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Boston Flights as Low as $239

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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 October, 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 14 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 $239, 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 $239 right now, why wait?

Boston Flight Information
Destination airport
Louisville Intl.
Destination airport IATA code
SDF
Roundtrip price
$239

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! (1,615 reviews)
"Stayed one night on the way to Chicago because it's pet friendly. Everything was great - clean room, comfy bed, although a little high for a short person, nice breakfast. Has a nice indoor pool area although we didn't have time to use it. Would definitely stay here again."

Reviewed on Jun 24, 2026

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 hotel in Bardstown. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Blue Grass Entertainment Complex and Bluegrass Speedway ...
9/10 Wonderful! (236 reviews)
"This hotel is very nice. The staff are awesome, and the dining and bar are excellent. The rooms are comparable to other hotels However, I was a little taken back when we were checking out that they charge $15 per day which they said was for a state tax and amenities. I told them that we did not use ..."

Reviewed on Jun 27, 2026

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 ...
9.4/10 Exceptional! (1,551 reviews)
"A large, clean room with everything you need. Access to coffee and water 24/7 in reception is great and the breakfast was superb. The addition of use of the pickleball court really is a super extra. Staff we're incredibly helpful and welcoming. I wouldn't hesitate in recommending a stay here. Ample ..."

Reviewed on Jun 27, 2026

Distill-Inn
Ramada by Wyndham Elizabethtown

Ramada by Wyndham Elizabethtown

2.5 out of 5
205 Commerce Dr Elizabethtown KY
Book a stay at this business-friendly hotel in Elizabethtown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,001 reviews)
"Great location. Friendly staff. Clean room. Nice pool."

Reviewed on Jun 27, 2026

Ramada by Wyndham Elizabethtown
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
Book a stay at this business-friendly hotel in Bardstown. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (1,119 reviews)
"This is my second year spending a week there. Great place, staff, breakfast!"

Reviewed on Jun 27, 2026

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
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 helpful ...
9/10 Wonderful! (1,001 reviews)
"Very clean! Friendly staff! Amazing breakfast!"

Reviewed on Jun 27, 2026

Country Inn & Suites by Radisson, Elizabethtown, KY
Motel 6 Shepherdsville, KY – Louisville South

Motel 6 Shepherdsville, KY – Louisville South

2 out of 5
144 N. Joe B Hall Avenue Shepherdsville KY
Stay at this motel in Shepherdsville. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Kart Kountry and Bullitt County History Museum ...
7/10 Good! (1,000 reviews)
"Room was nice. Checkout is at 11. They call or knock on the door an hour before checkout which is annoying. Only place I’ve experienced this. Good place for the price."

Reviewed on Jun 24, 2026

Motel 6 Shepherdsville, KY – Louisville South
Baymont by Wyndham Elizabethtown

Baymont by Wyndham Elizabethtown

2.5 out of 5
209 Commerce Dr Elizabethtown KY
Book a stay at this business-friendly hotel in Elizabethtown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,000 reviews)
"Check in clerk was helpful"

Reviewed on Jun 26, 2026

Baymont by Wyndham Elizabethtown
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.