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$496+ Cheap flights from Toledo, OH (TOL) to Massachusetts

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 7/5. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — BOS
Mar 4 — Mar 111
Wed 3/4
Wed 3/11
1 adult, Economy
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Cheap flight deals from Toledo to Massachusetts

One-way flights from Toledo to Massachusetts
Search for one-way flight options from Toledo to Massachusetts. Find affordable one-way fares based on user searches. Data last updated February 2, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/511:01 am
TOL
-
BOS
2 stops23h 43m
Allegiant Air
Deal found 1/30$496
This Kiwi.com deal was found by Cheapflights users on 1/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/511:01 am
TOL
-
BOS
3 stops29h 31m
Multiple Airlines
Deal found 1/30$677

Find flight deals from Toledo to Massachusetts

Keep the following information in mind while searching for Toledo to Massachusetts flight deals. Data was last updated February 2, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

December

Cheapest in

February

Average price

$147
Provider with most accurate pricing for Detroit (DTT)-Boston Logan Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Detroit (DTT)-Boston Logan Intl flights.
Search Deals
Highest demand for flights based on searches. 5% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($4 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toledo to Massachusetts that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 2, 2026.
Use the filters below to find and compare flights from Toledo to Massachusetts that are best for you.

Fly from

Toledo

Fly to

Massachusetts

Route

Depart

Return

Price

ToledoBoston

TOL - BOS

TOLBOS

Toledo Express

Sun 7/5

11:01 am-10:44 am

2 stops23h 43m

$496

ToledoBoston

TOL - BOS

TOLBOS

Toledo Express

Sun 7/5

11:01 am-4:32 pm

3 stops29h 31m

$677

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Best time to book a flight from Toledo to Massachusetts

Have a flexible travel schedule? Discover the best time to fly to Massachusetts from Toledo 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.

Cheapflights Insights

Everything you need to know about your flight from Toledo to Massachusetts

What is the cheapest month to book a flight from Toledo, Ohio to Massachusetts?

Currently, April is the cheapest month in which you can book a flight from Toledo, Ohio to Massachusetts (average of $48). Flying from Toledo, Ohio to Massachusetts in August is currently the most expensive (average of $88). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Toledo to Massachusetts. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Toledo to Massachusetts?

    Toledo Express (TOL) is the airport you will fly out of if you book a flight from Toledo to Massachusetts. It is only a 13.9 mi journey to Express (TOL) from Toledo’s city center.

  • Can I find deals for flights from Toledo to Massachusetts that include hotel bookings?

    Yes. In addition to deals on Toledo to Massachusetts flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toledo to Massachusetts?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toledo to Massachusetts.

  • Can I find deals for business class flights from Toledo to Massachusetts?

    Yes. Cheapflights offers flight deals from Toledo to Massachusetts by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Toledo, Ohio to Massachusetts?

    Currently, April is the cheapest month in which you can book a flight from Toledo, Ohio to Massachusetts (average of $48). Flying from Toledo, Ohio to Massachusetts in August is currently the most expensive (average of $88). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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