$299 Find Cheap Flights from Boston to Toledo - Compare and Save

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 10/9. 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.
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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$655
Typical prices: $473-$894
TAP AIR PORTUGAL
Thu 12/10Thu 12/31
BOS - MAD • 1 stop
Cheapest non-stop
$657
Typical prices: $403-$688
Iberia
Tue 10/13Thu 10/22
BOS - MAD • Non-stop
Arrival airport
You can't fly directly to Toledo. It is served by Madrid (MAD), located 49.4 miles from Toledo.
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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

Thu, Dec 10 - Thu, Dec 31
TAP AIR PORTUGAL Logo
6:00 pm - 2:05 pm
BOS
-
MAD
14h 05m
1 stop
TAP AIR PORTUGAL Logo
6:00 pm - 2:40 pm
MAD
-
BOS
26h 40m
1 stop
$655TAP AIR PORTUGAL
Mon, Oct 12 - Mon, Oct 19
TAP AIR PORTUGAL Logo
11:15 pm - 5:05 pm
BOS
-
MAD
11h 50m
2 stops
TAP AIR PORTUGAL Logo
10:25 pm - 8:20 pm
MAD
-
BOS
51h 55m
2 stops
$655TAP AIR PORTUGAL
Tue, Oct 13 - Thu, Oct 22
Iberia Logo
5:40 pm - 6:50 am
BOS
-
MAD
7h 10mnonstop
Iberia Logo
5:30 pm - 7:50 pm
MAD
-
BOS
8h 20mnonstop
$657Iberia
Tue, Oct 6 - Wed, Oct 14
JetBlue Logo
10:31 pm - 11:30 am
BOS
-
MAD
6h 59mnonstop
JetBlue Logo
1:30 pm - 4:07 pm
MAD
-
BOS
8h 37mnonstop
$657JetBlue
Thu, Oct 8 - Wed, Oct 14
JetBlue Logo
10:31 pm - 11:30 am
BOS
-
MAD
6h 59mnonstop
JetBlue Logo
1:30 pm - 4:07 pm
MAD
-
BOS
8h 37mnonstop
$657JetBlue
Mon, Sep 28 - Sun, Oct 11
American Airlines Logo
5:40 pm - 6:50 am
BOS
-
MAD
7h 10mnonstop
American Airlines Logo
5:25 pm - 7:45 pm
MAD
-
BOS
8h 20mnonstop
$657American Airlines
Tue, Oct 13 - Thu, Oct 22
Finnair Logo
5:40 pm - 6:50 am
BOS
-
MAD
7h 10mnonstop
Finnair Logo
5:30 pm - 7:50 pm
MAD
-
BOS
8h 20mnonstop
$657Finnair
Sun, Sep 20 - Tue, Sep 29
Finnair Logo
5:40 pm - 6:50 am
BOS
-
MAD
7h 10mnonstop
Finnair Logo
1:50 pm - 4:10 pm
MAD
-
BOS
8h 20mnonstop
$657Finnair
Mon, Sep 28 - Sun, Oct 11
Iberia Logo
9:20 pm - 10:30 am
BOS
-
MAD
7h 10mnonstop
Iberia Logo
5:25 pm - 7:45 pm
MAD
-
BOS
8h 20mnonstop
$661Iberia
Wed, Oct 7 - Mon, Oct 12
American Airlines Logo
9:05 pm - 10:15 am
BOS
-
MAD
7h 10mnonstop
American Airlines Logo
1:50 pm - 4:10 pm
MAD
-
BOS
8h 20mnonstop
$665American Airlines
Useful Info

Good to know

Low season

January

Cheapest flight

$299
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly and prices are also 3% lower on average.
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 6h 50m.

  • How many flights are there between Boston and Toledo?

    13 direct flights run between Boston and Toledo on a daily basis. On average, there are about 93 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 5 days, the cheapest one-way ticket between Boston and Toledo found on KAYAK was with Air France for $174. Virgin Atlantic offered a round-trip connection from $249 and Finnair from $336.

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 66 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 May, June and July. The cheapest month to fly is January.

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.
7.8
DeltaOverall score based on 8488 reviews
7.8Comfort
8.1Boarding
8.5Crew
7.8Entertainment
7.2Food
Airline reviews

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

2.0 MediocreBruce, Jul 2026
BOS - LGA
Read more Delta reviews

Flight from Savannah arrived very late and we did not take off till 2 hours after scheduled departure!

