$232 Find Cheap Flights from Boston to Toledo

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Boston to Toledo departing on 3/23. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$370
Overall average: $564
TAP AIR PORTUGAL
Wed 2/25Wed 3/4
BOS - MAD • 1 stop
Cheapest non-stop
$396
Typical prices: $457-$758
Finnair
Sun 2/22Tue 3/3
BOS - MAD • Non-stop
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Flight Deals
Useful Info
Flight Deals

Cheap Flights from Boston to Toledo (BOS-MAD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Boston to Toledo that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Boston to Toledo

Wed, Feb 25 - Wed, Mar 4
TAP AIR PORTUGAL Logo
6:05 pm - 9:30 am
BOS
-
MAD
9h 25m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 2:35 pm
MAD
-
BOS
12h 55m
1 stop
$370TAP AIR PORTUGAL
Sun, Apr 26 - Thu, May 7
TAP AIR PORTUGAL Logo
10:45 pm - 3:25 pm
BOS
-
MAD
10h 40m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 2:40 pm
MAD
-
BOS
13h 00m
1 stop
$371TAP AIR PORTUGAL
Sun, Feb 22 - Tue, Mar 3
TAP AIR PORTUGAL Logo
6:05 pm - 2:05 pm
BOS
-
MAD
14h 00m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 2:35 pm
MAD
-
BOS
26h 35m
1 stop
$378TAP AIR PORTUGAL
Wed, Mar 4 - Wed, Mar 11
TAP AIR PORTUGAL Logo
6:05 pm - 11:30 pm
BOS
-
MAD
23h 25m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 3:35 pm
MAD
-
BOS
12h 55m
1 stop
$379TAP AIR PORTUGAL
Sun, Feb 22 - Tue, Mar 3
TAP AIR PORTUGAL Logo
6:05 pm - 2:05 pm
BOS
-
MAD
14h 00m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 2:35 pm
MAD
-
BOS
26h 35m
1 stop
$381TAP AIR PORTUGAL
Sun, Feb 8 - Tue, Feb 17
TAP AIR PORTUGAL Logo
6:05 pm - 11:20 am
BOS
-
MAD
11h 15m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 2:45 pm
MAD
-
BOS
13h 05m
1 stop
$385TAP AIR PORTUGAL
Mon, Mar 30 - Tue, Apr 14
TAP AIR PORTUGAL Logo
10:45 pm - 12:20 am
BOS
-
MAD
19h 35m
1 stop
TAP AIR PORTUGAL Logo
1:40 pm - 8:05 pm
MAD
-
BOS
12h 25m
1 stop
$388TAP AIR PORTUGAL
Mon, Feb 9 - Tue, Feb 17
Air Canada Logo
3:35 pm - 8:00 am
BOS
-
MAD
10h 25m
1 stop
Air Canada Logo
1:35 pm - 2:52 pm
MAD
-
BOS
31h 17m
1 stop
$396Air Canada
Wed, Apr 29 - Sun, May 10
TAP AIR PORTUGAL Logo
10:45 pm - 5:00 pm
BOS
-
MAD
12h 15m
1 stop
TAP AIR PORTUGAL Logo
11:05 am - 8:45 pm
MAD
-
BOS
15h 40m
1 stop
$397TAP AIR PORTUGAL
Mon, Feb 23 - Thu, Mar 5
TAP AIR PORTUGAL Logo
6:05 pm - 9:30 am
BOS
-
MAD
9h 25m
1 stop
TAP AIR PORTUGAL Logo
2:55 pm - 8:10 pm
MAD
-
BOS
11h 15m
1 stop
$398TAP AIR PORTUGAL
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$232
Best time to beat the crowds with an average 16% drop in price.
Most popular time to fly with an average 21% increase in price.
Flight from Boston to Madrid

When to book flights from Boston to Toledo

Are your dates flexible? Find out the best times to travel from Boston to Toledo based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Flights from Boston to Toledo: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Boston to Toledo 
BradFlew with Iberia
BOS
-
MAD
Oct 2024
Make sure to book your own seats and don’t leave it up to someone else. We were supposed to have window and aisle seats and did not. We had to sit in the middle of the plane which is cramped and difficult to move let alone eat.
Verified travelerFlew with Iberia
BOS
-
MAD
Jul 2024
Good luck- have your phone charged and your confirmation number handy

FAQs for booking flights from Boston to Toledo

  • Which airports will I be using when flying from Boston to Toledo?

    When flying out of Boston you’ll be using Boston Logan Intl. Toledo does not have its own airport so you’ll be flying into nearby Madrid Barajas airport, which is 49.4 mi away.

  • How long does a flight from Boston to Toledo take?

    Direct flights cover the 3,399 miles separating Boston and Toledo in about 7h 00m.

  • How many flights are there between Boston and Toledo?

    12 direct flights run between Boston and Toledo on a daily basis. On average, there are about 84 departures each week.

  • What’s the cheapest day of the week to fly between Boston and Toledo?

    Consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Boston, you’ll find the best rates on Sundays and the most expensive ones on Saturdays.

