotel was perfect for what we needed. It was only a one night stay but I'd return again to enjoy the surrounding community."

Reviewed on Apr 28, 2025

Farmstead Inn & Conference Center
Microtel Inn & Suites by Wyndham Elkhart
Microtel Inn & Suites by Wyndham Elkhart
2 out of 5
3301 Plaza Ct, Elkhart, IN
The price is $59 per night from May 6 to May 7
$59
includes taxes & fees
May 6 - May 7
Book a stay at this business-friendly hotel in Elkhart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,003 reviews)
Great Sleep!
"Front Desk lady was very welcoming and nice. The room was much bigger than I expected. The bed was very comfortable, and I had a wonderful night of sleep. The price was great, too. I have to go back to that same area next weekend, and I booked this place again!"

Reviewed on Apr 26, 2025

Microtel Inn & Suites by Wyndham Elkhart
Holiday Inn Express & Suites Elkhart North by IHG
Holiday Inn Express & Suites Elkhart North by IHG
2.5 out of 5
3300 Sunny Drive, Elkhart, IN
The price is $121 per night from May 25 to May 26
$121
includes taxes & fees
May 25 - May 26
Stay at this hotel in Elkhart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (812 reviews)
"It is a nice hotel as it’s typical with the other Holiday Inn’s. The pool area is not sufficient enough. I do believe the hotel is a bit over priced."

Reviewed on Apr 28, 2025

Holiday Inn Express & Suites Elkhart North by IHG
La Quinta Inn & Suites by Wyndham Elkhart
La Quinta Inn & Suites by Wyndham Elkhart
2.5 out of 5
330 Northpointe Blvd, Elkhart, IN
The price is $74 per night from Jun 1 to Jun 2
$74
includes taxes & fees
Jun 1 - Jun 2
Book a stay at this business-friendly hotel in Elkhart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,000 reviews)
Fine for overnight
"It was fine. We were just in town one night for a concert. The front desk mentioned the pool was open until 10 pm, but didn't say it would be closed the next day Sunday. That was disappointing. The room was large and had a view to the grass, not parking lot. Pillows were lumpy, but for our purposes ..."

Reviewed on Apr 27, 2025

La Quinta Inn & Suites by Wyndham Elkhart
See all 530 properties in 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.