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Boston

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Boston Flights as Low as $181

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

Delta
Sat, Aug 1 - Tue, Aug 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$181 Roundtrip, found 2 days ago
$181
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 1 from O'Hare Intl. to Logan Intl., returning Tue, Aug 11, priced at $181 found 2 days ago
Delta
Sat, Aug 1 - Mon, Aug 17
ORD
O'Hare Intl.
BOS
Logan Intl.
$183 Roundtrip, found 2 days ago
$183
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 1 from O'Hare Intl. to Logan Intl., returning Mon, Aug 17, priced at $183 found 2 days ago
Delta
Mon, Jul 27 - Tue, Aug 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jul 27 from O'Hare Intl. to Logan Intl., returning Tue, Aug 11, priced at $185 found 2 days ago
JetBlue Airways
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 hours ago
$187
Roundtrip
found 3 hours ago
Select JetBlue Airways flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $187 found 3 hours ago
United
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 hours ago
$187
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $187 found 3 hours ago
American Airlines
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 hours ago
$187
Roundtrip
found 3 hours ago
Select American Airlines flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $187 found 3 hours ago
Delta
Wed, Jun 24 - Sat, Jul 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$192 Roundtrip, found 19 hours ago
$192
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Jun 24 from O'Hare Intl. to Logan Intl., returning Sat, Jul 11, priced at $192 found 19 hours ago
Delta
Sat, Aug 1 - Fri, Aug 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$196 Roundtrip, found 2 days ago
$196
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Aug 1 from O'Hare Intl. to Logan Intl., returning Fri, Aug 14, priced at $196 found 2 days ago
United
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$197 Roundtrip, found 3 hours ago
$197
Roundtrip
found 3 hours ago
Select United flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $197 found 3 hours ago
Delta
Mon, Jul 27 - Fri, Aug 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$201 Roundtrip, found 2 days ago
$201
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Jul 27 from O'Hare Intl. to Logan Intl., returning Fri, Aug 14, priced at $201 found 2 days ago
United
Tue, Aug 25 - Wed, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$205 Roundtrip, found 3 days ago
$205
Roundtrip
found 3 days ago
Select United flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Wed, Sep 9, priced at $205 found 3 days ago
Delta
Wed, Jul 15 - Mon, Jul 20
ORD
O'Hare Intl.
ORH
Worcester Regional
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jul 15 from O'Hare Intl. to Worcester Regional, returning Mon, Jul 20, priced at $220 found 1 day ago
Frontier Airlines
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$230 Roundtrip, found 3 hours ago
$230
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $230 found 3 hours ago
Sun Country Airlines
Thu, Jun 11 - Mon, Jun 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$495 Roundtrip, found 7 hours ago
$495
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Thu, Jun 11 from O'Hare Intl. to Logan Intl., returning Mon, Jun 15, priced at $495 found 7 hours ago
JetBlue Airways
Sat, Jun 6 - Sun, Jun 7
ORD
O'Hare Intl.
PVD
T.F. Green
$531 Roundtrip, found 3 days ago
$531
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, Jun 6 from O'Hare Intl. to T.F. Green, returning Sun, Jun 7, priced at $531 found 3 days ago
American Airlines
Thu, Jul 2 - Fri, Jul 10
ORD
O'Hare Intl.
PVC
Provincetown Municipal
$695 Roundtrip, found 4 days ago
$695
Roundtrip
found 4 days ago
Select American Airlines flight, departing Thu, Jul 2 from O'Hare Intl. to Provincetown Municipal, returning Fri, Jul 10, priced at $695 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 BOS 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 August, 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 16 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 Boston Harbor Seaplane Base 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 $181, 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 $181 right now, why wait?

