$215 Find Cheap Flights 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 to Toledo departing on 4/21. 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
$356
Overall average: $674
ITA Airways
Wed 4/22Wed 4/29
JFK - MAD • 1 stop
Cheapest non-stop
$356
Typical prices: $535-$904
Iberia
Mon 4/13Fri 4/24
JFK - MAD • Non-stop
Top routes
BOS
-
MAD
Cheapest
JFK
-
MAD
Most popular
Insights
Insights
Insights
Insights
Start a new search
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We hope you love your trip to Toledo!
Flight Deals
Useful Info
Flight Deals

Cheap Flights to Toledo

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights 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 to Toledo

Wed, Apr 22 - Wed, Apr 29
ITA Airways Logo
4:05 pm - 12:10 am
JFK
-
MAD
26h 05m
1 stop
ITA Airways Logo
5:55 am - 6:55 pm
MAD
-
JFK
19h 00m
1 stop
$356ITA Airways
Mon, Mar 2 - Fri, Mar 6
United Airlines Logo
7:45 pm - 9:15 am
EWR
-
MAD
7h 30mnonstop
United Airlines Logo
11:15 am - 2:05 pm
MAD
-
EWR
8h 50mnonstop
$357United Airlines
Sun, Mar 1 - Fri, Mar 6
Finnair Logo
6:30 am - 5:45 am
JFK
-
MAD
17h 15m
1 stop
Finnair Logo
10:00 am - 7:29 pm
MAD
-
JFK
15h 29m
1 stop
$357Finnair
Sun, Mar 1 - Thu, Mar 5
British Airways Logo
8:50 pm - 10:00 am
JFK
-
MAD
7h 10mnonstop
British Airways Logo
5:05 pm - 10:59 pm
MAD
-
JFK
11h 54m
1 stop
$359British Airways
Mon, Apr 13 - Wed, Apr 22
Iberia Logo
5:15 pm - 10:30 am
JFK
-
MAD
11h 15m
1 stop
Iberia Logo
12:40 pm - 2:40 pm
MAD
-
JFK
8h 00mnonstop
$360Iberia
Mon, Mar 2 - Thu, Mar 19
TAP AIR PORTUGAL Logo
5:40 pm - 9:30 am
EWR
-
MAD
9h 50m
1 stop
TAP AIR PORTUGAL Logo
12:10 pm - 11:00 pm
MAD
-
EWR
15h 50m
2 stops
$361TAP AIR PORTUGAL
Mon, Mar 2 - Mon, Mar 16
TAP AIR PORTUGAL Logo
10:00 pm - 11:30 pm
JFK
-
MAD
19h 30m
1 stop
TAP AIR PORTUGAL Logo
9:10 pm - 9:05 pm
MAD
-
JFK
28h 55m
1 stop
$362TAP AIR PORTUGAL
Tue, Apr 14 - Wed, Apr 22
Iberia Logo
11:55 pm - 1:30 pm
EWR
-
MAD
7h 35mnonstop
Iberia Logo
11:45 am - 7:29 pm
MAD
-
EWR
13h 44m
1 stop
$367Iberia
Mon, Mar 9 - Fri, Mar 13
British Airways Logo
1:59 pm - 9:35 am
EWR
-
MAD
14h 36m
1 stop
British Airways Logo
10:00 am - 10:57 pm
MAD
-
EWR
17h 57m
1 stop
$368British Airways
Wed, Mar 4 - Tue, Mar 17
American Airlines Logo
6:30 pm - 1:35 pm
ORD
-
MAD
12h 05m
1 stop
American Airlines Logo
1:00 pm - 4:14 pm
MAD
-
ORD
9h 14mnonstop
$474American Airlines
Useful Info

Good to know - Book Cheap Toledo Plane Tickets

Low seasonJanuary
Cheapest flight$215
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 9% lower on average.
Flight from Boston to Madrid

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

Insights shared by verified travelers who flew to Toledo 
Jr.Flew with Iberia
DFW
-
MAD
Jan 2026
The biggest issue would be departure time. Try to catch a flight 5-7pm, as that would keep you on a good sleep pattern as you try to adjust.
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
JFK
-
MAD
Jul 2024
Spend the money to get Global Entry that’s it
karenFlew with American Airlines
MIA
-
MAD
Aug 2024
leave two hours for your flight connection in Madrid if it's not your final destination
Verified travelerFlew with Iberia
BOS
-
MAD
Jul 2024
Good luck- have your phone charged and your confirmation number handy
Verified travelerFlew with Iberia
JFK
-
MAD
Jul 2024
Book directly from airline, at least will have direct communication
Verified travelerFlew with British Airways
LAX
-
MAD
Dec 2023
Measure the on -board bag using a medicine scale, becouse Iberia uses zero tolerance

FAQs - booking Toledo flights

  • How long is the flight to Toledo?

    Flights from Chicago8h 47m
    Flights from Washington, D.C.8h 28m
    Flights from New York7h 55m
    Flights from Boston7h 43m
    Flights from Miami9h 16m
  • What is the cheapest flight to Madrid?

