Cheap flights from Kitchener to Chicago

One-way fares from $734 · YKF → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Kitchener
Cheapest fare
$734

Flair Airlines · Fri, Nov 13

Cheapest month
November

from $734

Direct flights
Not recently

Usually 1+ stop

Quickest trip
6h 56m

610 km

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Cheapest month to fly from Kitchener to Chicago

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

  1. November 2026 Cheapest $734

Cheapest dates in November 2026

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

Flair Airlines
Depart16:30 Fri, Nov 13YKF → ORD 6h 56m · 2 stops
$734one way, per person
View deal
Flair Airlines
Depart12:45 Thu, Nov 12YKF → ORD 11h 26m · 3 stops
$788one way, per person
View deal
See every date in November 2026 →

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About flights from Kitchener to Chicago

Kitchener (YKF) and Chicago (CHI) are about 610 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 6h 56m. Over the next few months, one-way fares start from $734, 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 Kitchener to Chicago?

The cheapest one-way fare we've seen recently is $734 with Flair Airlines, departing Friday, November 13, 2026.

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

November 2026 currently has the lowest fares, from $734 one way.

Are there direct flights from Kitchener to Chicago?

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

How long is the flight from Kitchener to Chicago?

The quickest journey we've seen takes about 6h 56m. Kitchener and Chicago are around 610 km apart.

Which airlines fly from Kitchener to Chicago?

Recent fares on this route were with Flair Airlines.

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