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 3/2. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
févr. 25 — mars 41
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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 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 février 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$484
(Gotogate)

One-way from

$327
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$520
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. 28% potential increase in price ($297 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($37 potential savings vs. average RT price).
Average for round-trip flights in February 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 février 20, 2025.

This Gotogate deal was found by Cheapflights users on 2/20. 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.
lun. 3/317:20 amORD - MAD
1 stop16h 20mAir Canada
mer. 4/912:45 pmMAD - ORD
1 stop29h 02mAir Canada
Deal found 2/20$484
This Flightnetwork deal was found by Cheapflights users on 2/19. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/26:00 pmORD - MAD
1 stop33h 15mTAP AIR PORTUGAL
mer. 4/911:05 amMAD - ORD
1 stop12h 05mTAP AIR PORTUGAL
Deal found 2/19$485
This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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.
mar. 11/44:45 pmORD - MAD
Nonstop8h 10mIberia
mer. 11/2611:35 amMAD - ORD
Nonstop9h 55mIberia
Deal found 2/20$490
This Booking.com deal was found by Cheapflights users on 2/20. 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.
mar. 4/14:30 pmORD - MAD
Nonstop8h 25mFinnair
mar. 4/810:15 amMAD - ORD
1 stop14h 35mFinnair
Deal found 2/20$493
This Gotogate deal was found by Cheapflights users on 2/20. 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.
sam. 4/128:05 pmORD - MAD
1 stop16h 55mScandinavian Airlines
dim. 4/206:35 pmMAD - ORD
1 stop28h 35mScandinavian Airlines
Deal found 2/20$496
This Mytrip deal was found by Cheapflights users on 2/20. 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.
mar. 4/111:30 amORD - MAD
1 stop12h 10mMultiple Airlines
mar. 4/810:05 amMAD - ORD
1 stop12h 50mMultiple Airlines
Deal found 2/20$503
This United Airlines deal was found by Cheapflights users on 2/20. 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.
lun. 3/3111:35 amORD - MAD
1 stop12h 05mUnited Airlines
mer. 4/912:45 pmMAD - ORD
1 stop29h 02mUnited Airlines
Deal found 2/20$510
This oojo deal was found by Cheapflights users on 2/20. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/1110:45 pmORD - MAD
1 stop15h 10mBritish Airways
mer. 3/1912:40 pmMAD - ORD
1 stop12h 51mBritish Airways
Deal found 2/20$522
This Kiwi.com deal was found by Cheapflights users on 2/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mer. 4/22:20 pmORD - MAD
1 stop12h 00mSWISS
lun. 4/710:05 amMAD - ORD
1 stop33h 05mSWISS
Deal found 2/20$528
This Delta deal was found by Cheapflights users on 2/20. 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.
dim. 3/29:33 amMDW - MAD
2 stops17h 42mDelta
mer. 3/1210:00 amMAD - MDW
1 stop18h 23mDelta
Deal found 2/20$540
This Delta deal was found by Cheapflights users on 2/19. 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.
lun. 3/246:15 pmORD - MAD
2 stops15h 10mDelta
mer. 4/210:05 amMAD - ORD
1 stop29h 29mDelta
Deal found 2/19$541
This Lufthansa deal was found by Cheapflights users on 2/19. 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 Lufthansa is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dim. 3/1610:25 pmORD - MAD
1 stop13h 15mLufthansa
mar. 4/83:05 pmMAD - ORD
1 stop34h 10mLufthansa
Deal found 2/19$555

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 février 20, 2025.

Fly from

Chicago

Fly to

Toledo

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

lun. 3/31

7:20 am-6:40 am

1 stop16h 20m

Madrid Barajas

mer. 4/9

12:45 pm-10:47 am

1 stop29h 02m

$484

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mer. 4/2

6:00 pm-10:15 am

1 stop33h 15m

Madrid Barajas

mer. 4/9

11:05 am-4:10 pm

1 stop12h 05m

$485

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 4/1

4:30 pm-7:55 am

Nonstop8h 25m

Madrid Barajas

mar. 4/8

10:15 am-5:50 pm

1 stop14h 35m

$493

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

sam. 4/12

8:05 pm-8:00 pm

1 stop16h 55m

Madrid Barajas

dim. 4/20

6:35 pm-4:10 pm

1 stop28h 35m

$496

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

dim. 3/30

2:25 pm-9:00 am

1 stop11h 35m

Madrid Barajas

mer. 4/9

12:45 pm-2:15 pm

2 stops32h 30m

$502

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 4/1

11:30 am-6:40 am

1 stop12h 10m

Madrid Barajas

mar. 4/8

10:05 am-3:55 pm

1 stop12h 50m

$503

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

lun. 3/24

5:11 pm-9:55 am

1 stop10h 44m

Madrid Barajas

mer. 4/2

1:45 pm-8:06 pm

1 stop13h 21m

$509

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

mar. 3/11

10:45 pm-7:55 pm

1 stop15h 10m

Madrid Barajas

mer. 3/19

12:40 pm-7:31 pm

1 stop12h 51m

$522

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

lun. 3/10

8:05 pm-6:45 pm

1 stop16h 40m

Madrid Barajas

lun. 3/17

7:35 pm-5:15 pm

1 stop27h 40m

$529

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

dim. 3/2

9:33 am-10:15 am

2 stops17h 42m

Madrid Barajas

mer. 3/12

10:00 am-10:23 pm

1 stop18h 23m

$540

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 36 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 February 14, 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 $1,124). 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 février 20, 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. Tuesday 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 février 20, 2025.

The most flights from CHI to TO9 are scheduled on a Monday (6 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (6 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 février 20, 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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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

Boarding

8.2

Overall

8.0

Entertainment

7.9

Comfort

8.0

Crew

8.5

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 $327. Users have also found prices from $419 and $433 on Lufthansa and Finnair, 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 (57%), Qatar Airways (57%) and Alaska Airlines (57%).

  • What are the cheapest flights from Chicago to Toledo?

    On average you can expect to pay $1,668 for a flight from Chicago to Toledo. The cheapest flight overall is $456 while the most popular route, (Chicago O'Hare Intl - Madrid Barajas) is currently priced at $462.

  • 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 $1,124). 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 février 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$489FlexibilityNo cancel feeOn-timeN/A
FinnairCheapest$446Average$657FlexibilityNo cancel feeOn-time76%
IberiaCheapest$461Average$802FlexibilityNo cancel feeOn-time77%
DeltaCheapest$465Average$871FlexibilityNo cancel feeOn-timeN/A
KLMCheapest$477Average$683FlexibilityNo cancel feeOn-time75%
British AirwaysCheapest$478Average$668FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$492Average$706FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$492Average$790FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$503Average$697FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$514Average$829FlexibilityNo cancel feeOn-time69%
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