$169+ Cheap flights from Toledo, OH (TOL) to Chicago (CHI)
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 3/8. Fares are subject to change and may not be available on all flights or dates of travel.
TOL — CHI
Feb 28 — Mar 71
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Toledo to Chicago
Cheapest flights from Toledo to ChicagoExplore the most affordable flight options available from Toledo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
Explore the most affordable flight options available from Toledo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 1/28. 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.
Thu 1/2911:52 am
TOL
- ORD
1 stop30h 06m
Multiple Airlines
Thu 2/511:51 am
ORD
- TOL
1 stop22h 40m
Multiple Airlines
Deal found 1/28![Multiple Airlines logo]()
$564
Find flight deals from Toledo to Chicago
Discover tips and strategies to find the most affordable flight options for your journey from Toledo (TOL) to Chicago (CHI). 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 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Popular in | June |
Cheapest in | April |
Average price | $242 |
Cheapflights Fare Finder
Customize your flight search to find flights from Toledo to Chicago 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 29, 2026.
Use the filters below to find and compare flights from Toledo to Chicago that are best for you.
Fly from
Toledo
Fly to
Chicago
Route
Depart
Return
Price
ToledoChicago
TOL - ORD
TOLORD
Toledo Express
Sun 3/8
9:20 am-8:23 am
2 stops48h 03m
$169
Compare providers for flights from Toledo to Chicago
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Toledo to Chicago in January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Toledo, Ohio-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Toledo, Ohio-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Toledo, Ohio-Chicago flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Toledo, Ohio-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Toledo, Ohio-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Toledo to Chicago
Have a flexible travel schedule? Discover the best time to fly to Chicago from Toledo 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 Toledo to Chicago
What is the cheapest month to book a flight from Toledo, Ohio to Chicago?
Currently, November is the cheapest month in which you can book a flight from Toledo, Ohio to Chicago (average of $53). Flying from Toledo, Ohio to Chicago in February is currently the most expensive (average of $137). 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.
Related info for your journey
Find useful and relevant information for your journey from Toledo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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