Cheap flights from Chicago to Cleveland

One-way fares from $125 · CHI → CLE · prices found by travellers in the last 48 hours

Compare all dates Cleveland → Chicago
Cheapest fare
$125

American Airlines · Tue, Nov 10

Cheapest month
November

from $125

Direct flights
Yes

American Airlines

Flight time
1h 33m

490 km

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Cheapest month to fly from Chicago to Cleveland

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

  1. November 2026 Cheapest $125

Cheapest dates in November 2026

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

American Airlines
Depart21:20 Tue, Nov 10ORD → CLE 1h 33m · Direct
$125one way, per person
View deal
jetBlue
Depart07:00 Mon, Nov 16ORD → CLE 6h 05m · 1 stop
$165one way, per person
View deal
See every date in November 2026 →

Plan the rest of your trip to Cleveland

Where to stay, what to do and getting around, from our travel partners.

Where to stay

Hotels in ClevelandCompare places to stay on Booking.com Find hotels →

Things to do

Things to do in ClevelandTours, attractions and day trips on Klook Explore →

Getting around

Airport transfer in ClevelandPre-book a driver to meet you at arrivals, with Kiwitaxi Book a transfer → Car hire in ClevelandCompare rental cars from major brands on EconomyBookings Compare cars →

About flights from Chicago to Cleveland

Chicago (CHI) and Cleveland (CLE) are about 490 km apart. Direct flights take around 1h 33m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $125, 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 Chicago to Cleveland?

The cheapest one-way fare we've seen recently is $125 with American Airlines, departing Tuesday, November 10, 2026.

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

November 2026 currently has the lowest fares, from $125 one way.

Are there direct flights from Chicago to Cleveland?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Chicago to Cleveland?

A direct flight takes about 1h 33m. Chicago and Cleveland are around 490 km apart.

Which airlines fly from Chicago to Cleveland?

Recent fares on this route were with American Airlines and jetBlue.

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