Cheap Flights from Akron to Chicago
Cheap Flights from Akron to Chicago
Looking for cheap flights from Akron to Chicago? 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 Akron to Chicago vary by season, cabin, and date, but available award flights can start around 9,000–19,300 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 Akron to Chicago for specific travel dates.
2026-11-28
CAK - ORD
First | Non stop | 8 left
From 9,000 Pts + $25.6
2026-11-28
CAK - ORD
First | Non stop | 8 left
From 9,000 Pts + $25.6
2026-11-28
CAK - ORD
Economy | Non stop
From 10,000 Pts + $5.6
2026-11-28
CAK - ORD
Economy | Non stop
From 10,000 Pts + $5.6
2026-11-28
CAK - ORD
Business | Non stop
From 19,300 Pts + $5.6
2026-11-28
CAK - ORD
Business | Non stop
From 19,300 Pts + $5.6
Akron to Chicago flight facts
Distance
345 mi
555 km in a straight line
Estimated flight time
about 1h 15m
In the air, for the straight-line distance
Time difference
−1h
Chicago is 1 hour behind Akron.
Airports in Akron
CAK · Akron Canton Regional
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Cleveland - Chicago · Cleveland is 40 mi from Akron
Flights Pittsburgh - Chicago · Pittsburgh is 70 mi from Akron
Flights Columbus - Chicago · Columbus is 99 mi from Akron
Flights Akron - Madison · Madison is 111 mi from Chicago
Flights Morgantown - Chicago · Morgantown is 119 mi from Akron
Flights Detroit - Chicago · Detroit is 133 mi from Akron
Premium cabin flights from Akron to Chicago
Premium cabin
2026-11-29
CAK - ORD
First | Non stop | 7 left
From 30,500 Pts + $5.6
Premium cabin
2026-11-29
CAK - ORD
First | Non stop | 7 left
From 30,500 Pts + $5.6
Premium cabin
2026-11-28
CAK - ORD
First | Non stop | 8 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-28
CAK - ORD
First | Non stop | 8 left
From 9,000 Pts + $25.6
Premium cabin
2026-11-28
CAK - ORD
First | Non stop
From 20,500 Pts + $5.6
Premium cabin
2026-11-28
CAK - ORD
First | Non stop
From 20,500 Pts + $5.6
Selected hotels for your next stay
Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $236
Chicago (USA)
ACME Hotel Chicago, Outset Collection by Hilton
From 28,000 Pts or $75
Chicago, IL (USA)
Waldorf Astoria Chicago
From 95,000 Pts or $407
Frequently Asked Questions
The cheapest route from Akron to Chicago 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 Akron to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Akron to Chicago.
Akron and Chicago are about 345 miles (555 km) apart in a straight line.
Flying the 345-mile straight-line distance takes about 1h 15m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Chicago is 1 hour behind Akron.
Departures from Akron: Akron Canton Regional (CAK). Arrivals in Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD).
Travelers searching this route also look at other popular routes into Chicago, plus the return trip when we track it. Fares and award space change daily.
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