Cheap flights from San Diego (SAN) to Chicago (CHI) from $43

Departing on a Wednesday is a good option for securing a great price. You can expect to save up to 26% when planning your travel around this day of the week.

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 29 days in advance, which can save you up to 24% on flights from San Diego to Chicago compared to booking the week you need them. Waiting 29 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $465. For sooner than that we have options available in the next 3 days from $563.

The best pricing can be found in the month of January. Prices to Chicago from San Diego average $430. You can even find prices in January for less than $430, as users have found deals to Chicago from as low as $168. The month of June appears to be one of the more expensive times to travel to Chicago from San Diego. Flying in the targeted month can save you up to 35%.

It’s optimal to fly from San Diego to Chicago in the afternoon. By choosing this option you can save up to 29% on the cost of your flight, compared to a flight in the morning.

If you book a flight to Chicago from San Diego, you will be flying from San Diego, which is the city’s only airport. San Diego (SAN) is located 2.6 mi from the center of San Diego. There are 29 flights from San Diego to Chicago per day from 6 different airlines.

Yes, there are multiple flights from San Diego to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $85, but on average you can expect to pay $103.

Cheapflights has at least 20 direct flights from San Diego to Chicago under $300. A good price for a nonstop flight from San Diego to Chicago is less than $310.

There are currently 20+ open flights from San Diego to Chicago within the next 7 days for less than $200.

Nonstop flights are available for this route on the following days: Sunday, Monday, Tuesday, Thursday, Friday, Saturday.

38 flight departures from San Diego to Chicago per day on average.
Early Morning (Midnight to 6am) - 11% of flight departures
Morning (6am - Noon) - 45% of flight departures
Afternoon (Noon - 6pm) - 29% of flight departures
Evening (6pm - Midnight) - 16% of flight departures

Airlines like Frontier and Spirit Airlines fly from San Diego to Chicago in about 9h 22m. The time it takes to get you to your destination can typically vary by up to 5h. Airlines will cover a distance of 1729 mi. Both multi-stop and nonstop flights can be found to your destination and back.

Frontier, at $85, was found to be the cheapest airline from San Diego to Chicago. An alternate airline flying to your destination would be Spirit Airlines. You may be able to fly from San Diego to Chicago for 80% less than the average price by searching for these airlines.

While some choose either San Diego - Chicago Midway or San Diego - Chicago Greater Rockford, San Diego - Chicago O'Hare Intl is the most popular route from San Diego to Chicago.

Consider American Airlines, Alaska Airlines or Delta when booking your flight. These represent the most popular airlines when flying from San Diego to Chicago.

Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from San Diego to Chicago on time: Japan Airlines (96%), Austrian Airlines (93%), SWISS (88%).

On average you can expect to pay $953 for a flight from San Diego to Chicago. The cheapest flight overall is $130 while the most popular route, (San Diego - Chicago O'Hare Intl) is currently priced at $110.

Great question - SAN to ORD just means San Diego Airport to Chicago O'Hare Intl Airport. Now you’ll know what these unique codes when you look for flights! Ready for more IATA code knowledge? These are related airports for your current travel destination: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

When you search for this flight from San Diego to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from San Diego to Chicago.

Yes! Cheapflights helps users easily find flights from San Diego to Chicago with no change fees.

Yes! Start tracking prices for San Diego to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, navigate to the search form above to perform a search, which will then prompt you for a valid email address to use the tool.