Toledo

$326+ 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 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Apr 16 — Apr 231
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Cheapflights Tip: The best prices from Chicago to Toledo are usually found in February or January, booked 86 days in advance, depart on a Wednesday or Sunday and return on a Thursday

Cheap flight deals from Chicago to Toledo

Keep the following information in mind while searching for Chicago to Toledo flight deals. Data was last updated April 11, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$549
(Finnair)

One-way from

$326
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$686
Provider with most accurate pricing for Chicago (CHI)-Madrid Barajas flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Madrid Barajas flights.
From Chicago (CHI) to Toledo
One-way flight from Chicago (CHI) to Toledo
Highest demand for flights based on searches. 25% potential increase in price ($258 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($36 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 April 11, 2025.

This Finnair deal was found by Cheapflights users on 4/10. 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.
Sun 4/2710:10 pmORD - MAD
Nonstop8h 15mFinnair
Tue 5/64:40 pmMAD - ORD
Nonstop9h 10mFinnair
Deal found 4/10$549
This Cheapflightsfares deal was found by Cheapflights users on 4/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1810:35 pmORD - MAD
Nonstop7h 50mIberia
Tue 9/2311:35 amMAD - ORD
Nonstop9h 40mIberia
Deal found 4/10$551
This Booking.com deal was found by Cheapflights users on 4/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/711:05 amORD - MAD
2 stops13h 45mMultiple Airlines
Tue 10/2810:05 amMAD - ORD
2 stops17h 54mMultiple Airlines
Deal found 4/10$554
This British Airways deal was found by Cheapflights users on 4/10. 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.
Wed 5/79:15 pmORD - MAD
1 stop12h 00mBritish Airways
Tue 5/204:40 pmMAD - ORD
Nonstop9h 10mBritish Airways
Deal found 4/10$558
This American Airlines deal was found by Cheapflights users on 4/11. 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 4/2710:28 amORD - MAD
1 stop12h 02mAmerican Airlines
Tue 5/64:40 pmMAD - ORD
Nonstop9h 10mAmerican Airlines
Deal found 4/11$560
This Delta deal was found by Cheapflights users on 4/10. 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.
Wed 11/261:00 pmMDW - MAD
2 stops15h 30mDelta
Fri 12/126:00 amMAD - MDW
2 stops19h 36mDelta
Deal found 4/10$561
This FlightHub deal was found by Cheapflights users on 4/10. 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.
Wed 5/73:45 pmORD - MAD
1 stop11h 10mAer Lingus
Tue 5/2010:35 amMAD - ORD
1 stop15h 25mAer Lingus
Deal found 4/10$561
This Air Canada deal was found by Cheapflights users on 4/10. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/317:20 amORD - MAD
1 stop20h 15mAir Canada
Mon 11/1012:15 pmMAD - ORD
1 stop15h 10mAir Canada
Deal found 4/10$562
This Delta deal was found by Cheapflights users on 4/10. 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 4/277:10 amORD - MAD
1 stop17h 40mDelta
Tue 5/610:05 amMAD - ORD
1 stop20h 54mDelta
Deal found 4/10$565
This Virgin Atlantic deal was found by Cheapflights users on 4/11. 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.
Tue 5/61:50 pmORD - MAD
1 stop11h 00mVirgin Atlantic
Wed 5/1410:05 amMAD - ORD
1 stop20h 53mVirgin Atlantic
Deal found 4/11$570
This FlightHub deal was found by Cheapflights users on 4/11. 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.
Fri 8/226:00 pmORD - MAD
1 stop11h 40mTAP AIR PORTUGAL
Wed 9/38:10 pmMAD - ORD
1 stop23h 25mTAP AIR PORTUGAL
Deal found 4/11$589
This KLM deal was found by Cheapflights users on 4/10. 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 KLM is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/64:20 pmORD - MAD
1 stop14h 20mKLM
Tue 5/1310:05 amMAD - ORD
1 stop13h 42mKLM
Deal found 4/10$590

Cheapflights Fare Finder

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 April 11, 2025.
Use the filters below to find and compare flights from Chicago to Toledo that are best for you.

Fly from

Chicago

Fly to

Toledo

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 4/27

10:10 pm-1:25 pm

Nonstop8h 15m

Madrid Barajas

Tue 5/6

4:40 pm-6:50 pm

Nonstop9h 10m

$549

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Thu 9/18

10:35 pm-1:25 pm

Nonstop7h 50m

Madrid Barajas

Tue 9/23

11:35 am-2:15 pm

Nonstop9h 40m

$551

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 10/7

11:05 am-7:50 am

2 stops13h 45m

Madrid Barajas

Tue 10/28

10:05 am-9:59 pm

2 stops17h 54m

$554

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 5/7

9:15 pm-4:15 pm

1 stop12h 00m

Madrid Barajas

Tue 5/20

4:40 pm-6:50 pm

Nonstop9h 10m

$558

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 4/27

10:28 am-5:30 am

1 stop12h 02m

Madrid Barajas

Tue 5/6

4:40 pm-6:50 pm

Nonstop9h 10m

$560

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 5/7

3:45 pm-9:55 am

1 stop11h 10m

Madrid Barajas

Tue 5/20

10:35 am-7:00 pm

1 stop15h 25m

$561

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Tue 10/7

6:50 pm-4:45 pm

2 stops14h 55m

Madrid Barajas

Tue 10/14

6:00 am-6:36 pm

2 stops19h 36m

$565

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 4/27

7:10 am-7:50 am

1 stop17h 40m

Madrid Barajas

Tue 5/6

10:05 am-11:59 pm

1 stop20h 54m

$565

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 10/8

10:40 am-11:15 am

2 stops17h 35m

Madrid Barajas

Fri 10/24

12:15 pm-9:51 am

1 stop28h 36m

$566

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 5/6

1:50 pm-7:50 am

1 stop11h 00m

Madrid Barajas

Wed 5/14

10:05 am-11:58 pm

1 stop20h 53m

$570

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/9

Showing 1-10 of 46 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.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Toledo

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 April 4, 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 $1,101). 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 April 11, 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 Wednesday mornings when fares are most often at their lowest. Thursday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Toledo

Explore weekly flight availability from Chicago to Toledo. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 11, 2025.

The most flights from CHI to TO9 are scheduled on a Tuesday (10 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (4 on average).

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 April 11, 2025.
To help decide which airline to fly from Chicago to Toledo, see what other customers have to say about Delta, KLM and Finnair. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
8.0
Very good

Food

7.3

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

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 $326. Users have also found prices from $399 and $438 on Delta and JetBlue, 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 (84%), Finnair (84%) and Iberia (84%).

  • What are the cheapest flights from Chicago to Toledo?

    On average you can expect to pay $1,853 for a flight from Chicago to Toledo. The cheapest flight overall is $457 while the most popular route, (Chicago O'Hare Intl - Madrid Barajas) is currently priced at $451.

  • 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 $1,101). 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.

See more FAQs

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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.

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 April 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$559FlexibilityNo cancel feeOn-timeN/A
Scandinavian AirlinesCheapest$384Average$496FlexibilityNo cancel feeOn-time77%
FinnairCheapest$451Average$646FlexibilityNo cancel feeOn-time76%
IberiaCheapest$460Average$804FlexibilityNo cancel feeOn-time77%
DeltaCheapest$465Average$785FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$470Average$701FlexibilityNo cancel feeOn-time67%
KLMCheapest$477Average$687FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$479Average$671FlexibilityNo cancel feeOn-time70%
American AirlinesCheapest$490Average$793FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$503Average$657FlexibilityNo cancel feeOn-timeN/A

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