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$84+ Cheap flights from Boston

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — MCO
Jun 12 — Jun 191
Fri 6/12
Fri 6/19
1 adult, Economy
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Find flights from Boston within your budget

 
Find flights departing from Boston that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on May 13, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 5/28

9:40 am-11:33 am

Nonstop2h 53m

Chicago O'Hare Intl

Sun 5/31

6:15 am-9:39 am

Nonstop2h 24m

$197

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/7

8:15 pm-10:15 pm

Nonstop3h 00m

Chicago O'Hare Intl

Tue 7/14

7:45 pm-11:21 pm

Nonstop2h 36m

$197

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/7

7:30 am-9:26 am

Nonstop2h 56m

Chicago O'Hare Intl

Mon 7/13

7:05 am-10:36 am

Nonstop2h 31m

$201

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Sat 5/30

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Sun 5/31

6:15 am-9:39 am

Nonstop2h 24m

$202

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Mon 7/13

8:15 am-10:12 am

Nonstop2h 57m

Chicago O'Hare Intl

Mon 7/20

9:41 pm-1:14 am

Nonstop2h 33m

$205

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Thu 7/23

8:15 am-10:12 am

Nonstop2h 57m

Chicago O'Hare Intl

Sun 7/26

6:05 am-9:29 am

Nonstop2h 24m

$205

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Tue 7/7

9:50 am-11:43 am

Nonstop2h 53m

Chicago O'Hare Intl

Thu 7/9

6:00 am-11:16 am

1 stop4h 16m

$211

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Fri 7/3

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Tue 7/7

6:05 am-9:29 am

Nonstop2h 24m

$211

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 5/20

12:30 pm-2:30 pm

Nonstop3h 00m

Chicago O'Hare Intl

Wed 6/17

7:45 pm-11:21 pm

Nonstop2h 36m

$227

BostonChicago

BOS - ORD

BOSORD

Boston Logan Intl

Wed 7/15

5:45 am-9:36 am

1 stop4h 51m

Chicago O'Hare Intl

Sat 7/18

9:41 pm-1:14 am

Nonstop2h 33m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/11

Showing 1-10 of 60 resultsSorted by cheapest first
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Compare providers for flights from Boston

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Boston in May
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
JustAirTicketPrice Accuracy-Trust Score*1 star
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
Super.comPrice Accuracy-Trust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy3 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: Among all the travel providers offering deals on flights from Boston, FlightHub has been found to have the most accurate pricing. Users can find the same prices on deals on Cheapflights as FlightHub about >95% of the time. This is based on searches for flights from Boston made on Cheapflights over the past month and is updated monthly.
  • Most trusted provider: In terms of trustworthiness, Cheapflights users rate FlightHub the highest out of those offering flight deals from Boston. FlightHub has a user feedback rating of 3 out of 3 stars (3 being the best) and has received the most positive sentiment from Cheapflights users searching for flights from Boston. This info is gathered from Cheapflights searches over the past month.

Boston travel tips

Get helpful tips and advice for traveling to or from Boston. Find recommendations for transportation, accommodations, local attractions, dining options, and other practical tips to enhance your travel experience. Please note that the travel tips are based on general knowledge and recommendations. Data last updated May 13, 2026.
  • Boston International Airport (BOS) serves several destinations. BOS has four terminals A, B, C, and E. Three of the airport's terminals are connected by walkways and served by regular free shuttle bus transit for easy movement with luggage across the terminals.
  • Boston Logan Airport is the hub for Cape Air and Nantucket Airlines for the northeast region, the secondary hub for Delta Airlines for Europe destinations, and JetBlue's operating base. The airport is served by forty airlines, with several flights flying in and out of the airport daily.
  • When flying from BOS, ensure you get to the airport at least an hour before your flight. Treat yourself to permanent and rotating art exhibits throughout the airport or visit Our Lady of the Airways Chapel located landside, the Arrivals Level of terminal C past baggage claim 8.
  • While at Boston Logan International Airport (BOS), one feature that travelers particularly enjoy is the public art program, which showcases a range of rotating exhibits, installations, and murals reflecting the cultural diversity and artistic richness of the Boston region. It offers a wonderful introduction to the vibrant culture of Beantown.
  • If you’re looking to grab a final keepsake or a bite before takeoff, the airport presents a variety of choices. At Booklink, you can delve into a diverse array of books, magazines, and travel essentials. It's your go-to stop for a memory of your time in Boston.
  • For those traveling with little ones, Boston Logan International Airport (BOS) has you covered. Each terminal is equipped with dedicated nursing pods, ensuring privacy and convenience for mothers. Plus, the Kidport play areas in select terminals will keep your young travelers entertained.

