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Boston

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Boston Flights as Low as $91

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

United
Tue, Sep 30 - Mon, Oct 6
ORD
O'Hare Intl.
SDF
Louisville Intl.
$91 Roundtrip, found 15 hours ago
$91
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Louisville Intl., returning Mon, Oct 6, priced at $91 found 15 hours ago
American Airlines
Tue, Sep 30 - Mon, Oct 6
ORD
O'Hare Intl.
SDF
Louisville Intl.
$91 Roundtrip, found 15 hours ago
$91
Roundtrip
found 15 hours ago
Select American Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Louisville Intl., returning Mon, Oct 6, priced at $91 found 15 hours ago
United
Tue, Sep 30 - Mon, Oct 6
ORD
O'Hare Intl.
SDF
Louisville Intl.
$93 Roundtrip, found 15 hours ago
$93
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Louisville Intl., returning Mon, Oct 6, priced at $93 found 15 hours ago
United
Thu, Aug 14 - Mon, Aug 18
ORD
O'Hare Intl.
SDF
Louisville Intl.
$99 Roundtrip, found 1 day ago
$99
Roundtrip
found 1 day ago
Select United flight, departing Thu, Aug 14 from O'Hare Intl. to Louisville Intl., returning Mon, Aug 18, priced at $99 found 1 day ago
Spirit Airlines
Sat, Aug 2 - Fri, Aug 15
FLL
Fort Lauderdale - Hollywood Intl.
SDF
Louisville Intl.
$110 Roundtrip, found 2 days ago
$110
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Sat, Aug 2 from Fort Lauderdale - Hollywood Intl. to Louisville Intl., returning Fri, Aug 15, priced at $110 found 2 days ago
United
Tue, Sep 30 - Mon, Oct 6
ORD
O'Hare Intl.
SDF
Louisville Intl.
$115 Roundtrip, found 15 hours ago
$115
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Louisville Intl., returning Mon, Oct 6, priced at $115 found 15 hours ago
United
Tue, Sep 30 - Mon, Oct 6
ORD
O'Hare Intl.
SDF
Louisville Intl.
$117 Roundtrip, found 15 hours ago
$117
Roundtrip
found 15 hours ago
Select United flight, departing Tue, Sep 30 from O'Hare Intl. to Louisville Intl., returning Mon, Oct 6, priced at $117 found 15 hours ago
Spirit Airlines
Fri, Aug 8 - Sun, Aug 10
DFW
Dallas-Fort Worth Intl.
SDF
Louisville Intl.
$121 Roundtrip, found 19 hours ago
$121
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Fri, Aug 8 from Dallas-Fort Worth Intl. to Louisville Intl., returning Sun, Aug 10, priced at $121 found 19 hours ago
Spirit Airlines
Sat, Aug 2 - Mon, Aug 4
TPA
Tampa Intl.
SDF
Louisville Intl.
$146 Roundtrip, found 1 day ago
$146
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Sat, Aug 2 from Tampa Intl. to Louisville Intl., returning Mon, Aug 4, priced at $146 found 1 day ago
Spirit Airlines
Thu, Jul 17 - Thu, Jul 24
EWR
Newark Liberty Intl. Airport
SDF
Louisville Intl.
$153 Roundtrip, just found
$153
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Jul 17 from Newark Liberty Intl. Airport to Louisville Intl., returning Thu, Jul 24, priced at $153 just found
American Airlines
Thu, Dec 4 - Sat, Dec 6
JAX
Jacksonville Intl.
SDF
Louisville Intl.
$159 Roundtrip, found 21 hours ago
$159
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Thu, Dec 4 from Jacksonville Intl. to Louisville Intl., returning Sat, Dec 6, priced at $159 found 21 hours ago
Delta
Tue, Jul 29 - Tue, Jul 29
TPA
Tampa Intl.
SDF
Louisville Intl.
$174 Roundtrip, found 1 day ago
$174
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Jul 29 from Tampa Intl. to Louisville Intl., returning Tue, Jul 29, priced at $174 found 1 day ago
Delta
Tue, Aug 5 - Sun, Aug 10
DAL
Love Field
SDF
Louisville Intl.
$197 Roundtrip, found 12 hours ago
$197
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Aug 5 from Love Field to Louisville Intl., returning Sun, Aug 10, priced at $197 found 12 hours ago
Bargain Flight
Thu, Jul 24 - Sun, Aug 3
CLT
Charlotte-Douglas Intl.
SDF
Louisville Intl.
$245 Roundtrip, found 12 hours ago
$245
Roundtrip
found 12 hours ago
Select Bargain Flight flight, departing Thu, Jul 24 from Charlotte-Douglas Intl. to Louisville Intl., returning Sun, Aug 3, priced at $245 found 12 hours ago
American Airlines
Fri, Aug 1 - Wed, Aug 6
ABQ
Albuquerque Intl. Sunport
SDF
Louisville Intl.
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Aug 1 from Albuquerque Intl. Sunport to Louisville Intl., returning Wed, Aug 6, priced at $304 found 1 day ago
Breeze Airways
Wed, Jul 23 - Thu, Jul 24
TPA
Tampa Intl.
SDF
Louisville Intl.
$342 Roundtrip, found 4 days ago
$342
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Jul 23 from Tampa Intl. to Louisville Intl., returning Thu, Jul 24, priced at $342 found 4 days ago

