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$451+ Cheap flights from Taiwan Taoyuan Intl (TPE) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/13. Fares are subject to change and may not be available on all flights or dates of travel.
TPE — CHI
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheap flight deals from Taiwan Taoyuan Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Taiwan Taoyuan Intl (TPE) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 16, 2025.

Round-trip from

$726
(Delta)

One-way from

$451
(Kiwi.com)

Popular in

January

Cheapest in

April

Average price

$1,312

Good one-way deal

$1,219 or less
From Taipei City Taiwan Taoyuan Intl to Chicago (CHI)
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One-way flight from Taipei City Taiwan Taoyuan Intl to Chicago (CHI)
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High demand for flights, 0% potential price rise
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Cheapest flight prices on average. 3% potential price decrease ($38 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a one-way flight from Taipei City Taiwan Taoyuan Intl to Chicago (CHI).
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Find flight deals from Taiwan Taoyuan Intl to Chicago

Cheapest flights from Taiwan Taoyuan Intl to Chicago
Explore the most affordable flight options available from Taiwan Taoyuan Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 16, 2025.

This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/79:25 amTPE - MDW
2 stops25h 49mDelta
Wed 10/229:35 amMDW - TPE
2 stops21h 20mDelta
Deal found 9/15$726
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/79:25 amTPE - ORD
2 stops23h 58mDelta
Tue 10/217:10 amORD - TPE
2 stops23h 45mDelta
Deal found 9/15$726
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:55 amTPE - MDW
2 stops25h 19mDelta
Fri 11/76:23 pmMDW - TPE
2 stops36h 42mDelta
Deal found 9/16$728
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/299:35 amTPE - ORD
1 stop20h 40mDelta
Thu 10/25:00 pmORD - TPE
2 stops37h 55mDelta
Deal found 9/16$728
This United Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/289:50 amTPE - ORD
2 stops38h 51mUnited Airlines
Sun 10/56:00 amORD - TPE
2 stops23h 45mUnited Airlines
Deal found 9/14$774
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/259:40 amTPE - ORD
2 stops27h 14mDelta
Tue 12/94:21 pmORD - TPE
2 stops38h 44mDelta
Deal found 9/15$792
This Delta deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:55 amTPE - ORD
1 stop16h 39mDelta
Fri 11/146:13 pmORD - TPE
1 stop36h 52mDelta
Deal found 9/15$805
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/319:55 amTPE - ORD
2 stops27h 04mDelta
Fri 11/77:37 amORD - TPE
1 stop23h 28mDelta
Deal found 9/16$806
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/42:30 pmTPE - ORD
2 stops39h 27mUnited Airlines
Wed 10/810:49 amORD - TPE
1 stop18h 56mUnited Airlines
Deal found 9/15$841
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/272:30 pmTPE - ORD
2 stops20h 00mUnited Airlines
Wed 12/1010:35 amORD - TPE
2 stops29h 10mUnited Airlines
Deal found 9/15$853
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/32:25 pmTPE - ORD
3 stops22h 34mUnited Airlines
Fri 10/1712:45 pmORD - TPE
2 stops26h 20mUnited Airlines
Deal found 9/15$866
This Delta deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2210:55 amTPE - ORD
1 stop16h 24mDelta
Wed 12/316:35 amORD - TPE
2 stops24h 30mDelta
Deal found 9/14$878

Cheapflights Fare Finder

 
Customize your flight search to find flights from Taiwan Taoyuan Intl to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
Use the filters below to find and compare flights from Taipei City Taiwan Taoyuan Intl Airport to Chicago that are best for you.

