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Flights from Toledo to Chicago

Cheap flight deals from Toledo to Chicago

Find the cheapest flights from Toledo to Chicago within the next 3 months. Book one way flights from AED 437 or round trip flights from AED 1,254.

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Flight Info | Toledo to Chicago

The distance between Toledo and Chicago is about 320.23 km. The most popular month to Chicago is December. The off-season for travel is December.

Cheapest one-way flight price AED 437
Cheapest return ticket price AED 1,254
Off-season for travel December
Peak season for travel December
Flight distance 320.23 km

When is the cheapest time to fly from Toledo to Chicago?

The cheapest time for Toledo to Chicago flights: Jul 27 to Aug 3 — one way flight prices from AED 459.

Cheapest flights
From price
Search
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
  • 17 24
  • 24 31

  • Sep

    31 7
  • 7 14
  • 14 21
  • 21 28

  • Oct

    28 5
  • 5 12
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from Toledo (TOL) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Toledo to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • According to Trip.com's data, the lowest price is around AED 857.

How to find a cheap flight from Toledo to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Toledo to Chicago. Book your flights at the right time and save more.
1
Being flexible with your dates to get the cheapest Toledo to Chicago ticket.
Tap "Date" on flight search bar to scan through the calender for Toledo to Chicago airfare over next 6 months in 2025. If you would like to fly in next 3 months, it seems the cheapest date is on Fri, Jul 25 at AED 437 for one-way flights.
2
Compare cheap Toledo to Chicago flight deals from over hundreds of airlines.
Our extensive search allows you to compare prices from over 500 airlines to choose the cheapest flight tickets from Toledo to Chicago. The cheapest airline operating is Allegiant Air.
3
Set up a Price Alert
By setting up a Price Alert for your Toledo to Chicago route, you can easily track the price of your airline tickets from without manually checking every day.
4
Don't miss cheap Toledo to Chicago flight deals and promo codes.
You can always get the latest deals through Trip.com Deals and Promo Codes for cheap flights. If registering a free membership, you can receive more deals for your flights.
5
Book early or wait unitl the last minute.
It's always better to book early. Flight tickets tend to be the cheapest when they are first released, normally about a year before the departure date. So, check online as soon as the flights you want become available. If you miss the cheapest time, you can still find lower-priced tickets as the flight date approaches.
6
Search for flights on the go.
To get the best flight booking experience on the go, download Trip.com and search for cheap flight tickets from Toledo to Chicago to get exclusive deals for you.

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