Cheap Flights from Hailey to Chicago
Cheap Flights from Hailey to Chicago
Looking for cheap flights from Hailey 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 Hailey to Chicago vary by season, cabin, and date. There is no award space in the next two months right now. The live search above allows filtering by cabin, airline, stops, or maximum points to find the best award flights from Hailey to Chicago for specific travel dates.
Hailey to Chicago flight facts
Distance
1,336 mi
2,150 km in a straight line
Estimated flight time
about 3h 15m
In the air, for the straight-line distance
Time difference
+1h
Chicago is 1 hour ahead of Hailey.
Airports in Hailey
SUN · Friedman Memorial
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Nearby airport alternatives
Flights Boise - Chicago · Boise is 97 mi from Hailey
Flights Jacksn Hole - Chicago · Jacksn Hole is 178 mi from Hailey
Premium cabin flights from Hailey to Chicago
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 Hailey 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 Hailey to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Hailey to Chicago.
Hailey and Chicago are about 1,336 miles (2,150 km) apart in a straight line.
Flying the 1,336-mile straight-line distance takes about 3h 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 ahead of Hailey.
Departures from Hailey: Friedman Memorial (SUN). 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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