Best time to book a flight from Boston

Have a flexible travel schedule? Discover the best time to fly from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Boston

Get recent, data-driven insights about flights from Boston including ideal travel times, pricing trends, and more.

When is the best time to book a flight from Boston?

To ensure you get the cheapest price possible for a flight from Boston, you should look to book at least 23 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Boston?

Currently, January is the cheapest month in which you can book a flight from Boston (average of $222). Flying from Boston in April will prove the most costly (average of $378). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Boston?

Use this chart to determine the cheapest time to fly round-trip from Boston to Orlando. Price data was last updated on May 9, 2026.

Those who are seeking the cheapest fare on flights departing from Boston would be wise to consider leaving during Saturday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Monday mornings when fares are usually the most expensive.

Which airlines fly from Boston?

For flights departing from Boston check dates and pricing for the following: JetBlue, Spirit Airlines, Delta, American Airlines, Frontier. These airlines depart to the following popular destinations: Orlando.

JetBlue
JetBlue
From $65
Delta
Delta
From $58
American Airlines
American Airlines
From $107
United Airlines
United Airlines
From $84

What are popular destinations to fly to from Boston?

Some of the most frequent flights departing from Boston everyday are: New York (1,811 flights per day), Chicago (698 flights per day), and Washington, D.C. (673 flights per day).

New York
New York
From $93
Chicago
Chicago
From $84
Washington, D.C.
Washington, D.C.
From $84
Atlanta Hartsfield-Jackson
Atlanta Hartsfield-Jackson
From $66

What is the cheapest place to fly to from Boston?

The cheapest city to fly to from Boston is Valparaiso Destin-Ft Walton Beach, with prices starting at $52. Explore other affordable destinations below.

Valparaiso Destin-Ft Walton Beach
Valparaiso Destin-Ft Walton Beach
From $52
Des Moines
Des Moines
From $53
Sarasota Bradenton Intl
Sarasota Bradenton Intl
From $54
Grand Rapids Gerald R. Ford Intl
Grand Rapids Gerald R. Ford Intl
From $55

Airline reviews for flights from Boston

Read reviews and ratings of airlines operating flights from Boston. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Boston travel. Please note that the reviews are sourced from user searches and were last updated on May 13, 2026. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Read reviews from past customers who have flown Delta,JetBlue, andAmerican Airlines from Boston. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Delta
7.9
Good
8,450 reviews
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
JetBlue
7.2
Good
2,973 reviews
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
American Airlines
7.1
Good
11,661 reviews
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Spirit Airlines
6.3
Okay
8,630 reviews
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.
Frontier
5.6
Fair
2,952 reviews
Delta
7.9
Good
8,450 reviews

Food

7.2

Boarding

8.1

Comfort

7.8

Crew

8.5

Overall

7.9

Entertainment

7.8

Reviews

1 / 20
4.0
Okay

Joel,May 2026

ATL - JAX

The flight was delivered 50 minutes and taxing took what felt like 20 minutes to takeoff.

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Related info for your journey

Access useful and relevant information related to your journey from Boston. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated May 13, 2026.

  • What are the most popular destinations to fly to from Boston?

    This month, the top selected destinations from Boston are Atlanta, Barcelona-El Prat Airport, Athens. Throughout the year, Atlanta, Barcelona-El Prat Airport, Athens are some of the top choices made by users flying from Boston.

  • What is the cheapest flight from Boston to anywhere?

    Users have flown out of Boston for as low as $52 to Valparaiso, Florida (prices may vary depending on the airline and departure time). On average, users have booked flights for $831 to fly from Boston.

  • What are the cheapest airlines flying from Boston to anywhere?

    Over the past few days, we've found that Allegiant Air, Spirit Airlines, and Frontier have the cheapest prices from Boston. Allegiant Air flights from Boston to Asheville Regional ($36), Spirit Airlines flights from Boston to Atlantic City ($39), and Frontier flights from Boston to Atlanta Hartsfield-Jackson ($39).

  • What is the cheapest premium economy flight from Boston?

