Cheap flights from Norfolk to Chicago from $107

The month of October is, on average, the cheapest month to fly to Chicago from Norfolk, with most prices found around $377. If you’re not able to fly to Chicago in October, then April is your next best option. Flight prices from Norfolk to Chicago during April average around $378.

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $474. 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 Norfolk to Chicago for around $623.

Our most recent data shows that the best time of day to fly to Chicago is in the afternoon. Flights from Norfolk to Chicago during this time can be as low as $475. In contrast, the most expensive time of day to depart to Chicago is in the morning when prices are around $529.

Fly from Norfolk to Chicago Midway for the best Norfolk - Chicago flight prices

You are more likely to see cheaper flights to Chicago from Norfolk when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $417 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Norfolk for as low as $340 on momondo.

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

No. A direct flight is the cheapest option for a flight between Norfolk to Chicago.

As of September 2026, prices for Norfolk to Chicago flights are approximately 58% more expensive when compared to flights at the same time last year.

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

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Norfolk according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 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 Norfolk and Chicago is 23 per day as of September 2026. The most frequent departure time is 6:00AM, with 54% of daily flights leaving in the afternoon.

The number of flights available between Norfolk and Chicago is 161 per week as of September 2026. The most frequent departure day is Mon, with 16% of weekly flights leaving on this day.