$265 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 1/19. 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
$377
Overall average: $654
United Airlines
Tue 3/3Tue 3/10
BOS - MAD • 2 stops
Cheapest non-stop
$395
Typical prices: $500-$718
Finnair
Wed 1/28Fri 2/6
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

Tue, Mar 3 - Tue, Mar 10
United Airlines Logo
5:35 am - 8:00 am
BOS
-
MAD
20h 25m2 stops
United Airlines Logo
12:35 pm - 7:36 pm
MAD
-
BOS
36h 01m2 stops
$377United Airlines
Wed, Feb 4 - Mon, Feb 9
Multiple Airlines Logo
3:35 pm - 8:00 am
BOS
-
MAD
10h 25m1 stop
Multiple Airlines Logo
7:35 pm - 8:20 pm
MAD
-
BOS
30h 45m1 stop
$378Multiple Airlines
Wed, Jan 21 - Wed, Feb 25
TAP AIR PORTUGAL Logo
6:05 pm - 8:20 pm
BOS
-
MAD
20h 15m1 stop
TAP AIR PORTUGAL Logo
9:10 pm - 2:35 pm
MAD
-
BOS
23h 25m1 stop
$380TAP AIR PORTUGAL
Sun, Jan 18 - Tue, Jan 27
TAP AIR PORTUGAL Logo
10:45 pm - 11:30 pm
BOS
-
MAD
18h 45m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 2:35 pm
MAD
-
BOS
26h 35m1 stop
$381TAP AIR PORTUGAL
Wed, Jan 28 - Tue, Feb 10
TAP AIR PORTUGAL Logo
6:05 pm - 5:10 pm
BOS
-
MAD
17h 05m1 stop
TAP AIR PORTUGAL Logo
7:40 am - 2:45 pm
MAD
-
BOS
13h 05m1 stop
$383TAP AIR PORTUGAL
Mon, Jan 19 - Tue, Jan 27
TAP AIR PORTUGAL Logo
6:05 pm - 9:30 am
BOS
-
MAD
9h 25m1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 2:35 pm
MAD
-
BOS
26h 35m1 stop
$384TAP AIR PORTUGAL
Sun, Jan 11 - Thu, Jan 22
Air Canada Logo
5:30 am - 8:00 am
BOS
-
MAD
20h 30m1 stop
Air Canada Logo
1:35 pm - 7:42 pm
MAD
-
BOS
12h 07m1 stop
$385Air Canada
Fri, Apr 3 - Thu, Apr 9
TAP AIR PORTUGAL Logo
10:45 pm - 5:00 pm
BOS
-
MAD
12h 15m1 stop
TAP AIR PORTUGAL Logo
11:05 am - 8:45 pm
MAD
-
BOS
15h 40m1 stop
$386TAP AIR PORTUGAL
Wed, Jan 14 - Tue, Jan 20
Multiple Airlines Logo
10:15 am - 8:00 am
BOS
-
MAD
15h 45m1 stop
Multiple Airlines Logo
1:35 pm - 7:42 pm
MAD
-
BOS
12h 07m1 stop
$387Multiple Airlines
Wed, Jan 21 - Mon, Jan 26
Multiple Airlines Logo
6:15 am - 8:00 am
BOS
-
MAD
19h 45m2 stops
Multiple Airlines Logo
1:35 pm - 7:42 pm
MAD
-
BOS
12h 07m1 stop
$389Multiple Airlines
Useful Info

Good to know

Low seasonJanuary
Cheapest flight$263
Best time to beat the crowds with an average 15% drop in price.
Most popular time to fly with an average 8% 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?

    9 direct flights run between Boston and Toledo on a daily basis. On average, there are about 66 departures each week.

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

    Consider leaving on a Monday 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. PLAY offered a round-trip connection from $315 and Delta from $344.

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 11048 reviews
7.2Comfort
6.9Entertainment
6.5Food
7.5Boarding
8.0Crew
Airline reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

8.0 ExcellentConnie, Dec 2025
PHX - MKE
Read more American Airlines reviews

it was fine, decent flight... dont get food besides cookies or pretzels so not sure why you ask about food. same for entertainment..

I got sick nothing contagious but distressing and the care I received by Kayla? Keighly the flight attendant will be memorable for ever. Thank You

I got sick nothing contagious but distressing enough and the care I received on the flight was astounding.

Waaay too small plane. They also need to up the size of the overhead bins. I would love to keep me 3k with of camera equipment in my hard case baggahe instead of it being thrown into the belly of the plane

Attendants were pleasant and the flight was smooth and relaxed.

A little late at the start but all worked out well.

It was fine. No drinks nor snacks offered though. I thought that was unusual.

