Cheap Flights from Chicago to Jacksn Hole
Cheap Flights from Chicago to Jacksn Hole
Looking for cheap flights from Chicago to Jacksn Hole? 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 Jacksn Hole vary by season, cabin, and date, but available award flights can start around 7,500–12,500 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 Jacksn Hole for specific travel dates.
2026-12-19
ORD - JAC
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-12-20
ORD - JAC
Economy | Non stop | 8 left
From 7,500 Pts + $25.6
2027-01-03
ORD - JAC
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2027-01-04
ORD - JAC
Economy | Non stop | 9+ left
From 7,500 Pts + $25.6
2026-12-31
ORD - JAC
Economy | Non stop | 9+ left
From 12,500 Pts + $10.1
2027-01-01
ORD - JAC
Economy | Non stop | 9+ left
From 12,500 Pts + $10.1
Chicago to Jacksn Hole flight facts
Distance
1,158 mi
1,863 km in a straight line
Estimated flight time
about 2h 45m
In the air, for the straight-line distance
Time difference
−1h
Jacksn Hole is 1 hour behind Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Jacksn Hole
JAC · Jackson Hole
Nearby airport alternatives
Flights Chicago - Cody · Cody is 106 mi from Jacksn Hole
Flights Chicago - Bozeman · Bozeman is 151 mi from Jacksn Hole
Flights Chicago - Hailey · Hailey is 178 mi from Jacksn Hole
Flights Chicago - Billings · Billings is 186 mi from Jacksn Hole
Premium cabin flights from Chicago to Jacksn Hole
Premium cabin
2026-11-07
ORD - JAC
First | 1 Stop | 1 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-10
ORD - JAC
First | 1 Stop | 3 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-11
ORD - JAC
First | 1 Stop | 2 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-12
ORD - JAC
First | 1 Stop | 3 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-13
ORD - JAC
First | 1 Stop | 1 left
From 35,000 Pts + $25.6
Premium cabin
2026-11-14
ORD - JAC
First | 1 Stop | 3 left
From 35,000 Pts + $25.6
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to Jacksn Hole 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 Jacksn Hole.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Jacksn Hole.
Chicago and Jacksn Hole are about 1,158 miles (1,863 km) apart in a straight line.
Flying the 1,158-mile straight-line distance takes about 2h 45m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Jacksn Hole is 1 hour behind Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Jacksn Hole: Jackson Hole (JAC).
Travelers searching this route also look at other popular routes into Jacksn Hole, plus the return trip when we track it. Fares and award space change daily.
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