Cheap Flights to Boston

Fall in love at first flight with your vacation to Boston 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 Boston on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Boston

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Boston 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 SDF airport.

What is the cheapest month to fly to Boston?

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 Boston are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Boston?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 15 to choose from for your flight to Boston.

What airport is best to fly into Boston?

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

How much are flights to Boston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Boston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $91, 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 Boston?

The trick to saving a stack of cash on your flight to Boston? 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 $91 right now, why wait?

Boston Flight Information
Destination airport
Louisville Intl.
Destination airport IATA code
SDF
Roundtrip price
$91

Last Minute Hotel Deals in Boston

Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
2 out of 5
1043 Executive Drive Hardin, Elizabethtown, KY
Book a stay at this business-friendly hotel in Elizabethtown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...
8.8/10 Excellent! (1,383 reviews)
"Super nice"

Reviewed on Jul 6, 2025

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Greenfield Inn and Suites Elizabethtown, KY I65 Exit 94
The Trail Hotel
The Trail Hotel
4 out of 5
1875 New Haven Rd, Bardstown, KY
Stay at this 4-star hotel in Bardstown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Blue Grass Entertainment Complex and Bluegrass ...
8.6/10 Excellent! (15 reviews)
"Great combo of location for Bourbon Tours, amenities and food!"

Reviewed on Jul 3, 2025

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The Trail Hotel
Distill-Inn
Distill-Inn
2.5 out of 5
984 Frost Ave, Bardstown, KY
Book a stay at this business-friendly hotel in Bardstown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,243 reviews)
"The perfect boutique hotel right in the middle of Kentucky's "bourbon trail". Great service and beautiful rooms with attention to details"

Reviewed on Jul 7, 2025

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Distill-Inn
Gold Vault Inn
Gold Vault Inn
2.5 out of 5
1225 N.Dixie Blvd, Radcliff, KY
Stay at this hotel in Radcliff. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. ...
7.8/10 Good! (1,001 reviews)
"Staff was great, only complaint would be that the floor in the bathroom was sticky and needed to be mopped. You could tell that only the part where you walked into was mopped, but not under the counter where you stand. Put a towel down because it was so sticky. I also thought the breakfast was not ..."

Reviewed on Jun 29, 2025

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Gold Vault Inn
La Quinta Inn & Suites by Wyndham Bardstown
La Quinta Inn & Suites by Wyndham Bardstown
3 out of 5
3305 East John Rowan Blvd, Bardstown, KY
Stay at this 3-star business-friendly hotel in Bardstown. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (930 reviews)
"Excellent"

Reviewed on Jul 6, 2025

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La Quinta Inn & Suites by Wyndham Bardstown
Country Inn & Suites by Radisson, Elizabethtown, KY
Country Inn & Suites by Radisson, Elizabethtown, KY
3.5 out of 5
107 Buffalo Creek Dr, Elizabethtown, KY
Stay at this 3.5-star business-friendly hotel in Elizabethtown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"I highly recommend staying over night. Staff was very friendly, and room was clean!"

Reviewed on Jul 5, 2025

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Country Inn & Suites by Radisson, Elizabethtown, KY
Quality Inn & Suites Brooks Louisville South
Quality Inn & Suites Brooks Louisville South
3 out of 5
716 Brooks Hill Rd, Brooks, KY
Stay at this 3-star business-friendly hotel in Brooks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8/10 Very Good! (520 reviews)
Teenager/Elderly friendly
"Hotel was excellent and will stay again if travelling to again. Travelled with my elderly Mom and teenage daughter. Staff was very friendly as well. If must say anything negative it be the breakfast wasn't always the best or waffle maker working. But for the price it was above and beyond ..."

Reviewed on Jun 26, 2025

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Quality Inn & Suites Brooks Louisville South
Best Western Louisville South / Shepherdsville
Best Western Louisville South / Shepherdsville
2.5 out of 5
362 Brenton Way, Louisville, KY
Book a stay at this business-friendly hotel in Louisville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (787 reviews)
"Everyone was very nice. Let us check in early and helped with anything we needed."

Reviewed on Jul 6, 2025

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Best Western Louisville South / Shepherdsville
See all 384 properties in Boston
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.