$435 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 1/23. 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, 0 bags

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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Everything you should know

Cheapest round-trip
$707
Typical prices: $947-$1,554
United Airlines
Fri 1/23Fri 1/30
TPE - ORD • 2 stops
Cheapest non-stop
$1,460
Typical prices: $1,904-$2,041
EVA Air
Mon 6/1Wed 8/5
TPE - ORD • Non-stop
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We hope you love your trip to Chicago!
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

Fri, Jan 23 - Fri, Jan 30
United Airlines Logo
11:10 am - 10:58 pm
TPE
-
ORD
25h 48m2 stops
United Airlines Logo
6:47 am - 7:50 pm
ORD
-
TPE
23h 03m1 stop
$707United Airlines
Mon, Mar 9 - Mon, Mar 16
Delta Logo
9:55 am - 10:29 pm
TPE
-
MDW
25h 34m2 stops
Delta Logo
6:30 am - 9:05 pm
MDW
-
TPE
25h 35m2 stops
$719Delta
Wed, Jan 28 - Sun, Feb 1
United Airlines Logo
11:10 am - 5:04 pm
TPE
-
ORD
19h 54m2 stops
United Airlines Logo
7:00 am - 7:50 pm
ORD
-
TPE
22h 50m2 stops
$719United Airlines
Fri, Jan 23 - Fri, Jan 30
Delta Logo
10:55 am - 5:29 pm
TPE
-
MDW
20h 34m2 stops
Delta Logo
7:16 pm - 9:05 pm
MDW
-
TPE
35h 49m2 stops
$720Delta
Fri, Jan 23 - Fri, Jan 30
Delta Logo
10:55 am - 11:53 pm
TPE
-
ORD
26h 58m1 stop
Delta Logo
7:30 am - 9:05 pm
ORD
-
TPE
23h 35m1 stop
$720Delta
Thu, Feb 19 - Fri, Mar 6
Korean Air Logo
7:25 pm - 8:40 am
TPE
-
ORD
27h 15m1 stop
Korean Air Logo
11:25 am - 11:00 am
ORD
-
TPE
33h 35m1 stop
$844Korean Air
Sun, Mar 1 - Wed, Mar 4
Cathay Pacific Logo
7:45 am - 12:55 pm
KHH
-
ORD
19h 10m1 stop
Cathay Pacific Logo
2:35 pm - 11:15 pm
ORD
-
KHH
18h 40m1 stop
$1,003Cathay Pacific
Sun, Mar 1 - Wed, Mar 4
Cathay Pacific Logo
11:25 am - 12:55 pm
KHH
-
ORD
39h 30m1 stop
Cathay Pacific Logo
2:35 pm - 11:15 pm
ORD
-
KHH
18h 40m1 stop
$1,004Cathay Pacific
Sun, Dec 21 - Sat, Jan 3
ANA Logo
1:30 pm - 7:20 am
TSA
-
ORD
31h 50m1 stop
ANA Logo
4:25 pm - 12:30 pm
ORD
-
TSA
30h 05m1 stop
$1,007ANA
Sun, Dec 21 - Sat, Jan 3
ANA Logo
1:30 pm - 7:20 am
TSA
-
ORD
31h 50m1 stop
ANA Logo
4:25 pm - 12:30 pm
ORD
-
TSA
30h 05m1 stop
$1,019ANA
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.

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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 12 days 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, with an average flight price of $172.

Good to know

Low seasonOctober
Cheapest flight$435
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 12% 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 $1,087. The cheapest price found on KAYAK in the last 2 weeks cost $1,077 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 tickets can be as cheap as $1,374. On the other hand, the most expensive day to fly is Tuesday, where prices are $1,929 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 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 $1,085 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 8007 reviews
7.9Comfort
8.5Crew
8.1Boarding
7.9Entertainment
7.3Food
Airline reviews

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

10.0 ExcellentVenkata Krishna, Dec 2025
ATL - SDF
Read more Delta reviews

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

For some reason, I couldn't choose my seat. The airline gave me a seat when I got there. Not happy about that. Otherwise, everything else was great!

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

Very smooth, on-time, and pleasantly uneventful flight. The team at the gate and on board were professional and genuinely courteous. The pilot kept us well updated throughout, and both takeoff and landing were steady and enjoyable without any drama. Just a good, solid flight. Thank you! 💗

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

My flight was suppose to be at 7:45pm to fly but it didnt fly out until 8:55 to dallas so then all of my other flights was late and delay ihad to wait at the airport for extra 14 hours to be able to get on a different plane

There were delays at boarding and landing. These events resulted in a tight transfer time in HK. Poor signage for transfers. Finally, lost luggage at final destination.

Super delayed. Unnecessary. Need more competent people doing logistics to keep things moving on time. Totally unacceptable.

Overall, not good. Super late boarding in Hong Kong because some last minute issue with a plane. The boarding process is chaotic. Kathy Pacific should seek to do better with punctual departure time. Caused a lot of trouble with missed connecting flight.

Not much of anything could have been done better unless I had a first class ticket. I was literally 15 hours with an airline in the economy class. Very professional friendly and attentive crew. Good airline food, clean cabin, seating area and bathrooms. I've been 4 times back-and-forth with Cathay Pacific, and I would not choose another airline for this trip. Five out of five stars.

The staff were so friendly and accommodating. The food was great. Lots of movies to choose from as well as tv shows. Highly recommend.

Issues: 1) the charging issue as described in my previous survey 2) when I requested diet coke during the breakfast time, it is not available. Why? I can't drink diet coke in the morning? 3) when I tried to transfer to this flight, its gate information was not available to me?

The lead business class attendant was excellent. Made a point of greeting you and knowing your name by the time you leave.

A lot of things Never flying with this airline again Had an emergency landing

Chicken pieces were too big with pasta. Need to be smaller.

It was nice to have gotten up upgraded to first class with a meal on a three hour flight

Very bad! They kept delaying my flight and wouldn’t do anything about it

Door to door, the crew and staff were amazing. It was a stressful travel day with delays, but they were focused on customers and doing what they could to get us to our destinations.

United has come a long way, it’s been a fantastic experience traveling with them.

This flight leg was fantastic - super comfortable and a great selection of things to watch on the TV. Staff were excellent, really above and beyond.

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Traveling to a place near Chicago?

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