$447 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 5/11. 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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$860
Typical prices: $876-$1,404
Multiple Airlines
Sun 3/1Tue 3/31
TPE - ORD • 1 stop
Cheapest non-stop
$1,437
Typical prices: $1,479-$1,501
EVA Air
Tue 2/17Tue 2/24
TPE - ORD • Non-stop
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KAYAK searches 100s of sites at once to find you the best travel deals.
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

Sun, Mar 1 - Tue, Mar 31
Multiple Airlines Logo
11:35 pm - 12:01 pm
TPE
-
ORD
26h 26m
1 stop
Multiple Airlines Logo
7:24 pm - 5:00 am
ORD
-
TPE
20h 36m
1 stop
$860Multiple Airlines
Mon, Mar 16 - Mon, Mar 23
Multiple Airlines Logo
11:40 am - 11:56 pm
TPE
-
ORD
25h 16m
2 stops
Multiple Airlines Logo
12:25 pm - 6:10 pm
ORD
-
TPE
40h 45m
1 stop
$878Multiple Airlines
Mon, Mar 9 - Sun, Mar 15
Cathay Pacific Logo
10:20 pm - 1:55 pm
TPE
-
ORD
28h 35m
1 stop
Cathay Pacific Logo
3:35 pm - 12:35 am
ORD
-
TPE
20h 00m
1 stop
$899Cathay Pacific
Thu, Mar 12 - Tue, Mar 17
Cathay Pacific Logo
10:20 pm - 1:55 pm
TPE
-
ORD
28h 35m
1 stop
Cathay Pacific Logo
3:35 pm - 12:35 am
ORD
-
TPE
20h 00m
1 stop
$900Cathay Pacific
Mon, Feb 16 - Mon, Feb 23
Delta Logo
10:55 am - 9:06 am
TPE
-
MDW
36h 11m
2 stops
Delta Logo
7:20 pm - 9:05 pm
MDW
-
TPE
35h 45m
2 stops
$913Delta
Wed, Mar 18 - Wed, Mar 25
Delta Logo
9:55 am - 5:54 pm
TPE
-
MDW
20h 59m
2 stops
Delta Logo
9:35 am - 9:05 pm
MDW
-
TPE
22h 30m
2 stops
$915Delta
Tue, Feb 17 - Mon, Feb 23
United Airlines Logo
11:10 am - 7:55 pm
TPE
-
ORD
22h 45m
1 stop
United Airlines Logo
4:20 pm - 5:45 am
ORD
-
TPE
23h 25m
1 stop
$916United Airlines
Wed, Feb 25 - Sun, Mar 1
United Airlines Logo
11:30 am - 10:59 pm
KHH
-
ORD
25h 29m
2 stops
United Airlines Logo
8:07 pm - 9:20 pm
ORD
-
KHH
35h 13m
3 stops
$983United Airlines
Tue, Feb 17 - Mon, Feb 23
ANA Logo
4:50 pm - 7:20 am
TSA
-
ORD
28h 30m
1 stop
ANA Logo
10:30 am - 3:50 pm
ORD
-
TSA
39h 20m
1 stop
$991ANA
Wed, Feb 18 - Mon, Feb 23
ANA Logo
4:50 pm - 7:20 am
TSA
-
ORD
28h 30m
1 stop
ANA Logo
10:30 am - 3:50 pm
ORD
-
TSA
39h 20m
1 stop
$1,020ANA
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 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 $961 one-way - $1,306 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 0 weeks before departure. For the absolute cheapest price, our data suggests you should book 4 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 $134.

Good to know

Low seasonFebruary
Cheapest flight$447
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly and prices are also 28% 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 $1,189. The cheapest price found on KAYAK in the last 2 weeks cost $950 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 Wednesday where tickets can be as cheap as $1,308. On the other hand, the most expensive day to fly is Saturday, where prices are $1,953 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 at night, when flights cost $1,589 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 $961 or less one-way and $1,306 or less round-trip.
  • 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 8128 reviews
7.8Entertainment
8.1Boarding
7.9Comfort
8.5Crew
7.2Food
Airline reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

2.0 MediocreTodd, Jan 2026
IAH - ATL
Read more Delta reviews

I didn't take this flight. I changed the flight. Why am I getting surveys and notifications on flights that I change. Seems like a defect with Kayak.

