Cheap Flights from Male to Chicago
Cheap Flights from Male to Chicago
Looking for cheap flights from Male 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 Male to Chicago vary by season, cabin, and date, but available award flights can start around 19,500–35,500 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 Male to Chicago for specific travel dates.
2026-12-02
MLE - ORD
Economy | 2 Stops | 9+ left
From 19,500 Pts + $463.9
2026-12-03
MLE - ORD
Economy | 2 Stops | 9+ left
From 24,500 Pts + $464
2026-11-15
MLE - ORD
Economy | 2 Stops | 9+ left
From 27,000 Pts + $462.9
2026-11-18
MLE - ORD
Economy | 2 Stops | 9+ left
From 27,000 Pts + $463.9
2026-11-20
MLE - ORD
Economy | 2 Stops | 9+ left
From 27,000 Pts + $464
2026-12-07
MLE - ORD
Economy | 2 Stops | 9+ left
From 35,500 Pts + $464
Male to Chicago flight facts
Distance
9,047 mi
14,560 km in a straight line
Estimated flight time
about 18h 30m
In the air, for the straight-line distance
Time difference
−11h
Chicago is 11 hours behind Male.
Airports in Male
MLE · Malé Intl
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Premium cabin flights from Male to Chicago
Premium cabin
2026-11-06
MLE - ORD
Business | 1 Stop | 4 left
From 107,400 Pts + $295.8
Premium cabin
2027-01-04
MLE - ORD
Business | 1 Stop | 4 left
From 107,400 Pts + $295.8
Premium cabin
2026-12-04
MLE - ORD
Premium Economy | 2 Stops | 9+ left
From 39,000 Pts + $646.8
Premium cabin
2026-12-06
MLE - ORD
Premium Economy | 2 Stops | 6 left
From 49,000 Pts + $648.4
Premium cabin
2026-12-09
MLE - ORD
Premium Economy | 2 Stops | 4 left
From 60,000 Pts + $646.8
Premium cabin
2026-12-10
MLE - ORD
Premium Economy | 2 Stops | 8 left
From 60,000 Pts + $646.8
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 Male 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 Male to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Male to Chicago.
Male and Chicago are about 9,047 miles (14,560 km) apart in a straight line.
Flying the 9,047-mile straight-line distance takes about 18h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Chicago is 11 hours behind Male.
Departures from Male: Malé Intl (MLE). 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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