Very good seat and service. No complaints about the food. Take off delayed due to airport traffic

It is usually very pleasant. Good service for the price, international flights are even better

Flight attendant was very poor in taking care or showing attention. I slept up front for a few and missed the snacks. She saw me many times, went by me many times and never once asked if I needed anything. The whole 2 hours flight. And this is to a Diamond member in first.

I thought the service was very nice and pleasant. There were no hiccups and no issues so overall a good experience.

It was a pleasant surprise to have complimentary Wi-Fi on the flight

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

The baggage belt was not updated on the Delta App and was displayed on the wrong belt board. Was not expecting this to happen.

The plan was delayed and left DC 90 minutes late. However, it showed a 20 minute delay on the delta app, then a 12 min delay. It turned out to be an hour delay. I found out where the plane was with flightaware. Stop keeping customers in the dark about what is going on.

Pilots lied about waiting on “paperwork”. Sat in the plane for over an hour, waiting on some papers to be printed according to the pilot and then all of a sudden he says good news maintenance is finally on their way. Maybe they can fix it before we get our paperwork. Ended up missing my connection in LaGuardia and as a result, had a fly home to Lexington instead of the Louisville airport. Then paid $100 to uber to Louisville since it was midnight by the time I got in. I wish they would just be transparent with passengers sometimes and not try to beat around the bush on why things are delayed.

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

Horrific. We were delayed due a flight attendant stuck in traffic en route to the airport. Over 100 people were then stuck in Charolette. Then I ran to make my layover only to find that my connection didn’t have a plane anymore. Waited 2.5 hours without any updates. On the flight we had to beg for even a pretzel option.

Because I bought my ticket from Underpricer, I could not check in online. I could only check in at the airport and that was deeply frustrating because I had to arrive very early. The flight also departed 45 min late and passengers were given no explanations about why we were delayed. I was worried I would miss my connecting flight. Once on board, however, the flight was fine.

Terrible boarding and first class experience. Nice staff but overall disorganized, dirty plane.

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

Early departure meant on time arrival. Only real problem was free internet had issues, although chatting with the internet help desk (you can do this via aainflight.com) got the issue resolved.

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

Found that the plane used for this short flight is smaller and therefore the seats are really squeezed tight.

Tv screens and movie selection v good. Friendly staff. They were really worried about max capacity and room for carryons. That is never fun but i had no problem finding space when I boarded.

Great experience. Good dinner and service. FA's were very nice and attentive.

Flight delayed 4 times on a non-stop from BOS to SFO. Then when landed in SFO had to wait for 30 mins for a gate AT 3:30AM.

Horrible - for the first time in my life i was denied boarding an international flight because the name used on my ticket - Josh - was not exactly the same as my passport - Joshua. At no time during ticketing, online check-in, or at the airport flying from Boston to NY was i notified of a problem. It was only at boarding from NY to Costa Rica I was informed of the problem and by then it was too late. After missing the flight I was told by airport Jet Blue staff, including a supervisor, that it was my problem and they could not assist because i bought "the cheapest fare". i was hung up on twice by JetBlue customer service, including once by a supervisor. I blame Kayak and your awful partner ChatDeal for even allowing me to purchase an international ticket without verifying this - you effectively sold me a ticket i could not use. Shame on you and shame on ChatDeal for doing nothing to help me resolve the situation. What a scam.

The flight kept getting delayed, but the ground crew did not communicate well to the passengers in the terminal. First, we were told that it was an engine issue. That was understandable. We asked, after the third delay, if it would be canceled; they reassured us that that would not happen because a new plane was on its way from Washington DC. Four hours later, that is exactly what happened. No announcement was made only people who had the JetBlue app learned of the cancellation. They rebooked us on a flight that would get into our destination 36 hours after our original time I had to spend an exorbitant amount of money to book an additional flight with a different airline, the following morning in order to make it to my conference in time. Not to mention the fact that by the time I discovered the cancellation on the departures board, it was too late for me to receive a refund on my lodging in the destination city for that night. Because I had booked with KAYAK, I did not receive any JetBlue email with rebooking information. This is what the information information desk kept telling everyone who inquired about a rebooking. This was my first time flying with JetBlue. Needless to say, after extremely poor communication andover $1000 of additional expense later, I will not be flying with them again.

