$453 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 10/25. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
Flight Deals

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

Sun, Sep 21 - Thu, Sep 25
United Airlines Logo
2:25 pm - 2:22 pmTPE-ORD
36h 57m2 stops
United Airlines Logo
7:40 pm - 4:05 amORD-TPE
19h 25m1 stop
$720United Airlines
Find Deal
Sat, Oct 4 - Wed, Oct 8
Delta Logo
9:40 am - 8:53 amTPE-MDW
36h 13m2 stops
Delta Logo
6:00 am - 7:55 pmMDW-TPE
24h 55m2 stops
$724Delta
Find Deal
Thu, Oct 9 - Tue, Oct 14
Delta Logo
9:40 am - 5:10 pmTPE-ORD
20h 30m1 stop
Delta Logo
6:05 pm - 7:55 pmORD-TPE
36h 50m1 stop
$724Delta
Find Deal
Tue, Oct 7 - Wed, Oct 22
United Airlines Logo
2:15 pm - 11:41 amTPE-ORD
34h 26m2 stops
United Airlines Logo
8:49 am - 6:45 pmORD-TPE
20h 56m2 stops
$773United Airlines
Find Deal
Tue, Jan 27 - Sun, Feb 1
Korean Air Logo
7:25 pm - 8:40 amTPE-ORD
27h 15m1 stop
Korean Air Logo
11:25 am - 11:00 amORD-TPE
33h 35m1 stop
$856Korean Air
Find Deal
Tue, Feb 3 - Sat, Feb 7
Korean Air Logo
7:25 pm - 8:40 amTPE-ORD
27h 15m1 stop
Korean Air Logo
11:25 am - 11:00 amORD-TPE
33h 35m1 stop
$869Korean Air
Find Deal
Tue, Jan 27 - Sun, Feb 1
ANA Logo
4:50 pm - 7:20 amTSA-ORD
28h 30m1 stop
ANA Logo
7:10 am - 12:30 pmORD-TSA
39h 20m2 stops
$919ANA
Find Deal
Tue, Jan 27 - Sun, Feb 1
ANA Logo
4:50 pm - 7:20 amTSA-ORD
28h 30m1 stop
ANA Logo
4:25 pm - 12:30 pmORD-TSA
30h 05m1 stop
$921ANA
Find Deal
Tue, Jan 27 - Sun, Feb 1
Cathay Pacific Logo
7:25 pm - 1:00 pmKHH-ORD
31h 35m1 stop
Cathay Pacific Logo
2:40 pm - 10:25 amORD-KHH
29h 45m1 stop
$1,021Cathay Pacific
Find Deal
Wed, Feb 18 - Sun, Feb 22
Cathay Pacific Logo
11:25 am - 1:00 pmKHH-ORD
39h 35m1 stop
Cathay Pacific Logo
2:40 pm - 6:15 pmORD-KHH
37h 35m1 stop
$1,294Cathay Pacific
Find Deal

Everything you should know

When to travel
April
Cheapest • 31% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$720
Typical prices: $872-1532
United Airlines
Sun 9/21Thu 9/25
TPE - ORD • 2 stops
Cheapest non-stop
$1,485
Typical prices: $1,568-1672
EVA Air
Tue 1/20Sat 1/24
TPE - ORD • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Booking Insights

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 November, where the average cost of tickets from Taiwan is $1,589 and $1,458 respectively. For one-way flights, the best month to travel is April with an average price of $832.

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 10 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 $192.

Good to know

Low seasonFebruary
Cheapest flight$453
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly and prices are also 23% lower on average.
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 $1,300. The cheapest price found on KAYAK in the last 2 weeks cost $1,215 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 Friday where round-trip tickets can be as cheap as $1,374. 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.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $1,219 or less one-way.
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago flight deals.

Reviews of the 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.
7.9
DeltaOverall score based on 7960 reviews
7.3Food
8.5Crew
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

The airport crew helped a lot, what I didn’t like? We were not informed that we needed to pick our luggage’s, if the crew at the luggage center didn’t tell me I would have been home without my belongings, I was heading out to my next connecting flight while looking for what gate to go to, I asked one of the crews for help, he told me and he also told me to not forget to grab my luggage’s which was chocking, because on my way out the country that wasn’t required, I just hope none of your customers lost their luggage’s because of this.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

The flight crew was friendly. I tried to adjust my seat online ahead of time but no option existed without additional fees. My friend asked at the gate about a seat change and was able to make it happen. That was great! The flight crew moved a very tall gentleman and his companion which allowed us to have more space which was nice. Overall, good experience. Appreciated the blanket and pillow.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Just want to do a little more clean up so does not smell like urine.

Check in process at the kiosk, crew in flight and overall comfort was good. Food selection could have been better. Flight from Hong Kong to Los Angeles did not have any vegetarian main course option, it was either sea food or chicken. Being a vegetarian I could only eat yogurt and fruit. Most international flights have one vegetarian main course dish which I found missing in Cathay Pacific menu.

Better. I took an aisle seat this time. Although the overheard compartment above the seat ahead of me kept opening up during flight.

They ran out of food and were offering random food to passengers.

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.

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

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

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.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Valparaiso
Lansing
Munster
Chesterton
Schererville
Porter
Monticello
Saint John
Griffith

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.

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.