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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAD
Dec 28 — Jan 41
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The best prices from Chicago to Toledo are usually found in February or November, booked 86 days in advance, depart on a Wednesday or Monday and return on a Wednesday

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 December 23, 2024.

Round-trip from

$454
(FlightHub)

One-way from

$325
(Mytrip)

Popular in

June

Cheapest in

February

Average price

$934
From Chicago (CHI) to Toledo
One-way flight from Chicago (CHI) to Toledo
High demand for flights, 26% potential price rise
Best time to find cheap flights, 4% potential price drop
Average for round-trip flights in December 2024

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 December 23, 2024.

This eDestinos deal was found by Cheapflights users on 12/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/293:55 pmORD - MAD
1 stop12h 10mAer Lingus
Wed 1/1511:50 amMAD - ORD
1 stop14h 25mAer Lingus
Deal found 12/22$737
This American Airlines deal was found by Cheapflights users on 12/22. 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.
Fri 12/2711:45 amORD - MAD
1 stop11h 20mAmerican Airlines
Tue 1/141:15 pmMAD - ORD
1 stop13h 49mAmerican Airlines
Deal found 12/22$763
This United Airlines deal was found by Cheapflights users on 12/22. 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.
Sat 12/289:05 pmORD - MAD
2 stops29h 30mUnited Airlines
Wed 1/1512:15 pmMAD - ORD
1 stop13h 35mUnited Airlines
Deal found 12/22$808
This Delta deal was found by Cheapflights users on 12/22. 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.
Fri 12/275:30 pmORD - MAD
2 stops15h 35mDelta
Tue 1/1410:00 amMAD - ORD
1 stop18h 28mDelta
Deal found 12/22$820
This Gurufare deal was found by Cheapflights users on 12/22. 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 Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/236:39 pmORD - MAD
1 stop28h 06mBritish Airways
Mon 12/308:35 pmMAD - ORD
1 stop27h 25mBritish Airways
Deal found 12/22$841
This eDestinos deal was found by Cheapflights users on 12/22. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/296:25 pmORD - MAD
1 stop12h 05mIberia
Wed 1/1511:35 amMAD - ORD
Nonstop9h 55mIberia
Deal found 12/22$873
This Delta deal was found by Cheapflights users on 12/22. 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.
Fri 12/2712:10 pmMDW - MAD
2 stops15h 05mDelta
Tue 1/1410:00 amMAD - MDW
2 stops19h 20mDelta
Deal found 12/22$888
This Aeromexico deal was found by Cheapflights users on 12/23. 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 Aeromexico is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/315:30 pmORD - MAD
2 stops14h 55mAir France
Wed 1/84:20 pmMAD - ORD
1 stop29h 45mAir France
Deal found 12/23$905
This Expedia deal was found by Cheapflights users on 12/22. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/276:50 pmORD - MAD
1 stop31h 35mMultiple Airlines
Sun 1/1210:00 pmMAD - ORD
2 stops22h 55mMultiple Airlines
Deal found 12/22$929
This Ovago deal was found by Cheapflights users on 12/22. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/297:05 pmORD - MAD
1 stop31h 15mSWISS
Fri 1/1010:05 amMAD - ORD
1 stop13h 10mSWISS
Deal found 12/22$1,033
This Priceline deal was found by Cheapflights users on 12/21. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/278:20 pmORD - MAD
1 stop20h 00mTAP AIR PORTUGAL
Sun 12/2910:20 amMAD - ORD
1 stop12h 10mTAP AIR PORTUGAL
Deal found 12/21$1,157
This Gotogate deal was found by Cheapflights users on 12/22. 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.
Mon 12/309:50 amORD - MAD
2 stops20h 15mAir Canada
Mon 1/66:10 amMAD - ORD
2 stops20h 27mAir Canada
Deal found 12/22$1,254

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 December 23, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 3/2

