Cheap flights from Phoenix to Chicago from $99

The month of February is, on average, the cheapest month to fly to Chicago from Phoenix, with most prices found around $197. If you’re not able to fly to Chicago in February, then January is your next best option. Flight prices from Phoenix to Chicago during January average around $208.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $341. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Phoenix to Chicago for around $510.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Phoenix to Chicago during this time can be as low as $303. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $425.

Fly from Phoenix Sky Harbor Intl to Chicago O'Hare Intl for the best Phoenix - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Phoenix when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $275 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Phoenix for as low as $234 on momondo.

There are 4 cabin classes available to choose from on Phoenix to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Southwest, Allegiant Air, and Delta are the most popular carriers operating from Phoenix to Chicago

American Airlines, Frontier and United Airlines are the top three most popular airlines that fly to Chicago from Phoenix according to our data. American Airlines is the first choice among our users, with 37% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 7 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

Historically, on average around 10% of flights between Phoenix and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 156 minutes.

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

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

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 6% of their flights experiencing any sort of delay.

The number of flights available between Phoenix and Chicago is 57 per day as of April 2026. The most frequent departure time is 9:00AM, with 47% of daily flights leaving at noon.

The number of flights available between Phoenix and Chicago is 405 per week as of April 2026. The most frequent departure day is Fri, with 19% of weekly flights leaving on this day.