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Timing, quality of service, promptness and courtesy of the staff

It was last minute due to weather - considering - it was amazing! Good smiles, friendly staff and they were making sure we knew what was going on when and where.

delta last minute gave me a boarding pass for a different flight with no confirmation that they were changing it

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Very convenient considering that is a non-stop flight, but the Aeromexico still has old model planes, so the entertainment was very poor and the space for carry-on luggage was very limited.

I was mid plane and they were already out of the main beef entree....ugh!

Flight delayed first from bad weather, then after boarding there was a problem with the plane. We had to get off and onto another plane...connections were missed and the trip took an additional 10 hours!! Pre-paid seatting was not honored due ro last minute carrier changes. Most of the trip was on Japan Airline.

Vegetarian options should be included with every meal. Even just simple steamed vegetables and whole grains would capture a wide audience.

Cramped, hot and the plane was grubby. Also the plane was an hour late and it took an hour to get my luggage once I got to LAX.

Extensive delays, poor organization to board people, as it felt like chaos to get inside of the plane. No lines, everyone gathering together like a mayhem, very confusing. Passengers out of hand and rude, which is not the airlines fault. However, there should be rules, e.g., not letting one passenger take 2+ spots in the overhead bin.

The bed was alright in business class. Food variety and quality were not up to the mark compared to the business class airfare.

Food , drink experience were great with Cathay. Crew service was excellent. Clean toilet and full snack bars always, pilot took of 26minutes later when boarding at Hong Kong with extra US customs check at gate 9 for US flight, but he managed to arrive only 2 minutes later from flight tracker. Smooth flight .

I wish there were more bathrooms available on these larger carriers.

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.

This Japanese airline provides great service and very helpful in assisting their passengers.

Seated dude next to me even though lots of empty rows. But main thing was we sat on the tarmac after landing for 30 minutes because of, in the words of the dude who sat next to me, “operational incompetence”. We got changing directions about where to pick up gate checked bags. Pilot and flight attendant were awesome though.

It was a pretty standard flight... until the almost hour and a half spent on the taxi way. I get that the weather has been poor but the delay had nothing to do with the weather and more to do with a plane with several issues tying up the gate. I get that that happens from time to time but this has been EVERY flight I've been on for the past 5 years and I fly 3 to 5 times a year. This isn't just United... it's American, it's Delta. It's an issue with the entire industry. I work for UPS and packages on a cargo plane get better service than people do these days. Anymore I HATE flying.

I so appreciate the crew members on each flight of United. They are outstanding.

Reliable, nice crew, I fly often on that flight and I like it all.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

The staff was nice, however boarding taking 2 hours. That’s insane. Overall very bad experience, a lot of turbulence and when landed in Chicago was horrible. I don’t think I’ll flight with UA again.

An international flight on an apron is pretty unusual in my 40 years of traveling. Departure delay. Luggage despite over an hour connection did not make it to the flight. Actually still in Germany. My luggage was not moved until I reached my final destination despite knowing it to be left in Germany upon my arrival in Chicago. The service left me a little off, both going and returning from Europe. Light on in the cabin even during a night flight and lots of traffic no matter what. Maybe passengers want more service? As a frequent traveler i just want to be able to sleep, the food will be better at the destination anyway. So since the cabin crew woke me up I asked for a cocktail, I did not get the best response although sitting in row 20 premium economy. I usually fly premium economy or business and my 2 flight to Europe in 2025 with United both had luggage delays and other minor issues. American flights to Australia, Canada and Europe went smoothly and Premium plus feels very much like business light. Is United Club becoming a waste and Silver/Gold levels another waste??

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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Saint John

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.