Cheap Flights from Chicago to The Valley
Cheap Flights from Chicago to The Valley
Looking for cheap flights from Chicago to The Valley? 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 The Valley vary by season, cabin, and date, but available award flights can start around 10,500–23,500 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 The Valley for specific travel dates.
2026-12-21
ORD - AXA
Economy | 1 Stop
From 10,500 Pts + $20.6
2026-12-19
ORD - AXA
Economy | 2 Stops
From 15,000 Pts + $26.2
2026-12-19
ORD - AXA
Economy | 2 Stops | 1 left
From 17,500 Pts + $46.2
2026-12-21
ORD - AXA
Economy | 2 Stops | 9+ left
From 17,500 Pts + $46.2
2026-12-21
ORD - AXA
Economy | 2 Stops
From 23,300 Pts + $49.6
2026-12-20
ORD - AXA
Economy | 2 Stops
From 23,500 Pts + $26.2
Chicago to The Valley flight facts
Distance
2,197 mi
3,535 km in a straight line
Estimated flight time
about 5h
In the air, for the straight-line distance
Time difference
+2h
The Valley is 2 hours ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in The Valley
AXA · Clayton J Lloyd Intl
Nearby airport alternatives
Flights Chicago - Basse Terre · Basse Terre is 66 mi from The Valley
Flights Chicago - St. Thomas · St. Thomas is 126 mi from The Valley
Premium cabin flights from Chicago to The Valley
Premium cabin
2026-12-17
ORD - AXA
Business | 2 Stops
From 56,500 Pts + $26.2
Premium cabin
2026-12-19
ORD - AXA
Business | 2 Stops | 1 left
From 35,000 Pts + $46.2
Premium cabin
2026-12-21
ORD - AXA
Business | 2 Stops | 4 left
From 35,000 Pts + $46.2
Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to The Valley 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 The Valley.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to The Valley.
Chicago and The Valley are about 2,197 miles (3,535 km) apart in a straight line.
Flying the 2,197-mile straight-line distance takes about 5h in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
The Valley is 2 hours ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in The Valley: Clayton J Lloyd Intl (AXA).
Travelers searching this route also look at other popular routes into The Valley, plus the return trip when we track it. Fares and award space change daily.
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