Cheap flights from Taipei City Taiwan Taoyuan Intl Airport to Chicago from $438

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $1,308. This is often the case because there is less demand to fly during this day of the week. When flying out on a Tuesday, the most expensive travel day of the week, you can expect to see flight prices from Taipei City Taiwan Taoyuan Intl Airport to Chicago for around $1,929.

Fly from Taipei City Taiwan Taoyuan Intl to Chicago O'Hare Intl for the best Taipei City Taiwan Taoyuan Intl - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Taipei City Taiwan Taoyuan Intl Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $1,361 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Taipei City Taiwan Taoyuan Intl Airport for as low as $901 on momondo.

There are 3 cabin classes available to choose from on Taipei City Taiwan Taoyuan Intl to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Delta and United Airlines are the most popular carriers operating from Taipei City Taiwan Taoyuan Intl to Chicago

EVA Air, Delta and United Airlines are the top three most popular airlines that fly to Chicago from Taipei City Taiwan Taoyuan Intl Airport according to our data. EVA Air is the first choice among our users, with 49% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 3 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 8% of flights between Taipei City and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 231 minutes.

Generally, flights departing in the early afternoon tend to experience fewer delays. Flights in the morning have, in the past, seen delays more frequently in comparison.

Wednesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Thursday has historically seen more delays on average compared to the rest of the week.

According to our data, EVA Air have had the least number of delays on this route over the last 12 months; with about 7% of their flights experiencing any sort of delay.

San Francisco (SFO) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

Flights via San Francisco (SFO) offer the lowest average round-trip price of $793.

Flights connecting via San Francisco (SFO) have the shortest average one-way travel time: 17h 26m.

San Francisco (SFO) has the shortest average layover time for this route: 1h 28m.

As of April 2026, 3 flights take off from Taipei City Taiwan Taoyuan Intl Airport and land in Chicago each day. The most common flight departure time for this route is 8:00PM, with 100% of daily flights taking off in the evening.

The number of flights available between Taipei City Taiwan Taoyuan Intl Airport and Chicago is 21 per week as of April 2026. The most frequent departure day is Mon, with 14% of weekly flights leaving on this day.