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Cheap Flights from Taipei to Chicago starting at S$ 769

Book one-way or return flights from Taipei to Chicago from as little as S$ 769. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • TPE23:50
        35h 19m
        1 stop
        MDW22:09
        Tue, May 7|Taipei - Chicago|STARLUX Airlines
        S$ 769S$ 1,078
        28% OFF
        28% OFF
        S$ 1,078S$ 769
      • TPE23:50
        35h 19m
        1 stop
        MDW22:09
        Mon, May 6|Taipei - Chicago|STARLUX Airlines
        S$ 784S$ 1,078
        27% OFF
        27% OFF
        S$ 1,078S$ 784
      • TPE23:50
        28h 33m
        1 stop
        MDW15:23
        Tue, May 28|Taipei - Chicago|STARLUX Airlines
        S$ 789S$ 1,078
        27% OFF
        27% OFF
        S$ 1,078S$ 789
      • TPE23:50
        35h 19m
        1 stop
        MDW22:09
        Mon, May 13|Taipei - Chicago|STARLUX Airlines
        S$ 801
        S$ 801
      • TPE23:50
        35h 19m
        1 stop
        MDW22:09
        Sun, May 12|Taipei - Chicago|STARLUX Airlines
        S$ 809
        S$ 809
      • TPE23:50
        19h 33m
        1 stop
        ORD06:23
        Wed, May 8|Taipei - Chicago|STARLUX Airlines
        S$ 818
        S$ 818
      • TPE23:50
        28h 33m
        1 stop
        MDW15:23
        Sun, Jun 9|Taipei - Chicago|STARLUX Airlines
        S$ 820
        S$ 820
      • TPE23:50
        19h 30m
        1 stop
        ORD06:20
        Tue, May 21|Taipei - Chicago|STARLUX Airlines
        S$ 826
        S$ 826
      • TPE23:50
        19h 30m
        1 stop
        ORD06:20
        Tue, Jun 4|Taipei - Chicago|STARLUX Airlines
        S$ 827
        S$ 827
      • TPE12:10
        22h 59m
        1 stop
        MDW22:09
        Tue, May 14|Taipei - Chicago|United Airlines
        S$ 827
        S$ 827
      • TPE13:00
        3h 5m
        Direct
        CHI14:00
        Fri, May 3|Taipei - Chicago|STARLUX Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Searching for the best last minute flight from Taipei to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Taipei to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the lowest average weekly prices of the corresponding route on Trip.com.
Cheapest Airlines flying from Taipei to Chicago

View airlines operating flights from Taipei to Chicago. Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Philippine Airlines
From S$ 521
Xiamen Airlines
From S$ 748
Delta Air Lines
From S$ 818
Korean Air
From S$ 820
STARLUX Airlines
From S$ 828
VietJet Air
From S$ 867
Ana
From S$ 886
China Airlines
From S$ 890
United Airlines
From S$ 930
Asiana Airlines
From S$ 934
ANA airlines

Find more flights and airlines

Alternative Routes from Taipei to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Taipei to Chicago.

  • Cheapest
    Philippine Airlines
    TPE
    17:20
    41h 49m
    2 transfer
    MDW
    22:09
    Taiwan Taoyuan International Airport - Midway International Airport
    Tue, May 14Philippine Airlines
    S$ 521
  • Philippine Airlines
    TPE
    09:45
    33h 35m
    2 transfer
    ORD
    06:20
    Taiwan Taoyuan International Airport - O'Hare International Airport
    Tue, May 28Philippine Airlines
    S$ 590
  • Ana
    TSA
    13:35
    45h 34m
    2 transfer
    MDW
    22:09
    Taipei Songshan Airport - Midway International Airport
    Fri, May 3Ana
    S$ 886
  • Ana
    TSA
    13:35
    45h 34m
    2 transfer
    MDW
    22:09
    Taipei Songshan Airport - Midway International Airport
    Fri, May 3Ana
    S$ 886
    Find More Flights

Frequently Asked Questions

  • When to buy flight tickets from Taipei (TPE) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Taipei to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much is a flight from Taipei (TPE) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around S$ 2,252.

  • How long is a flight from Taipei (TPE) to Chicago (CHI)?

    It takes about 14 hours 7 minutes to fly from Taipei (TPE) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What time does the latest flight from Taipei to Chicago depart?

    The latest flight departs from Taipei (TPE) at 20:00 and arrives in Chicago (ORD) at 21:00.

  • What are the most popular airlines that fly from Taipei (TPE) to Chicago (CHI)?

    Airlines with flights from Taipei (TPE) to Chicago (CHI): Copa Airlines, Singapore Airlines, Thai Airways and Eva Air.

  • What's the most popular airline for direct flights from Taipei (TPE) to Chicago (CHI)?

    Eva Air operates 1 direct flights from Taipei (TPE) to Chicago (CHI).

  • How many airports in Chicago?

How to find a cheap flight from Taipei to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Taipei to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com
Flight Information from Taipei to Chicago

Cheapest direct flight price

S$ 768

Cheapest return ticket price

S$ 1,894

Cheapest month

May

Peak season for travel

October

Flight distance

11,992.66km

Average flight time

14 hours 7 minutes

Popular airline

Air Canada

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