Cheap Flights from Chicago to Honolulu
Cheap Flights from Chicago to Honolulu
Looking for cheap flights from Chicago to Honolulu? 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 Honolulu vary by season, cabin, and date, but available award flights can start around 17,500–22,500 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 Honolulu for specific travel dates.
2026-12-31
ORD - HNL
Economy | 1 Stop | 9+ left
From 17,500 Pts + $11.2
2026-11-11
ORD - HNL
Economy | 1 Stop | 9+ left
From 22,500 Pts + $5.6
2026-11-12
ORD - HNL
Economy | 1 Stop | 9+ left
From 22,500 Pts + $5.6
2026-11-16
ORD - HNL
Economy | 1 Stop | 9+ left
From 22,500 Pts + $5.6
2026-11-23
ORD - HNL
Economy | 1 Stop
From 22,500 Pts + $5.6
2026-11-05
ORD - HNL
Economy | 1 Stop | 9+ left
From 22,500 Pts + $11.2
Chicago to Honolulu flight facts
Distance
4,234 mi
6,814 km in a straight line
Estimated flight time
about 9h
In the air, for the straight-line distance
Time difference
−4h
Honolulu is 4 hours behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Honolulu
HNL · Daniel K Inouye Intl
Nearby airport alternatives
Flights Chicago - Maui · Maui is 100 mi from Honolulu
Flights Chicago - Lihue · Lihue is 102 mi from Honolulu
Flights Madison - Honolulu · Madison is 111 mi from Chicago
Flights Chicago - Kona · Kona is 163 mi from Honolulu
Flights Indianapolis - Honolulu · Indianapolis is 174 mi from Chicago
Premium cabin flights from Chicago to Honolulu
Premium cabin
2026-11-14
ORD - HNL
First | 1 Stop | 2 left
From 50,000 Pts + $25.6
Premium cabin
2026-11-15
ORD - HNL
First | 1 Stop | 2 left
From 50,000 Pts + $25.6
Premium cabin
2026-11-18
ORD - HNL
First | 1 Stop | 1 left
From 50,000 Pts + $25.6
Premium cabin
2026-11-19
ORD - HNL
First | 1 Stop | 8 left
From 50,000 Pts + $25.6
Premium cabin
2026-11-21
ORD - HNL
First | 1 Stop | 5 left
From 50,000 Pts + $25.6
Premium cabin
2026-11-22
ORD - HNL
First | 1 Stop | 5 left
From 50,000 Pts + $25.6
Selected hotels for your next stay
Honolulu, HI (USA)
Ka La'i Waikiki Beach, LXR Hotels & Resorts
From 100,000 Pts or $433
Honolulu, HI (USA)
The Laylow, Autograph Collection
From Pts or $241
Honolulu, HI (USA)
Sheraton Waikiki
From Pts or $338
Frequently Asked Questions
The cheapest route from Chicago to Honolulu 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 Honolulu.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Honolulu.
Chicago and Honolulu are about 4,234 miles (6,814 km) apart in a straight line.
Flying the 4,234-mile straight-line distance takes about 9h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Honolulu is 4 hours behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Honolulu: Daniel K Inouye Intl (HNL).
Travelers searching this route also look at other popular routes into Honolulu, plus the return trip when we track it. Fares and award space change daily.
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