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Toledo

$325+ Cheap flights from Chicago (CHI) to Toledo, Spain

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/23. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Jan 27 — Feb 31
Mon 1/27
Mon 2/3
1 adult, Economy
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The best prices from Chicago to Toledo are usually found in February or January, booked 86 days in advance, depart on a Wednesday or Monday and return on a Thursday

Cheap flight deals from Chicago to Toledo

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Toledo (TO9). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 22, 2025.

Round-trip from

$468
(United Airlines)

One-way from

$325
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$550
From Chicago (CHI) to Toledo
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One-way flight from Chicago (CHI) to Toledo
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Highest demand for flights based on searches. 27% potential increase in price ($291 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Chicago to Toledo

Cheapest flights from Chicago to Toledo
Explore the most affordable flight options available from Chicago to Toledo. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 22, 2025.

This United Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/93:35 pmORD - MAD
1 stop12h 00mUnited Airlines
Wed 3/1912:15 pmMAD - ORD
2 stops32h 05mUnited Airlines
Deal found 1/22$468
This Mytrip deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/115:45 pmORD - MAD
Nonstop8h 10mFinnair
Thu 3/2011:35 amMAD - ORD
Nonstop9h 55mFinnair
Deal found 1/22$470
This FlightHub deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/28:25 pmORD - MAD
1 stop10h 40mTAP AIR PORTUGAL
Wed 3/127:40 amMAD - ORD
1 stop14h 50mTAP AIR PORTUGAL
Deal found 1/22$472
This Finnair deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Finnair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/54:16 pmORD - MAD
1 stop10h 59mMultiple Airlines
Wed 3/1911:35 amMAD - ORD
Nonstop9h 55mMultiple Airlines
Deal found 1/21$474
This lol.travel deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure lol.travel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/94:27 pmORD - MAD
1 stop11h 48mIberia
Wed 3/1911:35 amMAD - ORD
Nonstop9h 55mIberia
Deal found 1/22$477
This British Airways deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure British Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/24:45 pmORD - MAD
Nonstop8h 10mBritish Airways
Tue 2/1111:35 amMAD - ORD
Nonstop9h 55mBritish Airways
Deal found 1/21$481
This American Airlines deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/210:28 amORD - MAD
1 stop12h 17mAmerican Airlines
Tue 2/1111:35 amMAD - ORD
Nonstop9h 55mAmerican Airlines
Deal found 1/22$482
This Gotogate deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/211:35 amORD - MAD
1 stop15h 00mAir Canada
Tue 2/116:10 amMAD - ORD
2 stops15h 35mAir Canada
Deal found 1/22$486
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/25:07 pmMDW - MAD
1 stop32h 53mDelta
Tue 2/1111:00 amMAD - MDW
1 stop18h 20mDelta
Deal found 1/22$487
This Delta deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/26:35 pmORD - MAD
1 stop31h 25mDelta
Tue 2/1110:00 amMAD - ORD
2 stops18h 15mDelta
Deal found 1/22$487
This Virgin Atlantic deal was found by Cheapflights users on 1/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/2910:57 amMDW - MAD
1 stop15h 03mVirgin Atlantic
Wed 2/510:00 amMAD - MDW
2 stops19h 20mVirgin Atlantic
Deal found 1/22$500
This Virgin Atlantic deal was found by Cheapflights users on 1/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Virgin Atlantic is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/297:05 amORD - MAD
1 stop17h 55mVirgin Atlantic
Wed 2/510:00 amMAD - ORD
2 stops18h 15mVirgin Atlantic
Deal found 1/21$500

Find flights from Chicago to Toledo within your budget

Customize your flight search to find flights from Chicago to Toledo that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 3/9

