$290 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 9/28. 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
$418
Typical prices: $795-$546
TAP AIR PORTUGAL
Sun 5/3Sun 5/10
JFK - MAD • 1 stop
Cheapest non-stop
$441
Typical prices: $752-$477
Air Europa
Tue 4/28Tue 5/12
JFK - 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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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

Sun, May 3 - Sun, May 10
TAP AIR PORTUGAL Logo
10:05 pm - 12:20 am
JFK
-
MAD
20h 15m
1 stop
TAP AIR PORTUGAL Logo
6:35 am - 8:05 pm
MAD
-
JFK
19h 30m
1 stop
$418TAP AIR PORTUGAL
Mon, Apr 27 - Tue, May 5
TAP AIR PORTUGAL Logo
11:00 pm - 7:10 pm
EWR
-
MAD
14h 10m
1 stop
TAP AIR PORTUGAL Logo
1:40 pm - 9:00 pm
MAD
-
EWR
13h 20m
1 stop
$419TAP AIR PORTUGAL
Mon, Apr 20 - Mon, May 4
TAP AIR PORTUGAL Logo
10:05 pm - 9:30 pm
JFK
-
MAD
17h 25m
1 stop
TAP AIR PORTUGAL Logo
1:40 pm - 8:05 pm
MAD
-
JFK
12h 25m
1 stop
$419TAP AIR PORTUGAL
Tue, Sep 29 - Tue, Oct 6
Iberia Logo
1:00 pm - 5:35 am
BOS
-
MAD
10h 35m
1 stop
Iberia Logo
1:50 pm - 4:10 pm
MAD
-
BOS
8h 20mnonstop
$511Iberia
Wed, Apr 15 - Sun, Apr 19
American Airlines Logo
10:12 am - 5:30 am
LGA
-
MAD
13h 18m
1 stop
American Airlines Logo
10:25 am - 7:59 pm
MAD
-
LGA
15h 34m
1 stop
$530American Airlines
Wed, Apr 15 - Sat, Apr 18
American Airlines Logo
10:12 am - 5:30 am
LGA
-
MAD
13h 18m
1 stop
American Airlines Logo
10:25 am - 7:59 pm
MAD
-
LGA
15h 34m
1 stop
$538American Airlines
Sun, Apr 19 - Wed, Apr 29
United Airlines Logo
7:25 pm - 8:05 am
LGA
-
MAD
30h 40m
1 stop
United Airlines Logo
12:45 pm - 8:13 am
MAD
-
LGA
25h 28m
1 stop
$566United Airlines
Sun, Sep 20 - Tue, Oct 13
United Airlines Logo
7:48 pm - 8:05 am
LGA
-
MAD
30h 17m
1 stop
United Airlines Logo
1:30 pm - 7:50 am
MAD
-
LGA
24h 20m
1 stop
$571United Airlines
Mon, Apr 13 - Tue, Apr 21
British Airways Logo
5:22 pm - 9:35 am
DCA
-
MAD
10h 13m
1 stop
British Airways Logo
4:20 pm - 10:29 pm
MAD
-
DCA
12h 09m
1 stop
$691British Airways
Wed, Apr 15 - Tue, Apr 28
British Airways Logo
1:25 pm - 5:35 am
DCA
-
MAD
10h 10m
1 stop
British Airways Logo
12:40 pm - 6:58 pm
MAD
-
DCA
12h 18m
1 stop
$696British Airways
Useful Info

Good to know - Book Cheap Toledo Plane Tickets

Low seasonJanuary
Cheapest flight$290
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 14% 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 Chicago9h 02m
    Flights from New York7h 42m
    Flights from Charlotte8h 37m
    Flights from Boston7h 43m
    Flights from Miami9h 20m
  • 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 $418 return. The most popular connection is from New York to Madrid and KAYAK users have found round-trip deals for as low as $418 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 Los Angeles $1,050, from Miami $1,445, from Boston $1,580
  • 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 9543 reviews
6.6Food
7.1Entertainment
8.1Crew
7.3Comfort
7.7Boarding
Airline reviews

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

2.0 MediocreHarry, Apr 2026
IAD - PIT
Read more United Airlines reviews

United didn’t even try to hold the flight for me. They knew I had a tight connection and when I arrived at the gate less than 10 mins after final boarding the flight had already gone. The gate agent wasn’t even notified that I was on my way. She was told I wasn’t at the airport

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

I had a good time. However, I paid for the wifi and it was in and out the whole flight.

one staffer was frustrated (it happen); the flight was late and the pilot mentioned they'll make amend but the snacks were the same, other than that the aircraft was clean and everything went smooth, no complaints

The wheelchair service is useless. They live you in different spots, not tell you anything just wait. I waited 30 minutes in Frankfurt when decided to walk the 25 minutes distance. In Budapest nobody came.