    In the last 3 days, the cheapest flight deal to Madrid was found on the route from Boston, at $356 return. The most popular connection is from New York to Madrid and KAYAK users have found round-trip deals for as low as $356 in the last 3 days.

  • Which airlines fly to Madrid?

    Many airlines fly to Madrid, the most common ones being Iberia, American Airlines, and Delta. See the amount of flights per week for popular airlines flying to Madrid.

  • How to fly to Toledo?

    You cannot fly directly to Toledo. KAYAK recommends you fly to Madrid Barajas (MAD) (49.38 miles from Toledo). From there you can rent a car or get a taxi.

  • What airports are near Toledo?

    The closest airport is Madrid Barajas (MAD) (49.38 mi). KAYAK recommends you fly to Madrid Barajas.

  • How far is Madrid Barajas Airport from central Madrid?

    You’ll need to travel 8 miles to reach the Madrid city center from Madrid Barajas Airport.

  • What is the name of Madrid’s airport?

    Madrid is served by Madrid Barajas Airport, also commonly referred to as Adolfo Suárez Madrid–Barajas, Barajas, Madrid, or Madrid–Barajas. The airport code is MAD.

  • How does KAYAK find such low prices on flights 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 to Toledo.

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

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

  • What is the Hacker Fare option on flights 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 with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight 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 up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Toledo

  • There is no major airport in Toledo. It is instead served by Madrid Barajas Airport.
  • Looking for cheap airfare to Toledo? 25% of our users found round-trip tickets to Toledo for the following prices or less: From Boston $884, from Los Angeles $1,301, from Miami $1,367
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Toledo flight deals.

Reviews of the top 5 airlines flying to Toledo

 
Need help choosing which airline to fly with from the United States 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.
7.4
United AirlinesOverall score based on 9294 reviews
7.1Entertainment
7.3Comfort
8.1Crew
6.6Food
7.7Boarding
Airline reviews

Both the WIFI and entertainment did not work for 2.5h

6.0 GoodAnonymous, Feb 2026
HNL - NRT
Read more United Airlines reviews

Both the WIFI and entertainment did not work for 2.5h

The crew made our experience extremely bad. They were rude and didn’t have anything for kids.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The seats are too uncomfortable for anyone over 5ft 8in. I'm 5'10" with a back and hip issue and I was in pai for the full duration of the flight.

The flight was on time/early, attentive crew, and everything overall went smoothly. Disappointed that WIFI was not working for the flight.

One day, I do so hope for a gluten free snack! Seems like with the rest of the world FINALLY figuring out what gluten free is, American Airlines would too. Fingers crossed!!

First time flying Business with Tap, I think it was a very good experience. It beats many domestic US carriers, the food options were really great, authentic Portuguese food, wines & deserts. Next time will do the free 24-48 hour stopover in Lisbon or Porto for sure.

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.

The cabin crew were curt, not with me, but observed with other passengers. They were unduly rude and it was unprovoked and when they realized they were wrong, they made no attempt to apologize for their own confusion.

The value is there, but the layovers in Lisbon were not great. The passport control was so bad that a 2 hour layover became very tight and on the return the Terminal was barebones which made it a long 3 hours.

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.

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.

Boarding we were jammed into a hot crowded bus waiting too long while another bus went in front of us. Appreciated blanket and pillow, movie available helped time pass, the food was not appealing so I had my own snacks, the flight is long, but nothing they can do about that. Staff adequate, flight good.

Excellent lie flat seat for premium economy! Great staff. Bad food . Not so great entertainment. My bag didn’t make it either.

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

The pilot was professional and very good. The flight crew, very young and often looked flustered and overwhelmed. The seats were among the most uncomfortable in the air. The boarding somewhat chaotic. The price reasonable. Overall it was an average budget airline experience...although Iberia is not a budget airline. I fear if Iberia doesn't up it's game customers like us will go elsewhere.

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.

Late! Late and late! More than 1hr 30mn. This sucks when it is the last of a 4 flight journey. I missed my dinner! Which is not nice on Valentine’s Day!!! But better than the gate next to us, the poor Chinese people were rebooked to the next day flight. AA had to call security as it became very heated with the passengers! It was a mess at DFW that afternoon/evening. I wish they had some food for the people who travel as part of international journey. Indigo does it in India and it is fantastic.

They had us seating down for one hour just waiting on the plane

Flying with BA is always a good experience—even in economy class. It is better if in business and first class. Timely, breeze through security and timely connections

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.

My enetertainmnet screen was broken. Lost my bags. Almost missed my flight do to connection issues with (despite a request) ZERO help from crew. Food was edible. Potatoes pretty good even

Our Jackson, Mississippi to Dallas Fort Worth flight was delayed on 1/19/26.. This was changed to Jackson to Charlotte in the last minute because of this delay. This started some kind of disconnect between American Airlines and British Airways bookings. We could not go past the passport control in London Heathrow. I had to go to the counter and waited for more than 30 minutes to get a new boarding pass. Problems did not end there. Somehow our entire return flight was canceled by someone. I had to make several phone calls over several days to fix the problem – this was not easy from India. Looks like there was some kind of disconnect between two airlines or some agent did not do it right. I’m anxious to know what went wrong.

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.

Everything you need to know for your flight to Toledo