$251 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 4/28. 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
$360
Typical prices: $466-$758
TAP AIR PORTUGAL
Mon 3/23Thu 4/16
EWR - MAD • 1 stop
Cheapest non-stop
$363
Typical prices: $466-$863
Air Europa
Tue 4/14Thu 4/23
JFK - MAD • Non-stop
Arrival airport
Madrid (MAD)
You can't fly directly to Toledo. It is served by Madrid (MAD), located 49.4 miles from Toledo.
FAQs
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Top routes
ORD
-
MAD
Cheapest
JFK
-
MAD
Most popular
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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

Mon, Mar 23 - Thu, Apr 16
TAP AIR PORTUGAL Logo
6:40 pm - 11:20 am
EWR
-
MAD
11h 40m
1 stop
TAP AIR PORTUGAL Logo
7:40 am - 9:00 pm
MAD
-
EWR
19h 20m
1 stop
$360TAP AIR PORTUGAL
Mon, Apr 13 - Wed, Apr 22
ITA Airways Logo
5:35 pm - 5:10 pm
JFK
-
MAD
17h 35m
1 stop
ITA Airways Logo
6:05 pm - 1:55 pm
MAD
-
JFK
25h 50m
1 stop
$360ITA Airways
Mon, Apr 13 - Wed, Apr 22
British Airways Logo
5:09 pm - 9:35 am
BOS
-
MAD
10h 26m
1 stop
British Airways Logo
3:25 pm - 9:00 pm
MAD
-
BOS
11h 35m
1 stop
$398British Airways
Mon, Apr 13 - Wed, Apr 22
British Airways Logo
11:34 am - 5:35 am
BOS
-
MAD
12h 01m
1 stop
British Airways Logo
5:30 pm - 7:50 pm
MAD
-
BOS
8h 20mnonstop
$399British Airways
Mon, Apr 13 - Wed, Apr 22
American Airlines Logo
7:40 pm - 1:30 pm
BOS
-
MAD
11h 50m
1 stop
American Airlines Logo
3:25 pm - 9:00 pm
MAD
-
BOS
11h 35m
1 stop
$400American Airlines
Sun, Apr 12 - Thu, Apr 30
American Airlines Logo
3:17 pm - 10:15 am
BOS
-
MAD
12h 58m
1 stop
American Airlines Logo
1:50 pm - 4:10 pm
MAD
-
BOS
8h 20mnonstop
$401American Airlines
Mon, Apr 13 - Wed, Apr 22
United Airlines Logo
5:35 pm - 6:50 am
LGA
-
MAD
31h 15m
1 stop
United Airlines Logo
12:45 pm - 2:58 pm
MAD
-
LGA
32h 13m
1 stop
$403United Airlines
Tue, Apr 14 - Wed, Apr 22
United Airlines Logo
10:15 am - 6:50 am
LGA
-
MAD
14h 35m
2 stops
United Airlines Logo
12:45 pm - 7:31 pm
MAD
-
LGA
12h 46m
1 stop
$408United Airlines
Wed, Apr 22 - Wed, Apr 29
Iberia Logo
11:22 am - 5:35 am
ORD
-
MAD
11h 13m
1 stop
Iberia Logo
1:35 pm - 4:00 pm
MAD
-
ORD
9h 25mnonstop
$480Iberia
Sun, Apr 12 - Tue, Apr 21
Iberia Logo
4:55 pm - 8:20 am
ORD
-
MAD
8h 25mnonstop
Iberia Logo
11:45 am - 2:25 pm
MAD
-
ORD
9h 40mnonstop
$485Iberia
Useful Info

Good to know - Book Cheap Toledo Plane Tickets

Low seasonJanuary
Cheapest flight$251
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago O'Hare Airport 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 59m
    Flights from Washington, D.C.8h 25m
    Flights from New York7h 45m
    Flights from Boston7h 36m
    Flights from Miami9h 14m
  • What is the cheapest flight to Madrid?

    In the last 3 days, the cheapest flight deal to Madrid was found on the route from Chicago, at $360 return. The most popular connection is from New York to Madrid and KAYAK users have found round-trip deals for as low as $360 in the last 3 days.

  • Which airlines fly to Madrid?