Boston Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$301

Last Minute Hotel Deals in Boston

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (4,684 reviews)
"Gret place to stay"

Reviewed on Jun 3, 2026

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Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in ...
9/10 Wonderful! (2,645 reviews)
"Modern and nice"

Reviewed on Jun 3, 2026

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The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
9.6/10 Exceptional! (4,407 reviews)
"This property is perfect! My only complaint is that when I booked it stated that we would have free breakfast and upon arrival they stated that we did not have breakfast included in our stay. Pretty disappointed but it did not take away from the beauty and cleanliness at this hotel"

Reviewed on Jun 1, 2026

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Seaport Hotel Boston
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the ...
9.4/10 Exceptional! (5,079 reviews)
"Great place"

Reviewed on Jun 1, 2026

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The Godfrey Hotel Boston
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
9/10 Wonderful! (3,808 reviews)
"Convenient, modern, quiet"

Reviewed on Jun 2, 2026

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Hilton Boston Logan Airport
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our ...
9.4/10 Exceptional! (7,286 reviews)
"Polite and professional front desk staff as well as bell captain. Good cafe for quick bite, never used any other amenities"

Reviewed on Jun 3, 2026

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The Dagny Boston
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our reviews. ...
9.2/10 Wonderful! (6,618 reviews)
"Everything was clean and the staff was nice. It was the first hotel I’ve been in a long time that did not have a coffee station in the room, but they did provide hot water at the bar if you asked."

Reviewed on Jun 3, 2026

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Harborside Inn Of Boston
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the restaurant ...
9/10 Wonderful! (2,347 reviews)
"Excellent stay. Was convenient to most locations and a very nice place to stay."

Reviewed on Jun 3, 2026

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Hyatt Regency Boston/Cambridge
See all 4,217 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.

Top Hotels With Free Airport Shuttle

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
207 Porter St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, a free airport shuttle, and a fitness center. Our guests praise the breakfast and ...
8.8/10 Excellent! (2,458 reviews)
"Clean, great breakfast and very helpful staff."

Reviewed on Jun 3, 2026

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Embassy Suites Boston Logan Airport
Holiday Inn Express Boston - Saugus by IHG

Holiday Inn Express Boston - Saugus by IHG

3 out of 5
999 Broadway Saugus MA
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,155 reviews)
"Stayed for only one night. The place looks well maintained and the staff is friendly. My room is clean and quiet, only that my bed feels a little soft. It also includes hot breakfast, even though I'd love to see the variety gets expanded. Overall, a pleasant stay."

Reviewed on Jun 3, 2026

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Holiday Inn Express Boston - Saugus by IHG
DoubleTree by Hilton Hotel Boston Bayside

DoubleTree by Hilton Hotel Boston Bayside

4 out of 5
240 Mount Vernon Street Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and a free cruise terminal shuttle. Our guests praise ...
8.4/10 Very Good! (1,484 reviews)
"The hotel is fine - parking is good although $ 27 per night. The room was clean and has what you need. The cafe has the basics. Overall not a great value for money but if you are going to U Mass its a no brainer. Would stay there again."

Reviewed on Jun 3, 2026

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DoubleTree by Hilton Hotel Boston Bayside
La Quinta Inn & Suites by Wyndham Boston Somerville

La Quinta Inn & Suites by Wyndham Boston Somerville

3 out of 5
23 Cummings St Somerville MA
Book a stay at this business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
7.6/10 Good! (3,371 reviews)
"Good value"

Reviewed on Jun 3, 2026

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La Quinta Inn & Suites by Wyndham Boston Somerville
Four Points by Sheraton Boston Logan Airport Revere

Four Points by Sheraton Boston Logan Airport Revere

3 out of 5
407 Squire Rd Revere MA
Book a stay at this business-friendly hotel in Revere. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
8/10 Very Good! (1,006 reviews)
"The staff were very nice but the facility felt closer to a Motel 6 than a Sheraton 4 Point."

Reviewed on Jun 2, 2026

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Four Points by Sheraton Boston Logan Airport Revere
Courtyard by Marriott Boston Logan Airport

Courtyard by Marriott Boston Logan Airport

3 out of 5
225 William F. McClellan Highway Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8.6/10 Excellent! (1,380 reviews)
"Staff was courteous and helpful. Good choices for breakfast. Room very clean with wardrobe to hang clothes. Nice airport shuttle."

Reviewed on May 31, 2026

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Courtyard by Marriott Boston Logan Airport
See all 4,217 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.