It was perfect! I've never flown with United before, but I definitely will in the future

I had a cancelled flight because of technical issues going to my destination, and a delayed flight coming home. All told it wasn’t a total bust.

Just a bad day to fly. Flight was delayed from scheduled 6:50 pm departure to 8:50 pm. Combination of factors mostly related to weather at the destination airport (which is where the incoming flight originated) which delayed the inbound flight over an hour. Once on board, we taxied but had to hold again on the taxiway for 10 minutes or so. We did not get wheels up until after 9 pm. The flight was smooth but about 18 minutes from our destination, we had to hold for several minutes more due to weather at ORD. We finally landed at ORD about 11:08 pm (accounting for the time difference, that was about a 3 hour delay from our scheduled departure time). It felt like we were never going to get to our destination. But the flight crew and attendants were very good. The movie selection onboard was also very nice. Got to watch half of a movie just during our taxi from the gate at ATL due to the delay!

Fine. The issues I had were associated with luggage being delayed from Turkey to Tanzania

No meal service to the back of the plane as it started late or was too slow to get it out before it was time to land.

Seat was VERY uncomfortable. Flight was delayed and then boarded slowly. The crew was super helpful with boarding and supporting maximizing the luggage in the overhead.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

Incoming flight was delayed, delaying boarding. It then took 30 mins to take off. Took 20 mins to get to a gate because they changed the gate last minute, crew weren’t ready so there was no one staffed to work the jet bridge. Boarding was so disorganized as is usual with American because everyone just stands around the gate regardless of boarding group.

I cancelled my ticket less than 24 hours deadline but I didn’t get refunded.

Early morning flight and no food in First Class except a "salmon" box. No thank you. Was informed before take off by Captain that the plane was not serviced before we boarded in Phoenix. How does that happen? Need more frequent additions/turn over on the Entertainment. Thanks

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Flight was delayed. No urgency by American Airlines team to assist those with connecting flights. It was basically you are on your own to run through the terminals to try and make your connection. Thanks, Mary

I have never been assaulted they way I was today in Charlotte - shame on American

One of our group members was struggling to walk. In Charlotte we asked for a wheelchair and she was accompanied by Desmond. I was impressed by his patience and attention. In Boston she received the same service. I didn’t get the name of the helper but she went above and beyond in assisting us. A great AA service

Better snacks but flight and crew were amazing on this flight

The food left a lot to be desired. The crew was great

Horrible experience at tbe check in ladie she was very racist ,she doesn't speak portuguese too and forced me to check in my carrion bag and I saw everyone with carrion bag inside anda lot of space ,she was rude unprofessional

Departed late. Flight crew some of the most professional I have ever experienced. First time we’ve flown this airline

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

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.

BA code for a Vueling flight. All god but the temperature in the plane (too hot when engine not running but otherwise ok)

The gate agent made me check my carry-on in Denver, even though I've traveled all over taking this case on the plane. Beware folks. Food in Premium Economy was quite good - excellent blanket! Flight attendants on the Heathrow-to-Budapest flight on 3-27-2026 were quite snappy. I got a frown when asked to unscrew the water bottle cap for me (I had a cast on my right arm). Also woke up right when they were handing out biscuits. She had given my rowmates one and was in the process of giving water when I asked for a biscuit. She scolded me and said, "You snooze, you lose". She did give me one, but I thought that comment was uncalled for.

Wish the food and overall service was better. They treat Business class passengers same as economy

Food options limited and quality wasn’t very good. I was I was in premium economy and the people in front of me pushed their seats back to fully reclined position which made it difficult for me. My seat wouldn’t recline at all. I suggest that BA restrict the recliner more. Also, the audio in my headset didn’t work unless I held it in all the time. Entertainment choices were good. Customer services is excellent. Thank you to BA team.

WiFi wasn’t available to economy until the end of the flight.

Very good staff members with sincere passion and responsibility in their job.

We paid for Business Class seats, but system did not have us and they were not available.

Very please with the seating that the Kayak staff booked for us!

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

Everything you need to know for your flight to Toledo