$569 Find Cheap Flights from Taiwan to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 7/8. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Cheap Flights from Taiwan to Chicago

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Taiwan to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Taiwan to Chicago

Tue, Oct 7 - Fri, Oct 17
United Airlines Logo
2:15 pm - 1:05 pmTPE-ORD
35h 50m2 stops
United Airlines Logo
10:49 am - 6:45 pmORD-TPE
18h 56m1 stop
$806United Airlines
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Sun, Oct 19 - Sun, Oct 26
United Airlines Logo
2:25 pm - 11:41 amTPE-ORD
34h 16m2 stops
United Airlines Logo
5:16 pm - 6:50 pmORD-TPE
36h 34m1 stop
$900United Airlines
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Thu, Oct 9 - Mon, Oct 20
 Logo
11:30 pm - 11:59 pmTPE-ORD
37h 29m1 stop
 Logo
6:00 am - 5:05 amORD-TPE
34h 05m1 stop
Thu, Sep 18 - Fri, Sep 26
Delta Logo
9:40 am - 8:46 amTPE-MDW
36h 06m2 stops
Delta Logo
9:30 am - 7:55 pmMDW-TPE
21h 25m2 stops
$924Delta
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Thu, Sep 18 - Fri, Sep 26
Delta Logo
9:40 am - 5:57 pmTPE-ORD
21h 17m2 stops
Delta Logo
7:55 pm - 7:55 pmORD-TPE
35h 00m2 stops
$924Delta
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Mon, Sep 29 - Tue, Oct 7
 Logo
7:15 pm - 11:36 amTPE-ORD
29h 21m2 stops
 Logo
3:21 pm - 11:00 amORD-TPE
30h 39m3 stops
Sun, Nov 9 - Sun, Nov 16
Air Canada Logo
3:45 pm - 2:39 pmKHH-ORD
60h 54m2 stops
Air Canada Logo
3:40 pm - 3:45 pmORD-KHH
58h 05m2 stops
$964Air Canada
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Sun, Nov 9 - Sat, Nov 15
Air Canada Logo
3:45 pm - 2:39 pmKHH-ORD
60h 54m2 stops
Air Canada Logo
3:40 pm - 3:45 pmORD-KHH
58h 05m2 stops
$997Air Canada
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Sun, Nov 9 - Mon, Nov 17
Cathay Pacific Logo
7:45 am - 1:00 pmKHH-ORD
19h 15m1 stop
Cathay Pacific Logo
2:40 pm - 11:15 pmORD-KHH
18h 35m1 stop
$1,011Cathay Pacific
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Mon, Nov 10 - Mon, Nov 17
Cathay Pacific Logo
1:15 pm - 1:00 pmKHH-ORD
37h 45m1 stop
Cathay Pacific Logo
2:40 pm - 11:15 pmORD-KHH
18h 35m1 stop
$1,023Cathay Pacific
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KAYAK's insights & trends for flights to Chicago

Get data-powered insights and trends for flights to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago is April, where tickets cost $832 on average for return flights. On the other hand, the most expensive months are January and August, where the average cost of tickets from Taiwan is $1,589 and $1,577 respectively. For one-way flights, the best month to travel is April with an average price of $832.

What is a good deal for flights to Chicago?

If you’re looking for cheap airfare to Chicago, 25% of our users found tickets to Chicago for the following prices or less: From Taipei City Taiwan Taoyuan Intl Airport $1,569 round-trip.

How far in advance should I book a flight to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

Which is the cheapest airport to fly into in Chicago?

Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Chicago is Chicago Greater Rockford Airport (RFD), with an average flight price of $119.


Good to know

Low seasonFebruary
High seasonJuly
Cheapest flight$569
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 10% increase in price.
Flight from Taipei City to Chicago

FAQs - booking Chicago flights

  • Which Chicago airport is closest to central Chicago?

    There are 3 major airports in Chicago. The nearest airport from Chicago city center is Chicago Midway Airport (9 miles), followed by Chicago O'Hare Airport (16 miles) and Chicago Greater Rockford (79 miles).

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $1,304. The cheapest price found on KAYAK in the last 2 weeks cost $964 and departed from Taipei City Taiwan Taoyuan Intl Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Saturday where round-trip tickets can be as cheap as $1,090. On the other hand, the most expensive day to fly is Tuesday, where round-trip prices are $1,833 on average.

  • How does KAYAK find such low prices on flights to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago?

    The cheapest time of day to fly to Chicago is generally in the morning, when round-trip flights cost $1,149 on average. The most expensive time of day to fly to Chicago is generally at night, which is peak travel time and where the average cost of a ticket is $1,589.

  • How many direct flights to Chicago are there each week?

    Each week there are around 11,562 direct flights from within Taiwan to Chicago. The most common day for departures is Friday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $984 or less one-way and $1,569 or less round-trip.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Top 3 airlines serving from Taiwan to Chicago

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Taiwan to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 7946 reviews
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
8.5Crew
Airline reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

10.0 ExcellentHartaj, Jun 2025EWR - RDU
Read more Delta reviews

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

The food and service was great. You have to pay a lot for in flight Internet though which is lame.

Flight was delayed at the last minute for six hours. Instead of delaying it to a normal hour, they moved it to 10 pm to essentially make it a redeye. There was no compensation or benefit offered for this inconvenience. Once on the plane, Inpaid for WiFi twice with both times it not working because of a “weak WiFi signal”, according to the flight attendants. They also chose the farther possible gates in both airports from the entrance/exit, even though they were one of the few active flights left so late in the evening. Overall it was pretty horrible.

Special request meals are really below average. Vegetarian options are very limited if you didn't prebook.

Worst experience I have ever had with any airline in over 25 years.

I have a Peanut Allergy and the Steward staff were very accommodating in ensuring my safety as my allergy is life threatening. Very professional and so vested in their profession.

The flight was delayed for 30 mins. The overall experience was good.

Highly impressive. On time. Smooth and fast boarding and disembarkment. Really great service

It was okay overall but the food was very, very bad.

Fast boarding flight on time boarded plane back to front instead of stupid zone groups like US airlines do...

Horrible. No good food. Baggage missed to onboard and came after a day. No support to compensate the delay. Customer care cannot see the status of the complaint. No reply of the email.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

Everything you need to know for your flight to Chicago

Cabin class types available on flights to Chicago

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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