$454 Find Cheap Flights from Taiwan to Chicago - Compare and Save

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 11/12. 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.
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1 adult, Economy, 0 bags

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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

Thu, Sep 24 - Mon, Sep 28
United Airlines Logo
9:50 am - 7:05 pm
TPE
-
ORD
22h 15m
2 stops
United Airlines Logo
3:00 pm - 4:05 am
ORD
-
TPE
24h 05m
2 stops
$708United Airlines
Sat, Sep 19 - Sun, Sep 27
United Airlines Logo
9:50 am - 2:50 pm
TPE
-
ORD
18h 00m
1 stop
United Airlines Logo
6:25 pm - 4:05 am
ORD
-
TPE
20h 40m
1 stop
$708United Airlines
Wed, Oct 7 - Tue, Oct 13
United Airlines Logo
9:50 am - 5:05 pm
TPE
-
ORD
20h 15m
2 stops
United Airlines Logo
3:50 pm - 4:05 am
ORD
-
TPE
23h 15m
2 stops
$708United Airlines
Thu, Nov 19 - Sat, Nov 28
Korean Air Logo
7:25 pm - 8:30 am
TPE
-
ORD
27h 05m
1 stop
Korean Air Logo
11:15 am - 11:00 am
ORD
-
TPE
33h 45m
1 stop
$762Korean Air
Sat, Oct 17 - Fri, Nov 27
Korean Air Logo
6:55 pm - 9:30 am
TPE
-
ORD
27h 35m
1 stop
Korean Air Logo
11:15 am - 11:00 am
ORD
-
TPE
33h 45m
1 stop
$764Korean Air
Thu, Sep 10 - Wed, Sep 23
Delta Logo
9:50 am - 8:48 am
TPE
-
MDW
35h 58m
2 stops
Delta Logo
9:29 am - 7:55 pm
MDW
-
TPE
21h 26m
2 stops
$772Delta
Thu, Sep 10 - Wed, Sep 23
Delta Logo
9:50 am - 10:44 pm
TPE
-
MDW
25h 54m
2 stops
Delta Logo
6:05 am - 7:55 pm
MDW
-
TPE
24h 50m
2 stops
$772Delta
Thu, Sep 10 - Wed, Sep 23
ANA Logo
4:50 pm - 8:40 am
TSA
-
ORD
28h 50m
1 stop
ANA Logo
7:50 pm - 12:05 pm
ORD
-
TSA
27h 15m
2 stops
$816ANA
Tue, Nov 10 - Fri, Jan 15
EVA Air Logo
8:00 pm - 7:35 pm
TPE
-
ORD
13h 35mnonstop
EVA Air Logo
5:55 pm - 5:20 am
ORD
-
TPE
21h 25m
1 stop
$1,316EVA Air
Tue, Nov 10 - Fri, Jan 15
EVA Air Logo
8:00 pm - 7:35 pm
TPE
-
ORD
13h 35mnonstop
EVA Air Logo
5:55 pm - 5:20 am
ORD
-
TPE
21h 25m
1 stop
$1,317EVA Air
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 day to fly to Chicago?

The average price of all round-trip flights to Chicago clicked on KAYAK for each day over the last 12 months.

Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $1,308. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $1,831 on average.

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 round-trip 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 February, where tickets cost $771 on average for return flights. On the other hand, the most expensive months are August and July, where the average cost of tickets from Taiwan is $1,854 and $1,537 respectively. For one-way flights, the best month to travel is October with an average price of $478.

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

The average price for all round-trip flights to Chicago depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Chicago is generally at night, when round-trip flights cost $1,608 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 $1,608.

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 $1,831 round-trip.

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 $176.

Find deals

Good to know

Low season

February

Cheapest flight

$454
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 29% 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 $1,637. The cheapest price found on KAYAK in the last 2 weeks cost $1,324 and departed from Taipei City Taiwan Taoyuan Intl Airport.

  • 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.

Top tips for finding cheap flights to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $1,394 or less one-way and $1,831 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 airline flying 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.
7.4
United AirlinesOverall score based on 10062 reviews
7.7Boarding
8.1Crew
7.1Entertainment
7.3Comfort
6.7Food
Airline reviews

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

4.0 OkayN, Jul 2026
PHL - ORD
Read more United Airlines reviews

The flight crew were very helpful. The seats were very close together. There was barely room to sit without touching the person next to you.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

Gluten free snack options and meals that offer both gluten free and dairy free.

Not a bad flight but a long delay boarding and taking off due to the pilot not arriving on time.

I would have preferred a flight voucher and to hop on a different flight. Delayed over 6 hours.

I almost missed my connection in Chicago due to having to wait on a gate to be open I am assuming. Having to run from E terminal to C terminal and I barely made it there before they closed the door. This may not be the actual airline's fault it's crazy how there is so little time between flight especially when they are placed so far apart in the airport.

The Wi-Fi did not work, so you weren't able to watch entertainment on your own device. They did not have wired headphones so you couldn't watch it on the in-seat entertainment screen either. There was plenty of time to do a drink and snag service but the flight attendants chose not to.

Great experience, boarding was fast and efficient, so much so that we arrived to Chicago very early

The flight did not have its customary snacks during the flight. Apparently they were never loaded on the plane.

The seats on this flight weren’t as comfortable as we had expected. Even leaned back these seats left us feeling crappy in our backs. Also we had to use our own tablets for movies, but nothing in the seats in front of us to hold the tablets up.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
Saint Joseph
Hammond
Portage
Lansing
Valparaiso
Munster
Schererville
Chesterton
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.
First Class flights to Chicago
Business Class flights to Chicagofrom $5,628
Premium Economy Class flights to Chicagofrom $2,673
Economy Class flights to Chicagofrom $1,831