Cheap flights from Toledo to Chicago

One-way fares from $194 · TOL → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Toledo
Cheapest fare
$194

Allegiant Air · Fri, Nov 13

Cheapest month
November

from $194

Direct flights
Not recently

Usually 1+ stop

Quickest trip
5h 40m

340 km

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Cheapest month to fly from Toledo to Chicago

Lowest one-way fare per person in each month. Choose a month to see every date.

  1. November 2026 Cheapest $194

Cheapest dates in November 2026

The lowest fares we've seen for each day, cheapest first.

Allegiant Air
Depart21:14 Fri, Nov 13TOL → ORD 5h 40m · 1 stop
$194one way, per person
View deal
See every date in November 2026 →

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About flights from Toledo to Chicago

Toledo (TOL) and Chicago (CHI) are about 340 km apart. We haven't seen direct fares on this route recently, so expect at least one stop; the quickest journey we've seen takes about 5h 40m. Over the next few months, one-way fares start from $194, and November 2026 is currently the cheapest month to fly.

These prices come from searches travellers made in the last 48 hours, so they move quickly. If you see a good fare, it's worth booking soon. FlightsExp is free to use: you book directly with our travel partner.

Frequently asked questions

How much is a flight from Toledo to Chicago?

The cheapest one-way fare we've seen recently is $194 with Allegiant Air, departing Friday, November 13, 2026.

What is the cheapest month to fly from Toledo to Chicago?

November 2026 currently has the lowest fares, from $194 one way.

Are there direct flights from Toledo to Chicago?

We haven't seen direct fares recently, so most journeys include at least one stop.

How long is the flight from Toledo to Chicago?

The quickest journey we've seen takes about 5h 40m. Toledo and Chicago are around 340 km apart.

Which airlines fly from Toledo to Chicago?

Recent fares on this route were with Allegiant Air.

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