  • How does KAYAK find such low prices on flights from Boston to Toledo?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Boston to Toledo.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Boston to Toledo?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toledo from Boston is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Boston to Toledo?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Toledo with an airline and back to Boston with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Boston to Toledo?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Toledo from Boston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Boston to Toledo?

    In the last 72 hours, the cheapest one-way ticket between Boston and Toledo found on KAYAK was with TAP AIR PORTUGAL for $201. Scandinavian Airlines offered a round-trip connection from $265 and PLAY from $307.

Top tips for finding cheap flights from Boston to Toledo

  • There is no airport in Toledo. Instead, you’ll be flying into Madrid Barajas Airport when flying between Boston and Toledo.
  • The cheapest flight from Boston to Toledo was found 76 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is October.

Reviews of the top 5 airlines serving Boston to Toledo

 
Need help choosing which airline to fly with from Boston to Toledo? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.2
American AirlinesOverall score based on 11198 reviews
7.2Comfort
6.9Entertainment
8.0Crew
6.4Food
7.5Boarding
Airline reviews

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

8.0 ExcellentSteven, Jan 2026
CID - PHX
Read more American Airlines reviews

The plane was experiencing problems with the HVAC system, it was very cold in the front of the plane and very hot in the back.

My flight to London from Philadelphia was cancelled due to weather.

The attendants were kind and helpful. A sugar-free drink would have been very welcome.

Pilot navigated severe weather/snow storm with skill. Described his intentions clearly

one crew said "he" didn't serve double alcohol drinks for travelers in exit rows. crew on prior flight did. Is this a AA rule, and the prior crew was being nice? Also, I think we deserve more than a 25% refund for losing first class seats when rescheduling a flight due to weather

It was a little concerning to hear the ground crew arguing with the flight crew over baggage space. Instead of taking them and checking them, they started checking for space in the first class cabin moving items around like the flight crew didn't know what they were doing. I was embarrassed for them.

2 hour delay due to equipment failure. No updates via the app and airport screens (which continued to show a departure time in the past). AA eventually switched planes and the new plane was not catered or cleaned correctly.

I booked an aisle seat and was given a middle. At 6'4" 230lbs, it is not ideal to fly in the middle row for myself and passengers.

Trip delayed for 2 hours because of rain. We boarded and have to get down the flight and reboard again.

The aircraft had several problems - from excess fuel to non operational ac. Two hours of delay in Chicago could have been avoided with proper planning and aircraft maintenance.

Terrible. They canceled our early morning flight after midnight on the day of and had no available flights to rebook my family on for the next 72 hours. Yet they still had other flights that were not cancelled from JFK so it couldn’t be based on the weather. It felt like they canceled the flight based on it not being profitable enough for them. I am not interested in traveling with the again. The absolute worse customer service and lack of accountability.

Horribly rude check in at airport, worst in 25 years of flying. All over a simple issue they could have googled to resolve.

First time flying with JetBlue and never again. I went to the counter to request meet and assist because I'm 74 and my wife is 79. I walk with a cane and my wife is handicapped and has her own wheel chair. I told the agent that my wife and luggage was at the entrance door. The ticketing agent said to me that they don't offer meet and assist. I need to bring them our luggage and then go back and get my wife in order to get my boarding pass. As I went back to get my luggage a Southwest agent along with a TSA agent recognized the situation and came over and took my wife and luggage to the JetBlue ticketing counter alongside the line and told the JetBlue agent to issue to take our luggage as soon as they could.

Flight was fine, price was good but food onboard was abysmal. I was on there for breakfast and lunch and dinner 845am EST to 845pm GMT and all I got was a yoghurt parfait, fruit and a piece of cake. Later snacks included an ice-cream brownie and a pizza twist. I was hungry by the time I landed and the airport amenities were closed. Not happy.

1) No pilot available for 1 hour 2) no room for most passengers careyon in overhead—-> stowed below 3) when we landed we had to wait 45 min. Before docking at gate as gate was not ready

Good. No issues except a slight delay. Crew came in late.

Not a pleasant experience, service was poor. Didn't like it

It was good. I prefer JB over other airlines.I just wish we had headphones for the films, but other than that - good.

The ride share experience in JFK is terrible. After traveling on a flight, then you need to take a subway to the last stop to get an uber or lyft. Unacceptable. Bad job JetBlue for permitting JFK and Port Authority to do this to your passengers.

Checking In on JetBlue site was impossible. It hung up on REAL ID. Even my Global Entry did not help. Luckily, on Kayak site it was a breeze. Entire flight the temperature was COLD! Otherwise the crew was great!

Late. Lack of updates. Rude hostesses. Terrible food. Lack of headphones.

Negative. Food was awful, seat broken, flight was late, baggage lost and damaged

Flight was delayed but crew gave little to no communication, then “began boarding” but really just had everyone stand up and wait for an hour without any news or updates, as if we were going to start boarding at any second. Total chaos. Seemed like this was their first time boarding a plane. When we arrived at our destination, we waited for over an hour for the baggage claim belt to even turn on. Probably waited at baggage claim for our luggage for close to two hours. Everyone was very confused and of course we all worried that the luggage was lost. Again, zero communication and everyone we asked just said “I don’t know.” So we were left wondering whether to wait, or file a missing baggage claim, or check the other baggage claim belts (which we did every fifteen-twenty minutes because we were just confused). Lack of communication throughout the experience was a huge issue.

