Cheap flights from Rhode Island to Chicago from $67

The month of September is, on average, the cheapest month to fly to Chicago from Rhode Island, with most prices found around $187. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Rhode Island to Chicago during January average around $200.

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as $310. 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 Rhode Island to Chicago for around $401.

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Rhode Island to Chicago during this time can be as low as $267. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $370.

Fly from Providence-TFGreen to Chicago Midway for the best Rhode Island - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Rhode Island when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $246 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Rhode Island for as low as $210 on momondo.

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

Delta, Southwest, and United Airlines are the most popular carriers operating from Rhode Island to Chicago

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Rhode Island according to our data. American Airlines is the first choice among our users, with 63% 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.

The number of flights available between Rhode Island and Chicago is 37 per day as of March 2026. The most frequent departure time is 4:00PM, with 43% of daily flights leaving in the afternoon.

The number of flights available between Rhode Island and Chicago is 260 per week as of March 2026. The most frequent departure day is Thu, with 29% of weekly flights leaving on this day.