    Options for some of the cheapest premium economy flights from Boston we have found on Cheapflights are as follows:
    Fly from Boston Logan Intl to Presque Isle, Maine starting at $107
    Fly from Boston Logan Intl to Lebanon, New Hampshire starting at $139
    Fly from Boston Logan Intl to Wilmington starting at $258
    Fly from Boston Logan Intl to Myrtle Beach starting at $283

  • What is the cheapest first class flight from Boston?

    If you’re looking for a cheap first-class flight from Boston, consider Buffalo. Prices start at $350 so you can fly first-class even on a budget.

  • What is the cheapest month to fly from Boston?

    January is currently the cheapest month to fly from Boston. At this moment in time April is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Boston?

    Check out the cheapest flights from Boston to embark to:
    Fly from Boston to Valparaiso from $66 round trip
    Fly from Boston to Orlando from $90 round trip
    Fly from Boston to Atlanta from $98 round trip
    Fly from Boston to Syracuse from $113 round trip
    Fly from Boston to Baltimore from $117 round trip

  • What family services does Boston Logan International Airport offer?

    Boston Logan offers a variety of family services to travelers. For nursing mothers, the airport has fully equipped baby care rooms for a diaper-change and breastfeeding. The baby care rooms have tables, fold-down chairs, power outlets, and sinks. The rooms are close to gates B7 and B18 of Mamava Suites, in terminal B near entrance B37, Mamava Suites terminal C near C8, and next to gates E1 and E9 of terminal E. You can also take your kids to enjoy playing games before your departure. The location of the Children's Play Areas are Airside of terminal A, close to gate 18; terminal B, next to gates 15-16 and 30-36; and terminal C, close to gate 25. The airport also has rest areas equipped with rocking chairs in the airport terminals, which allow for calming your fussy baby while you wait to depart.

  • What transport options do I have to Boston Logan Airport?

    If you want to get to BOS using an economical option, the MBTA Public transportation system with two lines offering transit to and from the airport would be suitable. You can take the Blue Line Subway or the Silver Line Bus Rapid Transit from your residence to the airport station. The airport is also served by an MBTA Commuter Boat to and from waterfront residences. If you are using a rental car from any of the on-site car rental agencies, you can go to the airport's car rental center to park and connect to the airport terminals via inter-terminal transit. Logan Airport has several hotels offering shuttle services to and from the airport; you can confirm if your hotel provides the services and request the shuttle services to the airport. For privacy during transit and convenience with your luggage, you can take a cab or use a Ride App service from the Central Parking area to the airport; however, you will incur an additional fee for your ride cost.

  • Which nearby cities are served by Boston Logan International Airport?

    Boston Logan Airport in Massachusetts serves several cities around Boston. Depending on your residence city, BOS is an ideal airport for flights from Boston to anywhere in the world. The cities served by Logan Airport as their major airport include Winthrop, whose city center is about 2 miles from the airport, and Boston, which is about 4 miles from BOS. The airport is partially located in Winthrop but mainly in Eastern Boston. BOS is the main closest airport to Chelsea, about 3 miles away, and Revere, which is approximately 5 miles from the airport. Everett and Somerville's cities are about 7 miles from Logan airport, Cambridge is around 5 miles away, and Malden is approximately 5.2 miles from the airport. This mega airport's central location is suitable for serving the cities around it.

  • How can I conveniently travel from Downtown Boston to Boston Logan International Airport (BOS)?

    Navigating from Downtown Boston to Boston Logan International Airport (BOS) is an easy task, especially with Boston's subway system, known locally as “T.”  It offers the Blue Line Subway services and Silver Line Bus Rapid Transit service, which connects directly to the airport.

  • Is there accommodation close to Boston Logan International Airport (BOS)?

    While there isn't a hotel within the terminal complex itself, Boston Logan International Airport (BOS) is surrounded by multiple hotels, with the Hilton Boston Logan Airport being directly connected via a skybridge, offering convenience and comfort for travelers.

  • What parking amenities can one expect at Boston Logan International Airport (BOS)?

    Boston Logan International Airport (BOS) offers travelers a selection of parking solutions, from short-term parking for quick pick-ups to extended stay garages for longer trips. The parking structures are located close to the terminals, and there are dedicated spaces available for those with accessibility needs.

  • Are there specialized lounges at Boston Logan International Airport (BOS)?

    Yes, Boston Logan International Airport (BOS) features several premium lounges, offering a tranquil retreat from the hustle and bustle of the main terminal. These lounges provide enhanced comfort, refreshments, and various amenities for eligible passengers.

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