Cheap Flights from Chicago to Evansville
Cheap Flights from Chicago to Evansville
Looking for cheap flights from Chicago to Evansville? PointsYeah scans award availability across major airline and bank transfer programs in one place, so travelers can compare the lowest points and cash routes faster. Instead of searching each airline separately, users can see pricing from programs like Chase, Amex, Capital One, Citi, and Bilt side by side.
Award prices from Chicago to Evansville vary by season, cabin, and date, but available award flights can start around 4,500 points one way, with premium cabins available at higher mileage levels. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Chicago to Evansville for specific travel dates.
2026-11-06
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
2026-11-07
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
2026-11-08
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
2026-11-09
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
2026-11-10
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
2026-11-11
ORD - EVV
Economy | Non stop | 9+ left
From 4,500 Pts + $25.6
Chicago to Evansville flight facts
Distance
267 mi
430 km in a straight line
Estimated flight time
about 1h
In the air, for the straight-line distance
Time difference
Same time zone
Evansville is in the same time zone as Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Evansville
EVV · Evansville Regional
Nearby airport alternatives
Flights Chicago - Louisville · Louisville is 98 mi from Evansville
Flights Chicago - Indianapolis · Indianapolis is 134 mi from Evansville
Flights Chicago - Nashville · Nashville is 140 mi from Evansville
Flights Chicago - Decatur · Decatur is 143 mi from Evansville
Flights Chicago - Champaign · Champaign is 144 mi from Evansville
Flights Chicago - Lexington KY · Lexington KY is 159 mi from Evansville
Premium cabin flights from Chicago to Evansville
Premium cabin
2026-11-05
ORD - EVV
First | Non stop | 5 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-13
ORD - EVV
First | Non stop | 2 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-14
ORD - EVV
First | Non stop | 4 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-15
ORD - EVV
First | Non stop | 4 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-16
ORD - EVV
First | Non stop | 4 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-17
ORD - EVV
First | Non stop | 4 left
From 9,000 Pts + $25.6
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to Evansville depends on award space, transfer bonuses, and travel dates. PointsYeah compares bank and airline programs in one place so you can find the best points and cash combinations faster.
Yes. Transferable points from Chase, Amex, Capital One, Citi, and Bilt can often be moved to airline partners for flights from Chicago to Evansville.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Evansville.
Chicago and Evansville are about 267 miles (430 km) apart in a straight line.
Flying the 267-mile straight-line distance takes about 1h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Evansville is in the same time zone as Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Evansville: Evansville Regional (EVV).
Travelers searching this route also look at other popular routes into Evansville, plus the return trip when we track it. Fares and award space change daily.
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