Cheap flights from Rochester to Chicago

One-way fares from $405 · RST → CHI · prices found by travellers in the last 48 hours

Compare all dates Chicago → Rochester
Cheapest fare
$405

American Airlines · Wed, Nov 11

Cheapest month
November

from $405

Direct flights
Yes

American Airlines

Flight time
1h 39m

460 km

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Cheapest month to fly from Rochester to Chicago

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

  1. November 2026 Cheapest $405

Cheapest dates in November 2026

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

American Airlines
Depart16:20 Wed, Nov 11RST → ORD 1h 39m · Direct
$405one way, per person
View deal
See every date in November 2026 →

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About flights from Rochester to Chicago

Rochester (RST) and Chicago (CHI) are about 460 km apart. Direct flights take around 1h 39m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $405, 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 Rochester to Chicago?

The cheapest one-way fare we've seen recently is $405 with American Airlines, departing Wednesday, November 11, 2026.

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

November 2026 currently has the lowest fares, from $405 one way.

Are there direct flights from Rochester to Chicago?

Yes. Recent direct fares were with American Airlines.

How long is the flight from Rochester to Chicago?

A direct flight takes about 1h 39m. Rochester and Chicago are around 460 km apart.

Which airlines fly from Rochester to Chicago?

Recent fares on this route were with American Airlines.

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