8:25 pm-11:20 pm

1 stop19h 55m

Madrid Barajas

Tue 3/11

6:00 pm-4:30 pm

1 stop28h 30m

$451

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 1/28

11:40 am-6:05 am

1 stop11h 25m

Madrid Barajas

Wed 2/12

11:35 am-2:30 pm

Nonstop9h 55m

$456

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Tue 1/21

9:45 pm-4:50 pm

1 stop12h 05m

Madrid Barajas

Tue 1/28

10:45 am-5:56 pm

1 stop14h 11m

$478

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 2/5

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Wed 2/12

11:35 am-2:30 pm

Nonstop9h 55m

$487

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Sun 2/2

7:20 am-9:35 am

1 stop19h 15m

Madrid Barajas

Fri 2/7

12:15 pm-1:10 pm

2 stops31h 55m

$497

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Mon 2/10

6:35 pm-1:25 pm

1 stop11h 50m

Madrid Barajas

Tue 2/18

11:35 am-2:30 pm

Nonstop9h 55m

$502

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 2/5

11:35 am-11:45 am

2 stops17h 10m

Madrid Barajas

Wed 2/12

6:10 am-2:45 pm

2 stops15h 35m

$508

ChicagoMadrid

ORD - MAD

ORDMAD

Chicago O'Hare Intl

Wed 2/5

4:45 pm-7:55 am

Nonstop8h 10m

Madrid Barajas

Wed 2/12

11:35 am-2:30 pm

Nonstop9h 55m

$511

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 1/22

12:44 pm-9:00 am

1 stop13h 16m

Madrid Barajas

Tue 1/28

11:00 am-10:20 pm

1 stop18h 20m

$524

ChicagoMadrid

MDW - MAD

MDWMAD

Chicago Midway

Wed 2/5

9:33 am-9:00 am

2 stops16h 27m

Madrid Barajas

Wed 2/12

10:00 am-10:20 pm

2 stops19h 20m

$529

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/23

Showing 1-10 of 41 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 December 20, 2024.

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 $1,134). 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 December 23, 2024.

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.

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 December 23, 2024.

The most flights from CHI to TO9 are scheduled on a Monday (6 on average). You will have fewer flight options on Wednesday, 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 December 23, 2024.
To help decide which airline to fly from Chicago to Toledo, see what other customers have to say about TAP AIR PORTUGAL, British Airways 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
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

8.0
Very good
8,588 reviews
8.0
Very good
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

8.0
Very good
9,549 reviews
8.0
Very good
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

7.8
Good
1,345 reviews
8.0
Very good
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

7.7
Good
1,285 reviews
8.0
Very good
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

Overall

8.0

Reviews

1 / 10

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

7.6
Good
1,125 reviews
8.0
Very good
8,588 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.3

Entertainment

7.9

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 $358 and $394 on SWISS and Scandinavian 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 Iberia (54%), American Airlines (42%) and Qatar Airways (42%).

  • What are the cheapest flights from Chicago to Toledo?

    On average you can expect to pay $1,487 for a flight from Chicago to Toledo. The cheapest flight overall is $361 while the most popular route, (Chicago O'Hare Intl - Madrid Barajas) is currently priced at $443.

  • 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 $1,134). 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 December 23, 2024.
AirlineCheapestAverageFlexibilityOn-time
TAP AIR PORTUGALCheapest$355Average$514FlexibilityNo cancel feeOn-timeN/A
FinnairCheapest$440Average$666FlexibilityNo cancel feeOn-time76%
Air CanadaCheapest$451Average$711FlexibilityNo cancel feeOn-time67%
IberiaCheapest$453Average$817FlexibilityNo cancel feeOn-time77%
British AirwaysCheapest$465Average$695FlexibilityNo cancel feeOn-time70%
DeltaCheapest$475Average$810FlexibilityNo cancel feeOn-timeN/A
KLMCheapest$489Average$689FlexibilityNo cancel feeOn-time75%
American AirlinesCheapest$495Average$818FlexibilityNo cancel feeOn-time71%
Aer LingusCheapest$511Average$698FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$514Average$864FlexibilityNo cancel feeOn-time69%
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