    Many airlines fly to Madrid, the most common ones being Iberia, American Airlines, and United Airlines. 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 San Francisco $576, from Miami $1,253, from Boston $1,468
  • 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 9404 reviews
8.1Crew
6.6Food
7.7Boarding
7.3Comfort
7.1Entertainment
Airline reviews

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

2.0 MediocreMichael, Mar 2026
RSW - IAH
Read more United Airlines reviews

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

Everything went well except the turbulence what no one have a control of but pilot and crew handled very good!

There was no WiFi available, there were mechanical problems with the plane and we landed at C 124, then the gate was switched to A 26, then all the way back to C126! For a 75 yo woman traveling alone, this was a difficult journey, indeed!

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Complimentary light meal would be appreciated. But great flight crew service on all legs

The baggage claim experience was poor. The plane crew and the AA app said that checked baggage in CLT would be at carousel 7 but the sign at Baggage Claim said carousel 1. The carousel 1 sign had the correct flight # listed above the belt. But the luggage never came. I went to an AA baggage claim office after about 1 hour and the clerk directed me to another AA room that was poorly marked, with a closed door and no obvious way to know what to do. Finally someone opened the door and my bag was inside. The clerk was totally unable to explain why.

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

Flight delay for mechanical. Inbound arrived on time. No one said why mechanical delay.

Forced to check bags. Crew uninterested in collecting trash. Unclean seats.

why would I bother with this airline and pick seats when I am asked to move for a weight imbalance

Flight pulled out on time but sat on runway for 30 mins. It was extremely cold in the aircraft despite wearing a winter coat. Surprisingly they had a vegetarian meal but could have some better snack choices for a 8 hour flight.

We had a male flight attendant who was super attentive and wonderful! Very professional. I have both gluten and dairy intolerance, and was only able to get a gluten free part, and not the dairy free part of the meal. Easy to order ahead of time and I appreciate being able to do that.

Snow delayed boarding several times, which I understand happens. Issue I had was that after we did board, pilot told us we were going to roll out to be de-iced, then on our way. We were de-iced once, taxied to the tarmac and then stopped. Sat for another 30 minutes or so, the another de-icing. Then we rolled out to a parking spot, only to sit for another hour due to a traffic stop in DCA, which I'm confident they knew would happen before we boarded. Pilot gave no updates other than we had to hold, attendants did speak to the crew, but when asked, said the pilot would be updating us. We on the ground in the plane waiting for over 2 hours. They did communicate that bathrooms would be open, but no other news until we left. Would have been better to be up front about status.

Good crew and flight was on time. It’s a small plane with limited overhead luggage space. They said the overhead space was full and I had to check my bag. There was still space when I got on. Waiting for my checked luggage added 30 minutes to my trip. Not the end of the world but also not great.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

Absolutely unacceptable level of service for a Business class: lousy drink and food options, disgusting food (inedible meat, watery rice, etc...), pathetic level of attentiveness from staff, Business class restrooms were not accessible for long periods because blocked of by staff...overall extremely disappointing, will NEVER fly Business on TAP again.

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.

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.

Awful. They didn't even show concern that her connecting flight( Dallas to Mardrid) was gone/missing. I don't understand how that is even possible. Rudest answer from one of the crew was that American Airlines sold the tickets to somebody else. My daughter was not in the list.

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

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.

Worth every penny to upgrade to BC. Treated and felt more like First Class

I paid for a very expensive Business Class seat to and from Cairo Egypt from Charleston SC. There was partnership from states to London using American Airlines. That leg was amazing. The British Airlines leg was a joke. They used the standard no leg room 3 by 3 seats. A tray was put on the middle seat. The trip was 5 hours, from London to Cairo, thus my BC purchase. There was no screen proving tv/movie options, only a small device plug. The fold down tray and the bag of peanuts were typical of normal short run flying. The one toilet was located in the galley. We all got to know each other well. This was my first and last trip with British Airlines. I now understand why they would NEVER give me a seat chart so that I could make a selection.prior to departure. It honestly would not have made a difference, there were less than 50% of occupied seats. Apparently everyone got the memo but me. I have never felt so cheated as with that trip, got to so another going back to London, yeah. I will be sending a letter to customer service and asking for a refund. I will be photos comparing the two BC legs. OH, one more thing. The FC ticket holders got bulkhead and exit row seats. I know they had to be thrilled

The luggage problem I previously mentioned was actually this flight

Good service, food and comfort in World Traveller Plus. Entertainment was poor - no wifi on the way out and barely working on the way back. Not a great choice of entertainment on the seat back tv.

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.

Everything you need to know for your flight to Toledo