3:35 pm-9:35 am

1 stop12h 00m

Madrid Barajas

Wed 3/19

12:15 pm-2:20 pm

2 stops32h 05m

$468

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/16

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Fri 2/28

11:35 am-2:30 pm

Nonstop9h 55m

$471

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 3/2

8:25 pm-8:20 pm

1 stop16h 55m

Madrid Barajas

Tue 3/11

6:00 pm-4:30 pm

1 stop28h 30m

$472

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 3/5

4:16 pm-10:15 am

1 stop10h 59m

Madrid Barajas

Wed 3/19

11:35 am-3:30 pm

Nonstop9h 55m

$474

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/2

1:13 pm-9:25 am

1 stop13h 12m

Madrid Barajas

Tue 2/11

11:35 am-2:30 pm

Nonstop9h 55m

$477

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/2

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Tue 2/11

11:35 am-2:30 pm

Nonstop9h 55m

$481

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/2

11:35 am-9:35 am

1 stop15h 00m

Madrid Barajas

Tue 2/11

6:10 am-2:45 pm

2 stops15h 35m

$486

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Sun 2/2

5:07 pm-9:00 am

1 stop32h 53m

Madrid Barajas

Tue 2/11

11:00 am-10:20 pm

1 stop18h 20m

$487

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/2

6:35 pm-9:00 am

1 stop31h 25m

Madrid Barajas

Tue 2/11

10:00 am-9:15 pm

2 stops18h 15m

$487

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 2/10

7:05 pm-6:45 pm

1 stop16h 40m

Madrid Barajas

Mon 2/24

7:35 pm-4:15 pm

1 stop27h 40m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/22

Showing 1-10 of 43 results
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Best time to book a flight from Chicago to Toledo

Have a flexible travel schedule? Discover the best time to fly to Toledo from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Chicago to Toledo

Get recent, data-driven insights about flights from Chicago to Toledo including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Toledo?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Toledo. Price data was last updated on January 17, 2025.

The price you pay for your flight from Chicago to Toledo may vary depending on when you book. For the best chance of a lower fare, look to book 86 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Toledo?

Currently, November is the cheapest month in which you can book a flight from Chicago to Toledo (average of $543). Flying from Chicago to Toledo in June is currently the most expensive (average of $1,130). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to TO9?

Find hourly flight availability from Chicago to Toledo. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 22, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Toledo as you normally would.

What is the cheapest day to fly from Chicago to Toledo?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Toledo. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Toledo flight should consider departing on Sunday evenings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in Toledo by month

Plan your trip to Toledo by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Toledo ranges from 0.4 - 2.4 inches per month. November is typically the wettest month, when rainfall can reach 2.4 in. July is typically the driest time to visit Toledo when rainfall is around 0.4 in.

Temperature in Toledo by month

Plan your trip to Toledo by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Toledo, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).

Reviews of airlines servicing Toledo

Get insights into the airlines that provide service to Toledo. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Toledo. Reviews last updated January 22, 2025.
To help decide which airline to fly from Chicago to Toledo, see what other customers have to say about American Airlines, Delta and Turkish Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,514 reviews
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

KLM
7.8
Good
1,339 reviews
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Finnair
7.6
Good
1,286 reviews
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Aeromexico
7.5
Good
1,848 reviews
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Virgin Atlantic
7.5
Good
664 reviews
Delta
8.0
Very good
8,514 reviews

Boarding

8.2

Entertainment

7.9

Food

7.3

Comfort

8.0

Crew

8.6

Overall

8.0

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Toledo. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Toledo one-way?

    For one-way options, check prices for TAP AIR PORTUGAL. According to our data, you can fly for as low as $325. Users have also found prices from $398 and $404 on Iberia and United Airlines, respectively.

  • What are the most reliable airlines from Chicago to Toledo?

    The top 3 most reliable airlines when flying from Chicago to Toledo are American Airlines (37%), Qatar Airways (37%) and Alaska Airlines (37%).

  • What are the cheapest flights from Chicago to Toledo?

    On average you can expect to pay $1,484 for a flight from Chicago to Toledo. The cheapest flight overall is $420 while the most popular route, (Chicago O'Hare Intl - Madrid Barajas) is currently priced at $408.

  • Can I find deals for flights from Chicago to Toledo that include hotel bookings?

    Yes. In addition to deals on Chicago to Toledo flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Toledo?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Toledo.

  • Can I find deals for business class flights from Chicago to Toledo?

    Yes. Cheapflights offers flight deals from Chicago to Toledo by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Toledo?

    Currently, November is the cheapest month in which you can book a flight from Chicago to Toledo (average of $543). Flying from Chicago to Toledo in June is currently the most expensive (average of $1,130). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Chicago to Toledo

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Madrid flights
Midway to Madrid flights
St. Louis to Madrid flights
O'Hare Intl to Alicante flights

Top 10 airlines flying from Chicago to Toledo

Discover the top 10 airlines that operate flights from Chicago to Toledo. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$491FlexibilityNo cancel feeOn-timeN/A
FinnairCheapest$441Average$663FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$451Average$667FlexibilityNo cancel feeOn-time67%
IberiaCheapest$452Average$792FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$467Average$683FlexibilityNo cancel feeOn-time70%
DeltaCheapest$475Average$861FlexibilityNo cancel feeOn-timeN/A
KLMCheapest$477Average$687FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$492Average$809FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$503Average$678FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$514Average$833FlexibilityNo cancel feeOn-time69%
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