
Cheap Flights from Chicago to Taipei
Cheap Flights from Chicago to Taipei
Looking for cheap flights from Chicago to Taipei? 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 Taipei vary by season, cabin, and date, but available award flights can start around 37,500–45,000 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 Taipei for specific travel dates.
2026-11-05
ORD - TSA
Economy | 2 Stops
From 37,500 Pts + $14.9

2026-11-30
ORD - TSA
Economy | 2 Stops
From 37,500 Pts + $14.9

2026-12-01
ORD - TSA
Economy | 2 Stops
From 37,500 Pts + $14.9

2026-12-03
ORD - TSA
Economy | 2 Stops
From 37,500 Pts + $14.9

2027-01-04
ORD - TSA
Economy | 2 Stops
From 37,500 Pts + $14.9

2026-12-01
ORD - TSA
Economy | 1 Stop
From 45,000 Pts + $14.9

Chicago to Taipei flight facts
Distance
7,441 mi
11,974 km in a straight line
Estimated flight time
about 15h 30m
In the air, for the straight-line distance
Time difference
+14h
Taipei is 14 hours ahead of Chicago.
Airports in Chicago
DPA · Dupage
MDW · Chicago Midway Intl
ORD · Chicago O'Hare Intl
Airports in Taipei
TSA · Taipei Songshan
Nearby airport alternatives
Flights Chicago - Taipei · Taipei is 20 mi from Taipei
Flights Chicago - Fuzhou · Fuzhou is 132 mi from Taipei
Premium cabin flights from Chicago to Taipei
Premium cabin
2026-11-06
ORD - TSA
First | 2 Stops
From 150,000 Pts + $14.9

Premium cabin
2026-11-06
ORD - TSA
Business | 2 Stops
From 110,000 Pts + $14.9

Premium cabin
2026-11-06
ORD - TSA
Premium Economy | 2 Stops
From 70,000 Pts + $14.9

Selected hotels for your next stay
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Frequently Asked Questions
The cheapest route from Chicago to Taipei 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 Taipei.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Chicago to Taipei.
Chicago and Taipei are about 7,441 miles (11,974 km) apart in a straight line.
Flying the 7,441-mile straight-line distance takes about 15h 30m in the air, estimated from typical cruising speed. Actual travel time depends on the routing; itineraries with connections take longer.
Taipei is 14 hours ahead of Chicago.
Departures from Chicago: Dupage (DPA), Chicago Midway Intl (MDW), Chicago O'Hare Intl (ORD). Arrivals in Taipei: Taipei Songshan (TSA).
Travelers searching this route also look at other popular routes into Taipei, plus the return trip when we track it. Fares and award space change daily.
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Our mission is to provide the simplest and best
points travel planning experience. Yeah!