Search Orlando → Chicago in October
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Flights from Orlando to Chicago in October
Planning a trip from Orlando to Chicago in October? Find the best flights and seasonal tips. Flight time: 2h 35m.
Flying in October
Chicago typically sees daytime highs around 18°C and overnight lows around 10°C in October, based on the last 3 years. Expect roughly 75 mm of rain across the month.
Top things to do in Chicago
Chicago Architecture Center River Cruise aboard First Lady
★ 4.9(6,467 reviews)· 1h 30m
From €51
Chicago Architecture River Cruise
★ 4.8(16,571 reviews)· 1h 30m
From €35
Chicago River 90-Minute Architecture Tour
★ 4.7(10,488 reviews)· 1h 30m
From €40
Chicago River 45-Minute Architecture Tour from Magnificent Mile
★ 4.7(3,397 reviews)· 45 min
From €25
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Nearby airports
Near Orlando
- Orlando Sanford International Airport (SFB)39 km
- Melbourne Orlando International Airport (MLB)74 km
- Lakeland Linder Regional Airport (LAL)85 km
Near Chicago
- Chicago Midway International Airport (MDW)25 km
- Gary Chicago International Airport (GYY)57 km
- Michigan City Municipal Airport (MGC)95 km
Fly Orlando to Chicago in a different month
More about this route
FAQs — Orlando to Chicago in October
We don't have real fare data for October on this route yet — use the search box above for live prices.