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Boston

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Boston Flights as Low as $154

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

Frontier Airlines
Tue, Apr 21 - Tue, May 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$154 Roundtrip, found 23 hours ago
$154
Roundtrip
found 23 hours ago
Select Frontier Airlines flight, departing Tue, Apr 21 from O'Hare Intl. to Logan Intl., returning Tue, May 5, priced at $154 found 23 hours ago
JetBlue Airways
Tue, Apr 14 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$156 Roundtrip, found 16 hours ago
$156
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Tue, Apr 14 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $156 found 16 hours ago
Delta
Sat, May 9 - Sat, May 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Select Delta flight, departing Sat, May 9 from O'Hare Intl. to Logan Intl., returning Sat, May 23, priced at $157 found 14 hours ago
American Airlines
Sat, May 9 - Sat, May 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$157 Roundtrip, found 14 hours ago
$157
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sat, May 9 from O'Hare Intl. to Logan Intl., returning Sat, May 23, priced at $157 found 14 hours ago
American Airlines
Tue, Apr 14 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$160 Roundtrip, found 16 hours ago
$160
Roundtrip
found 16 hours ago
Select American Airlines flight, departing Tue, Apr 14 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $160 found 16 hours ago
Spirit Airlines
Tue, Apr 21 - Tue, May 5
ORD
O'Hare Intl.
BOS
Logan Intl.
$163 Roundtrip, found 23 hours ago
$163
Roundtrip
found 23 hours ago
Select Spirit Airlines flight, departing Tue, Apr 21 from O'Hare Intl. to Logan Intl., returning Tue, May 5, priced at $163 found 23 hours ago
Spirit Airlines
Mon, Apr 13 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$165 Roundtrip, just found
$165
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 13 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $165 just found
American Airlines
Sat, May 9 - Sat, May 23
ORD
O'Hare Intl.
BOS
Logan Intl.
$167 Roundtrip, found 14 hours ago
$167
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Sat, May 9 from O'Hare Intl. to Logan Intl., returning Sat, May 23, priced at $167 found 14 hours ago
Spirit Airlines
Mon, Apr 13 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$178 Roundtrip, just found
$178
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Apr 13 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $178 just found
United
Tue, Apr 14 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$184 Roundtrip, found 16 hours ago
$184
Roundtrip
found 16 hours ago
Select United flight, departing Tue, Apr 14 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $184 found 16 hours ago
JetBlue Airways
Tue, Jun 2 - Sun, Jun 14
ORD
O'Hare Intl.
BOS
Logan Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 2 from O'Hare Intl. to Logan Intl., returning Sun, Jun 14, priced at $190 found 1 day ago
American Airlines
Tue, Jul 14 - Wed, Jul 22
ORD
O'Hare Intl.
ORH
Worcester Regional
$192 Roundtrip, found 6 days ago
$192
Roundtrip
found 6 days ago
Select American Airlines flight, departing Tue, Jul 14 from O'Hare Intl. to Worcester Regional, returning Wed, Jul 22, priced at $192 found 6 days ago
Frontier Airlines
Mon, Apr 13 - Tue, Apr 28
ORD
O'Hare Intl.
BOS
Logan Intl.
$201 Roundtrip, just found
$201
Roundtrip
just found
Select Frontier Airlines flight, departing Mon, Apr 13 from O'Hare Intl. to Logan Intl., returning Tue, Apr 28, priced at $201 just found
Delta
Tue, May 19 - Wed, May 27
ORD
O'Hare Intl.
PVD
T.F. Green
$277 Roundtrip, found 19 hours ago
$277
Roundtrip
found 19 hours ago
Select Delta flight, departing Tue, May 19 from O'Hare Intl. to T.F. Green, returning Wed, May 27, priced at $277 found 19 hours ago
Sun Country Airlines
Fri, Apr 10 - Sun, Apr 12
ORD
O'Hare Intl.
BOS
Logan Intl.
$574 Roundtrip, found 1 day ago
$574
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Apr 10 from O'Hare Intl. to Logan Intl., returning Sun, Apr 12, priced at $574 found 1 day ago
American Airlines
Fri, Jul 3 - Tue, Jul 7
ORD
O'Hare Intl.
PVC
Provincetown Municipal
$689 Roundtrip, found 1 day ago
$689
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Jul 3 from O'Hare Intl. to Provincetown Municipal, returning Tue, Jul 7, priced at $689 found 1 day 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 April, 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 $154, 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 $154 right now, why wait?

Boston Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$196

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! (4,549 reviews)
Very nice

Reviewed on Mar 28, 2026

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Omni Boston Hotel at the Seaport
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! (4,117 reviews)
Exceptionally kind staff

Reviewed on Apr 1, 2026

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Seaport Hotel Boston
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
50 Park Plaza Boston MA
Book a stay at this luxury hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (3,138 reviews)
The heater was so loud, I couldn’t sleep well.

Reviewed on Apr 1, 2026

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Hilton Boston Park Plaza
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! (6,403 reviews)
The Harborside Inn was lovely but our trip was too short for me to really get a sense of the place. I wish we could have eaten in the lobby restaurant; it looked delicious. The hotel room was comfortable and very dark at night which made for a good night's sleep. Parking is offsite - an easy walk ...

Reviewed on Apr 1, 2026

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Harborside Inn Of 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! (2,526 reviews)
Coffee was good!

Reviewed on Mar 30, 2026

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The Revolution Hotel
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff ...
9/10 Wonderful! (3,354 reviews)
This was a beautiful hotel and the location was perfect. Very centric and walking distance to many places. The staff was great and both bars beer very nice. The only downside was that the rooms were very small as well as the bathroom but we were very happy overall with our stay

Reviewed on Mar 31, 2026

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Omni Parker House
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! (7,157 reviews)
Did not have time for breakfast or bar this first trip

Reviewed on Apr 1, 2026

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The Dagny Boston
citizenM Boston Back Bay

citizenM Boston Back Bay

4 out of 5
408 Newbury street Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square are located ...
9.4/10 Exceptional! (2,505 reviews)
Room was great, ipad plug in didnt work so ipad always dying, 4th floor hall carpets were dirty, gym was closed due to construction. Ironing station was down the hall, little water in it, a learning curve to use. Not one glass in the roon.Reilly was very nice at front desk. The rest of staff aloof. ...

Reviewed on Apr 1, 2026

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citizenM Boston Back Bay
See all 4,189 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! (2,379 reviews)
Daily included breakfast: Made to order eggs plus several options with evening happy hour snacks. Quiet despite convenient to airport. Need to Uber to main city but under $15- ride.

Reviewed on Apr 1, 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! (1,095 reviews)
Enjoyed the breakfast.

Reviewed on Mar 31, 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! (1,441 reviews)
A really great place. Close to trains. A nice beach nearby. Great rooms. Clean and staff are all so awesome friendly

Reviewed on Mar 30, 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! (3,257 reviews)
I found they were issues with the tv buffering and the Wifi was spotty.

Reviewed on Mar 31, 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! (1,000 reviews)
Clean and peaceful place

Reviewed on Mar 22, 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! (1,410 reviews)
Nice room kind of hot. Need a little bit more air in there.

Reviewed on Mar 31, 2026

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Courtyard by Marriott Boston Logan Airport
See all 4,189 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.