$71 Cheap flight deals from Boston (BOS) to Middlebury (SBN)

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This Weekend's Flight Deals from Boston to Middlebury

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, Feb 15 - Wed, Feb 18
BOS
Logan Intl.
SBN
South Bend Intl.
$366 Roundtrip, found 3 hours ago
$366
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Sun, Feb 15 from Logan Intl. to South Bend Intl., returning Wed, Feb 18, priced at $366 found 3 hours ago

Airfares from $71 One Way, $170 Round Trip from Boston to Middlebury

Prices starting at $170 for return flights and $71 for one-way flights to Middlebury were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Wed, Sep 16 - Tue, Sep 22
BOS
Boston
SBN
South Bend
$170 Roundtrip, found 4 days ago
$170
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 16 from Boston to South Bend, returning Tue, Sep 22, priced at $170 found 4 days ago
Wed, Sep 16 - Tue, Sep 22
BOS
Boston
SBN
South Bend
$189 Roundtrip, found 4 days ago
$189
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Sep 16 from Boston to South Bend, returning Tue, Sep 22, priced at $189 found 4 days ago
Wed, Sep 16 - Tue, Sep 22
BOS
Boston
SBN
South Bend
$197 Roundtrip, found 4 days ago
$197
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Sep 16 from Boston to South Bend, returning Tue, Sep 22, priced at $197 found 4 days ago
Wed, Feb 11 - Thu, Feb 12
BOS
Boston
SBN
South Bend
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Feb 11 from Boston to South Bend, returning Thu, Feb 12, priced at $200 found 4 days ago
Fri, May 8 - Sat, May 9
BOS
Boston
SBN
South Bend
$200 Roundtrip, found 2 hours ago
$200
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Fri, May 8 from Boston to South Bend, returning Sat, May 9, priced at $200 found 2 hours ago

Middlebury economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Saint Mary's
3.5-star property

The Inn at Saint Mary's

9.6/10 Exceptional! (1,064 reviews)

Mar 28 - Apr 1

4 night stay

Boston (BOS) to South Bend (SBN)

American Airlines • Non-stop roundtrip • Coach
Price was $672, price is now $563 per person
$563
per person
found 14 hours ago
Very clean, great amenities, extremely helpful staff, and good proximity to the Notre Dame campus. We’ll definitely try to come back.

Reviewed on Nov 9, 2025

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More About Flying To Middlebury from Boston

Route Information for Flights from Boston to Middlebury

Origin Airport IATA Code
BOS
Destination Airport IATA Code
SBN
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Boston to Middlebury

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.