I liked the humor of the captain and crew on the flight from Flagstaff to Dallas. They were humorous.

AA delayed the flight for 3 hours and 50 minutes, but delayed the last 2 hours, 30 minutes at a time, so if we knew before, could have stayed at home and worked instead of being at the airport wasting time... The plane's crew was excellent, not their fault.

After arriving in Dallas, the aircraft taxied for an unusually long time and was unable to park at the gate, which caused a significant delay and made me miss my connecting flight. I then had to wait in a very long line to be rebooked, and I was told that no hotel or meal accommodations would be provided. What is even more unacceptable is that my luggage was mishandled and has still not been located. My suitcase contains important medications that I urgently need, and I have been unable to access them due to the airline’s mishandling. This situation has caused me considerable stress and inconvenience, and I need this issue to be resolved immediately.

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!

The flight was two hours late due to a computer fault and resulting maintenance. Nothing was offered as compensation beyond bottles of water during the time we were deplaned and waiting in the terminal.

Very pleasant flight attendants. Gate crew rather loud chatting with each other.

Four plus hour flight delay in New York caused us to take off after 11:30pm. We didn’t arrive at our hotel until five hours after check in. Started the trip off feeling exhausted.

Plane was in bad shape. TV’s and WiFi didn’t work. Plane need a refresh. Not enough room for bags.

There was a fowl odour coming from the lavatory the entire flight

Everything was great. I liked the text updates so that I never miss a gate change & I have all the latest info.

I don’t usually fly budget airlines or airlines in the United States. It was as good as any other airline. The seats are comfortable and the airline attendants are not rude & surly. Very nice flight (s).

No internet on a flight over three hours in this age is criminal. Staff inattentive and dismissive

Wonderful just hope the had more direct flights to Boston

The layover was only one hour and a huge line for passport control. If I didn’t cut the line and argue was every single official, I would’ve spent the night in this one. Obviously.TAP AIR people. do not take into account.this problem with their flight scheduling, which is extremely frustrating. Poor food choices, on the pasta was offered, they ran out of chicken right away. All the sodas and water poured in a tiny 70 mL cups, which is not enough to keep hydrated on the long flight. I had to ask for 34 cups at a time. Flight attendant seemed to be tired and overworked.

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.

The person at the checkin was very helpful. We couldn’t check in through the keyosk, but the agent was very helpful.

Everything went as expected. Luggage arrived at my same destination and nothing disturbed my vacation.

Check in was excellent thanks to the team at the check in counter. I was disappointed to see that one has to pay for coffee on the flight. This is the first time I have seen that after 60 years of flying.

An old airplane with very uncomfortable seats in the Comfort “class! Small, narrow, and hard seat. Entertainment options are inferior, old movies. Boarding started at the back of the airplane, as we entered the aircraft last instead of after business class, risking the possibility that the comfort section would not have room for carry-on in the overhead bin. The food was ok. White wine was terrible. Overall, the flight felt worse than cheap airliners, and the price was as high as premium carriers.

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

Great : The crew was awesome ♥️ To improve : - The rice in the "Rice with chicken" was rather s kind of rice pudding, not good at all - No power outlet to charge your phone. 😒

The food on the flight was of marginal quality. Small bits of chicken, instant mashed potatoes and some carrots. The rolls were very dry, nearly inedible. The seats were quite small and didn’t allow for any shifting of position during the flight. There was limited leg room.0

It was a good flight overall. Nothing to add. Keep it up!

Check in was was and the agent was very friendly and helpful The lounge was nice...boarding was straight from the lounge Everything worked at our seats, and video entertainment was good ..food was mediocre

The flight was excellent in World Travellor plus. Well worth the extra money. Boarding at Phoenix was the usual poorly organized event. Very stressful.

Although business class, the seating was really cramped. The food was so so.

Smooth trip no turbulence which is always a bonus for me lol! In cattle class so an element of being a bit squished (but not as bad as other shorter haul airlines) smaller plane than the one we flew out on and entertainment system wasn’t as modern but still definitely passed the time. Lovely crew x

I was attacked in the Miami airport and the staff did nothing. On my flight from London to Miami one of the flight attendants screamed at me and demanded I keep my seat in the upright position at all times during the fight so the man behind me was comfortable for the flight. I will never in my life use British airways again

Airlines have to stop assuming passengers bring entertainment. Provide it like you used to in business class and above!! N

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

The seating has become ridiculous… like a contest to see how narrow and short they can be made- forcing anyone over 5’1 to pay more to not be twisting oneself into a pretzel. Really insane- would have thought BA was better than this. Frankly- it cancels out a lot of the positive aspects.

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

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