Booked business with TAP from LAX to Cabo Verde - overall ok, but just doesn’t feel like business class. More of a budget airline

Poor. Our flight was delayed and they told me I would be fine to make my connection in Lisbon, I missed it. Then they told me my bag would be automatically loaded onto my new flight to rome. It wasn’t. It’s been 4 days and I still don’t have it.

Wonderful just hope the had more direct flights to Boston

Plane was delayed, reading the gates on their screens was horrible. They posted it a half an hour before the plane boarded. By the time I got there with my premier boarding they have filled the plane because it was over booked. Gate closed at 12:03 I was there at 11:54 plane took over around 12:20. I was told they would put me on the next flight. I had to go to TAP information desk. They didn’t give me a voucher they just said they would put me on the next flight. At the desk I was told I had to punches a ticket. The woman said buy it online because it’s cheaper. It in fact was not cheaper. But I had gotten out of the long line that formed so I paid 200$ for a new ticket. At a later flight, not the next flight. I had checked my bag and was told it would be on my new flight. I was then bumped to an earlier flight and was told my bag would also be on my flight. After landing in Madrid loosing a day in my hotel i landed without my bag. They didn’t load it on any flight that day. It arrived in madrid the next day. Essentially ruining the first two days of my vacation. I’m now seeking compensation.

The business class seats were smaller and closer together than other airlines.

Didn't like much. Wheelchair assistance was almost nonexistent. No one at TAP check in process helpful. On the plane, stewards were not friendly and disorganized. Food was terrible for 8 hr flight. We were skipped at snack time and even though we tried to get attention using overhead call system no one even looked up at us to acknowledge. Being at the back of first section and by the lavatory we only were able to request when they came to pick up everyone else's garbage and they were nonchalant...no apology or even choice. The 1/2 half bread with slice of cheese was a waste. Deplaning was horrible but I'll blame lisbon airport for that. Plane left late at made good time still arrived about 15 behind schedule and for using remote deplaning and bus to terminal took another 20 min to gate. Those with connections were highly stressed. Took us 2 hrs from landing to get to ground transportation and exit airport. And that was with wheelchair assistance.

Bad boarding, threat to force bag check mid journey, lines, late, buses, more waiting awful end to end.

Bad weather Excelent pilot Spoke British 😆on time seats small ad expected in a discount airline

It wasn’t great because the third-party from Kayak there was just no information about how to check in with Vueling. And the purchase of the ticket from under pricer just made everything really difficult. I’m unlikely to use Kayak again for these reasons.

It was fine, older plane with limited entertainment, otherwise fine.

the seats were bad and uncomfortable and the food was not tasty.

the seats were so cramped you could barely move. it was difficult to eat when passengers would recline their seats. the seats were so flimsy and unstable that whenever someone got in and out of their seat, it bounced like a spring back in your face. the movies were nice. the food was terrible. even though the conditions were terrible, they tried to pressure passengers to relocate their seats to accommodate adults who were related and wanted to sit next to each other, even after the passengers expressed that they did not want to move for that purpose. on the connecting flight, the “service” consisted of items for purchase. even though the flight was only 45 minutes, once again passengers (including me) were pressured to relocate for people to sit next to each other. they couldn’t be apart for 45 minutes? this was much less compelling than being apart for an 8 hour flight.

Everything went smoothly, and we even arrived 40min earlier than scheduled, on an Orland-Madrid route.

It was budget airline Veuling, even though we booked Iberia.

The staff was very nice and helpful. Some of the best crew I have met.

Bad experience. The seat room are very tight. The food is not good and the breakfast has no hot drink.

Suddenly, I don't find my flight back on the app Help Ticket 0757345716866 Hoeflich Flight back Sunday ib5333 Ib2629 Ib4268

The issue was not with BA it was with the link yoiu sent fopr booking the flight

Loved the boarding option from Business class lounge, experience on flight was excellent, plenty of good food choices

Late. And service was very slow - passengers sat for well over an hour with dirty trays etc surrounding them

Getting the boarding passes between the BA and AA apps was very clunky.

The airline was not clear about a new departure time so we got to the airport early anyway. The flight left early which was great because of weather. The check in process was very easy and staff were friendly and helpful. The crew was great and our flight was very good.

The plane was dirty the food was awful and the boarding process took too long

I travelled in business class and was disappointed by lack of service, curt and borderline rude time of the crew and to top it off, all of my luggage was delayed. It was like pulling teeth to even report the missing luggage and recover it the next day from the airport.

I don't know about the others but the flight attendant that took care of us had the absolute wrong approach "how do we dare asking for water or anything else for that matter"

No WiFi in either flight. No leg room, the seat in front of me left dents on my knees and the tray was so low my knees propped it up if I tried to use it.

It was a good experience, especially travelling with a baby and their accessories

Everything you need to know for your flight from Boston to Toledo

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