We were several hours delayed due to confusion during boarding. Evidently the crew could not match the manifest with the boarded customers. After significant time trying to find individuals on board, a crew member walked through the entire plane re-scanning each of our boarding passes. Then we had to wait for a new slot to depart, and when we landed, our gate was not ready. It was a complete goat rodeo from start to finish.

Horrible. Flight was cancelled, jet blue app not working to rebook, no phone number available to call Jet Blue, 400 ish people in line for the help desk, stuck in Boston for 2 more days had to book new flight with a different airline and still not sure if I will be able to get any refund.

Flight was delayed many times. The crew was friendly but you eleven had to buy headphones to access the movies in the plane. $8 is not a lot for one person but it is when you travel with all your family.

The food took two hours to be delivered to my seat, when I'm on an overnight flight I want to sleep asap after take off

Flight left 2 hours late with no explanation as to the delay

I like everything. Blythe at DCA is the absolute best!

Whole experience was poor. Delayed 2 hours. Lied about the delays. Was all jet blues fault and tried to blame on air traffic control. Sent out other let trips and wouldn't allow people to switch aircraft.

The flight was canceled on a Thursday last minute. I lost thousands of dollars in hotels and car rental

Really like the idea experience on this airline I will use again

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

We liked the flight but while we purchased an aisle seat, our seats had a different configuration on this flight. A fellow passenger suggested that the airplane had been changed. Too bad we were not informed and had no chance to modify our seat preferences. We were stuck in the window and middle seats with no chance to walk around and go to the bathroom without disturbing our sleeping fellow passenger.

Moved the flight an hour later, were not reliable about confirmation, website didn't work, no gate information, boarding was a mad house. Flight itself was fine and short. Organization needs work.

Not having to check carry on bags when plane wasn’t full. (The told us it was)

The connection required us to travel from terminal A to terminal E with very little time in between flights. While waiting in line, we were called to the service desk to provide our passports. We provided our passports at time of check in, assuming that American Airlines doesn’t communicate well with Iberia, this was a headache.

First flight was 5.5 hours delayed, the notification came within 2 hours of the flight (bags already checked in). connection missed- no one working on getting us on an alternate flight, knowing where our luggage will be. It was chaos figuring out how to get to our final destination. Customer service throwing us into nowhere on the phone- all while we have 2 small kids on us. It will take the whole vacation to recover from this experience. I am scared how the return flight will go in August. Check-in staff (not sure if they are airport hires or iberia hires- beyond rude, especially in Madrid.) On-plane staff, food and entertainment were good.

When I bought the ticket, right away I got a problem, I had to cancel. Unfortunately never ever I will use kayak or Iberia again. When trying to cancel kayak told me to talk directly with the airline, the airline talked to me through whatsap and told me to deal through kayak. Both of u never took responsibility in helping me out. You kayak did not want to deal with me. I called my credit card and now we r disputing the charge bc u have a pathetic customer service.

I didn't expect food on this flight but they give us breakfast, they also check in our hand baggage for free

We waited at BOS at the gate for an hour and couldn’t get a drink or anything. Once in the air the service, food and ride was excellent.

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.

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.

Online check-in 24 hours in advance something seems not so easy to check in to pick seats and to print a boarding pass

My experience with British Airways is excellent, thanks for all 🫶🏻✈️

They took my carry on and checked it in. Staff in general at Heathrow are not friendly or helpful

5 days later I have not yet received my luggage so terrible and unacceptable

It would be great to have at least two choices for a food, instead of just plain pasta 😏

Lost luggage l try contact the airline no answer FILE REFERENCE# CHQBA10196/14 SEP24/ 1043 YEE JAMES FLIGHT/DATE - BA202/13SEP/BA666/14SEP NUMBER OF BAG - 1 TICKET NUMBER- BA219096982 COLOR/ TYPE - BLACK DUFFEL/ SPORT BAG TAG NUMBER - BA401690/

Didn’t even get on the flight!! BA had a system crash and knocked many peoples boarding passes back for the connecting flight which we all would have made but ended up missing due to being refused past the barrier. There was one member of staff on and when he shift swapped the new staff member called us liars and that we were going to be too late for our flight hence the knock back which was false. I was an hour and ten minutes early for my connection flight at the time of scanning the boarding pass. Waited for three hours and ended up having to book a train home myself which was 4 hours long! Staff were useless and entire experience was an inconvenience. I had been travelling for three months and of course it was when I was back in my home country that I had the first muck up! Will not be touching BA to fly again

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

Complete your trip to Toledo with a hotel stay or car rental