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Boston

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Boston Flights as Low as $190

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

Frontier Airlines
Tue, Sep 1 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$190 Roundtrip, found 5 days ago
$190
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Sep 1 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $190 found 5 days ago
American Airlines
Wed, Jun 3 - Wed, Jun 3
ORD
O'Hare Intl.
BOS
Logan Intl.
$192 Roundtrip, found 1 day ago
$192
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jun 3 from O'Hare Intl. to Logan Intl., returning Wed, Jun 3, priced at $192 found 1 day ago
Delta
Wed, Jun 3 - Tue, Jun 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$192 Roundtrip, found 11 hours ago
$192
Roundtrip
found 11 hours ago
Select Delta flight, departing Wed, Jun 3 from O'Hare Intl. to Logan Intl., returning Tue, Jun 9, priced at $192 found 11 hours ago
Delta
Fri, Jun 5 - Tue, Jun 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$197 Roundtrip, found 11 hours ago
$197
Roundtrip
found 11 hours ago
Select Delta flight, departing Fri, Jun 5 from O'Hare Intl. to Logan Intl., returning Tue, Jun 9, priced at $197 found 11 hours ago
Delta
Tue, Aug 25 - Tue, Sep 8
ORD
O'Hare Intl.
BOS
Logan Intl.
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Tue, Sep 8, priced at $197 found 8 hours ago
United
Tue, Jun 9 - Tue, Jun 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$201 Roundtrip, found 10 hours ago
$201
Roundtrip
found 10 hours ago
Select United flight, departing Tue, Jun 9 from O'Hare Intl. to Logan Intl., returning Tue, Jun 16, priced at $201 found 10 hours ago
JetBlue Airways
Tue, Jun 9 - Tue, Jun 16
ORD
O'Hare Intl.
BOS
Logan Intl.
$201 Roundtrip, found 10 hours ago
$201
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Tue, Jun 9 from O'Hare Intl. to Logan Intl., returning Tue, Jun 16, priced at $201 found 10 hours ago
Delta
Tue, Aug 25 - Wed, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$201 Roundtrip, found 8 hours ago
$201
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Aug 25 from O'Hare Intl. to Logan Intl., returning Wed, Sep 9, priced at $201 found 8 hours ago
United
Thu, Jun 4 - Sun, Jun 7
ORD
O'Hare Intl.
BOS
Logan Intl.
$202 Roundtrip, found 11 hours ago
$202
Roundtrip
found 11 hours ago
Select United flight, departing Thu, Jun 4 from O'Hare Intl. to Logan Intl., returning Sun, Jun 7, priced at $202 found 11 hours ago
Delta
Sat, Oct 10 - Tue, Oct 13
ORD
O'Hare Intl.
BOS
Logan Intl.
$203 Roundtrip, found 2 days ago
$203
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 10 from O'Hare Intl. to Logan Intl., returning Tue, Oct 13, priced at $203 found 2 days ago
JetBlue Airways
Mon, Aug 24 - Wed, Sep 9
ORD
O'Hare Intl.
BOS
Logan Intl.
$205 Roundtrip, found 8 hours ago
$205
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Mon, Aug 24 from O'Hare Intl. to Logan Intl., returning Wed, Sep 9, priced at $205 found 8 hours ago
JetBlue Airways
Wed, Jun 3 - Sun, Jun 7
ORD
O'Hare Intl.
BOS
Logan Intl.
$206 Roundtrip, found 11 hours ago
$206
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Wed, Jun 3 from O'Hare Intl. to Logan Intl., returning Sun, Jun 7, priced at $206 found 11 hours ago
United
Tue, Aug 4 - Tue, Aug 11
ORD
O'Hare Intl.
BOS
Logan Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select United flight, departing Tue, Aug 4 from O'Hare Intl. to Logan Intl., returning Tue, Aug 11, priced at $207 found 1 day ago
American Airlines
Wed, Jul 15 - Tue, Jul 21
ORD
O'Hare Intl.
ORH
Worcester Regional
$220 Roundtrip, found 1 day ago
$220
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Jul 15 from O'Hare Intl. to Worcester Regional, returning Tue, Jul 21, priced at $220 found 1 day ago
Sun Country Airlines
Thu, Jun 11 - Mon, Jun 15
ORD
O'Hare Intl.
BOS
Logan Intl.
$459 Roundtrip, found 6 days ago
$459
Roundtrip
found 6 days ago
Select Sun Country Airlines flight, departing Thu, Jun 11 from O'Hare Intl. to Logan Intl., returning Mon, Jun 15, priced at $459 found 6 days ago
JetBlue Airways
Thu, Jul 2 - Fri, Jul 10
ORD
O'Hare Intl.
PVC
Provincetown Municipal
$551 Roundtrip, found 21 hours ago
$551
Roundtrip
found 21 hours ago
Select JetBlue Airways flight, departing Thu, Jul 2 from O'Hare Intl. to Provincetown Municipal, returning Fri, Jul 10, priced at $551 found 21 hours 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 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 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 $190, 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 $190 right now, why wait?