Fly from

Taiwan Taoyuan Intl

Fly to

Chicago

Route

Depart

Return

Price

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Wed 10/29

9:55 am-5:43 pm

2 stops20h 48m

Chicago Midway

Wed 11/5

6:00 am-9:05 pm

2 stops25h 05m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Wed 10/8

9:35 am-5:43 pm

2 stops21h 08m

Chicago Midway

Tue 10/21

7:10 pm-7:55 pm

2 stops35h 45m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Wed 10/8

9:35 am-5:43 pm

2 stops21h 08m

Chicago Midway

Wed 10/22

6:00 am-7:55 pm

2 stops24h 55m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Tue 10/7

9:25 am-5:43 pm

2 stops21h 18m

Chicago Midway

Tue 10/21

9:35 am-7:55 pm

2 stops21h 20m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Thu 10/30

9:55 am-5:43 pm

2 stops20h 48m

Chicago Midway

Thu 11/6

6:00 am-9:05 pm

2 stops25h 05m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Tue 10/14

9:25 am-10:14 pm

2 stops25h 49m

Chicago Midway

Tue 10/21

9:35 am-7:55 pm

2 stops21h 20m

$726

Taipei CityChicago

TPE - MDW

TPEMDW

Taipei City Taiwan Taoyuan Intl

Tue 10/7

9:25 am-5:43 pm

2 stops21h 18m

Chicago Midway

Wed 10/22

9:35 am-7:55 pm

2 stops21h 20m

$726

Taipei CityChicago

TPE - ORD

TPEORD

Taipei City Taiwan Taoyuan Intl

Wed 10/29

9:55 am-5:10 pm

1 stop20h 15m

Chicago O'Hare Intl

Wed 11/5

8:57 am-9:05 pm

2 stops22h 08m

$726

Taipei CityChicago

TPE - ORD

TPEORD

Taipei City Taiwan Taoyuan Intl

Thu 10/30

9:55 am-9:43 pm

2 stops24h 48m

Chicago O'Hare Intl

Thu 11/6

7:50 am-9:05 pm

2 stops23h 15m

$726

Taipei CityChicago

TPE - ORD

TPEORD

Taipei City Taiwan Taoyuan Intl

Tue 10/7

9:25 am-5:10 pm

1 stop20h 45m

Chicago O'Hare Intl

Tue 10/21

7:10 am-7:55 pm

2 stops23h 45m

$726

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

Showing 1-10 of 33 results
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Best time to book a flight from Taiwan Taoyuan Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Taiwan Taoyuan Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago

What is the cheapest month to book a flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago (average of $245). Flying from Taipei City Taiwan Taoyuan Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from TPE to CHI?

Find hourly flight availability from Taiwan Taoyuan Intl to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

It’s optimal to fly from Taipei City Taiwan Taoyuan Intl Airport to Chicago in the morning. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight in the afternoon.

Weekly flight availability from Taipei City Taiwan Taoyuan Intl Airport to Chicago

Explore weekly flight availability from Taiwan Taoyuan Intl to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated September 16, 2025.

The most flights from TPE to CHI are scheduled on a Monday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (3 on average).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated September 16, 2025.
Get a feel of what it's like to fly with Delta, Cathay Pacific, and United Airlines from Taipei City Taiwan Taoyuan Intl Airport to Chicago by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
Cathay Pacific
7.6
Good
993 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Entertainment

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Morgan Rae,Aug 2025

BRU - JFK

Typically I choose delta because they do a great job but this time the flight attendant in my zone was very rude and didnt offer the same treatment as she did to others

Related info for your journey

Find useful and relevant information for your journey from Taiwan Taoyuan Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago?

    A quick flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago can take about 20h 48m. Delta provides one of the quickest options available for as low as $726. Taipei City Taiwan Taoyuan Intl Airport and Chicago are separated by a distance of 7454 mi.

  • What are the cheapest airlines flying from Taipei City Taiwan Taoyuan Intl Airport to Chicago round-trip?

    Our cheapest airline available from Taipei City Taiwan Taoyuan Intl Airport to Chicago is Delta. Our recent data shows that you can find tickets from as low as $769 on this airline. Additional options worth looking into are United Airlines and Cathay Pacific, starting at $806 and $937 round-trip. Delta is currently priced 34% below the average price you’ll pay for this route.

  • What are the most reliable airlines from Taipei City Taiwan Taoyuan Intl Airport to Chicago?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Taipei City Taiwan Taoyuan Intl Airport to Chicago on time: EVA Air (72%), Thai Airways (72%), Copa Airlines (72%).

  • What are the cheapest flights from Taipei City Taiwan Taoyuan Intl Airport to Chicago?

    Looking at all options, your cheapest flight can be booked for $1,215. While the most popular route (Taipei City Taiwan Taoyuan Intl - Chicago O'Hare Intl) can be booked for $726 on average, our data indicates $1,300 when flying from Taipei City Taiwan Taoyuan Intl Airport to Chicago.

  • Can I find deals for flights from Taiwan Taoyuan Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Taiwan Taoyuan Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Taiwan Taoyuan Intl to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Taiwan Taoyuan Intl to Chicago.

  • Can I find deals for business class flights from Taiwan Taoyuan Intl to Chicago?

    Yes. Cheapflights offers flight deals from Taiwan Taoyuan Intl to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from Taipei City Taiwan Taoyuan Intl Airport to Chicago (average of $245). Flying from Taipei City Taiwan Taoyuan Intl Airport to Chicago in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Chesterton

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Alternative routes for Taiwan Taoyuan Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
Taiwan Taoyuan Intl to O'Hare Intl flights
Taiwan Taoyuan Intl to St. Louis flights

Top 4 airlines flying from Taiwan Taoyuan Intl to Chicago

Discover the top 4 airlines that operate flights from Taiwan Taoyuan Intl to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$769Average$892FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$806Average$905FlexibilityNo cancel feeOn-time69%
Cathay PacificCheapest$937Average$1,162FlexibilityNo cancel feeOn-time72%
EVA AirCheapest$1,134Average$1,589FlexibilityNo cancel feeOn-time74%

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