Cheap flights from Rochester to Chicago

One-way fares from $167 · ROC → CHI · prices found by travellers in the last 48 hours

Cheapest fare
$167

American Airlines · Sat, Nov 7

Cheapest month
November

from $167

Direct flights
Yes

American Airlines

Flight time
2h 19m

830 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 $167

Cheapest dates in November 2026

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

American Airlines
Depart20:41 Sat, Nov 7ROC → ORD 2h 19m · Direct
$167one way, per person
View deal
Allegiant Air
Depart20:03 Thu, Nov 12ROC → ORD 6h 27m · 1 stop
$203one way, per person
View deal
See every date in November 2026 →

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About flights from Rochester to Chicago

Rochester (ROC) and Chicago (CHI) are about 830 km apart. Direct flights take around 2h 19m, and recent direct fares were with American Airlines. Over the next few months, one-way fares start from $167, 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 $167 with American Airlines, departing Saturday, November 7, 2026.

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

November 2026 currently has the lowest fares, from $167 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 2h 19m. Rochester and Chicago are around 830 km apart.

Which airlines fly from Rochester to Chicago?

Recent fares on this route were with American Airlines and Allegiant Air.

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