Boston Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$237

Last Minute Hotel Deals in Boston

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! (4,372 reviews)
"Lovely hotel. Great bed, room size and other amenities."

Reviewed on May 20, 2026

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Seaport Hotel Boston
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! (2,621 reviews)
"Great location and easy check in."

Reviewed on May 20, 2026

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The Revolution Hotel
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! (4,658 reviews)
"Breakfast was nice its alacarte , pool very poor and no service on the pool , spa slots are very limited and they are off every Tuesday and Wednesday"

Reviewed on May 19, 2026

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Omni Boston Hotel at the Seaport
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! (5,069 reviews)
"Perfect stay! Record high temperatures and the room was perfection. 🏆🏆🏆"

Reviewed on May 20, 2026

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The Godfrey Hotel Boston
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
161 Devonshire St Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful ...
9/10 Wonderful! (3,106 reviews)
"Loved the room & location. Appreciate unlimited water / sparkling water & coffee! But dated bathroom (some areas not cleaned well). Gym isn’t 24h. 6am is too late to open! Otherwise very comfortable & great staff."

Reviewed on May 21, 2026

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Club Quarters Hotel Faneuil Hall, Boston
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

2 out of 5
220 Huntington Avenue Boston MA
Stay at this hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Copley Square and Fenway Park are located nearby.
8.2/10 Very Good! (360 reviews)
"It's been a long time since I stayed here, and I am pleased to see it's been modernized quite a bit. The location is excellent, especially considering the price (for Boston!). My only criticism concerns the equipment we had delivered, signed for by the manager, then strangely placed in a remote laundry ..."

Reviewed on May 20, 2026

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The Midtown Hotel MOD Collection by Sonesta
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! (6,569 reviews)
"The room was clean and spacious. There was an extremely foul odor from the sink in room 611 when you ran the water. It smells like sewage."

Reviewed on May 20, 2026

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Harborside Inn Of Boston
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Book a stay at this luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
9.6/10 Exceptional! (3,764 reviews)
"Beautiful and the service was excellent."

Reviewed on May 20, 2026

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Encore Boston Harbor
See all 4,245 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! (2,465 reviews)
"It is incredibly convenient as it is almost part of the airport, right behind the rental car center. The rooms are spacious and the staff helpful."

Reviewed on May 21, 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! (1,141 reviews)
"Spacious rooms. No vending machines. Individuals hang outside in parking lot. Not sure if guests or not but sitting in cars which was weird"

Reviewed on May 18, 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! (1,469 reviews)
"The complimentary shuttle was very convenient and punctual. The close location to the T. Was so handy. The staff at the desk were helpful and friendly"

Reviewed on May 19, 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! (3,349 reviews)
"Zzzzzz"

Reviewed on May 21, 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! (1,002 reviews)
"Hotel was nice and clean! They have a little store with food and snacks downstairs. They also have a bar that stays open until 2am. Bartender David was so awesome!! He made our night! AJ at the front desk was just as amazing!! I would definitely stay here again!"

Reviewed on May 14, 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! (1,404 reviews)
"Good: Hot shower, free shuttle to and from Logan airport, bed, temperature controls in room Bad: NO WiFi, only Bonvoy wifi, which I was unable to subscribe to. The terminals in the lobby to print boarding passes DID NOT WORK I was unable to early check in."

Reviewed on May 18, 2026

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Courtyard by Marriott Boston Logan Airport
See all 4,245 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.