Cheap Flights from Taipei to Chicago
Looking for cheap flights from Taipei 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 Taipei to Chicago vary by season, cabin, and date, but available award flights can start around 33,000–37,000 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 Taipei to Chicago for specific travel dates.
2026-10-04
TPE - ORD
Economy | 1 Stop | 8 left
From 33,000 Pts + $510.7
2026-09-14
TPE - ORD
Economy | Non stop | 3 left
From 37,000 Pts + $143.4
2026-09-17
TPE - ORD
Economy | Non stop | 2 left
From 37,000 Pts + $143.4
2026-09-15
TPE - ORD
Economy | 1 Stop | 1 left
From 37,000 Pts + $149
2026-09-20
TPE - ORD
Economy | 1 Stop | 1 left
From 37,000 Pts + $149
2026-09-19
TPE - ORD
Economy | 1 Stop | 9+ left
From 37,000 Pts + $155.9
Premium cabin flights from Taipei to Chicago
Premium cabin
2026-09-28
TPE - ORD
Business | 1 Stop | 1 left
From 107,500 Pts + $532.6
Premium cabin
2026-09-30
TPE - ORD
Premium Economy | 2 Stops
From 50,000 Pts + $66.3
Premium cabin
2026-09-13
TPE - ORD
Premium Economy | 1 Stop | 9+ left
From 65,000 Pts + $47.5
Premium cabin
2026-09-14
TPE - ORD
Premium Economy | 1 Stop | 9+ left
From 65,000 Pts + $47.5
Premium cabin
2026-09-15
TPE - ORD
Premium Economy | 1 Stop | 9+ left
From 65,000 Pts + $47.5
Premium cabin
2026-09-16
TPE - ORD
Premium Economy | 1 Stop | 9+ left
From 65,000 Pts + $47.5
Selected hotels for your next stay
Chicago (United States)
Chicago Athletic Association
From 15,000 Pts or $504
Vernon Hills (United States)
Hotel Indigo Chicago-Vernon Hills
From 18,000 Pts or $131
Naperville (United States)
Hotel Indigo Naperville Riverwalk
From 25,000 Pts or $218
Frequently Asked Questions
The cheapest route from Taipei 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 Taipei to Chicago.
Yes. Searching metro codes when available helps compare nearby airport combinations for flights from Taipei to Chicago.
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points travel planning experience. Yeah!
