Cheap flights from San Diego (SAN) to Chicago (CHI) from $46

Tue 6/48:41 amSAN - ORD

1 stop12h 52mSpirit Airlines

Tue 6/1110:01 pmORD - SAN

1 stop12h 33mSpirit Airlines

Deal found 5/3$100

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Tue 6/48:41 amSAN - ORD

2 stops34h 06mSpirit Airlines

Tue 6/1110:01 pmORD - SAN

1 stop12h 33mSpirit Airlines

Deal found 5/3$106

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Sat 5/117:45 amSAN - ORD

2 stops15h 33mSpirit Airlines

Tue 5/147:00 amORD - SAN

2 stops18h 53mSpirit Airlines

Deal found 5/4$113

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Tue 5/288:41 amSAN - ORD

1 stop12h 48mSpirit Airlines

Tue 6/410:52 pmORD - SAN

1 stop13h 10mSpirit Airlines

Deal found 5/3$114

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Tue 5/149:12 pmSAN - ORD

1 stop7h 18mSpirit Airlines

Tue 6/410:52 pmORD - SAN

1 stop13h 10mSpirit Airlines

Deal found 5/3$115

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Sat 5/1811:10 amSAN - ORD

1 stop8h 45mSpirit Airlines

Tue 5/217:08 amORD - SAN

1 stop26h 43mSpirit Airlines

Deal found 5/3$123

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Sun 5/268:14 amSAN - ORD

1 stop8h 44mSpirit Airlines

Tue 6/410:52 pmORD - SAN

1 stop13h 10mSpirit Airlines

Deal found 5/3$124

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Tue 5/149:12 pmSAN - ORD

1 stop7h 18mSpirit Airlines

Tue 5/211:13 pmORD - SAN

1 stop12h 40mSpirit Airlines

Deal found 5/4$125

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Tue 6/49:12 pmSAN - ORD

1 stop7h 24mSpirit Airlines

Wed 6/1212:32 pmORD - SAN

1 stop9h 58mSpirit Airlines

Deal found 5/3$126

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• If you’re traveling from San Diego to Chicago, one of the more common airlines traveling that route is Spirit Airlines. San Diego to Chicago flights are typically 22% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $461.80 RT. The cheapest Spirit Airlines flight found for this route was $300. When traveling from San Diego to Chicago on Spirit Airlines, the most popular airport to depart from is San Diego Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from San Diego to Chicago, Spirit Airlines flights are 11% more popular than any other airline flying that same route.

Sat 5/188:21 pmSAN - MDW

1 stop7h 29mFrontier

Tue 5/216:00 amMDW - SAN

1 stop9h 39mFrontier

Deal found 5/3$135

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Wed 5/159:32 pmSAN - MDW

1 stop6h 18mFrontier

Tue 6/42:45 pmMDW - SAN

1 stop8h 40mFrontier

Deal found 5/3$137

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Wed 5/1511:25 amSAN - ORD

1 stop11h 27mFrontier

Wed 6/58:23 pmORD - SAN

1 stop12h 52mFrontier

Deal found 5/4$138

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Tue 5/148:00 amSAN - ORD

1 stop14h 56mFrontier

Sat 5/185:56 pmORD - SAN

1 stop15h 08mFrontier

Deal found 5/3$139

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Wed 5/154:07 pmSAN - ORD

1 stop6h 49mFrontier

Sat 5/185:56 pmORD - SAN

1 stop15h 08mFrontier

Deal found 5/3$140

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Fri 5/312:25 pmSAN - MDW

1 stop18h 48mFrontier

Tue 6/46:00 amMDW - SAN

1 stop17h 25mFrontier

Deal found 5/3$141

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Wed 5/159:32 pmSAN - MDW

1 stop6h 18mFrontier

Wed 6/55:55 amMDW - SAN

1 stop14h 16mFrontier

Deal found 5/3$142

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Sun 6/210:15 pmSAN - MDW

1 stop10h 21mFrontier

Tue 6/117:00 amMDW - SAN

1 stop11h 22mFrontier

Deal found 5/3$143

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Wed 5/159:32 pmSAN - MDW

1 stop6h 18mFrontier

Sat 5/1810:01 pmMDW - SAN

1 stop11h 03mFrontier

Deal found 5/3$145

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• One of the most popular airlines traveling from San Diego to Chicago is Frontier. Flights from Frontier traveling this route typically cost $440.80 RT. This price is typically 31% cheaper than other airlines that offer San Diego to Chicago flights. When booking this route, the cheapest RT price found was $218. San Diego Airport is the most common San Diego airport to take off from when flying to Chicago. Chicago O'Hare Intl Airport is the most popular arrival airport in Chicago. When flying from San Diego to Chicago, Frontier flights are 1% more popular than any other airline flying that same route.

Currently, February is the cheapest month in which you can book a flight from San Diego to Chicago (average of $245). Flying from San Diego to Chicago in June is currently the most expensive (average of $354). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

• What airport do you fly from for flights from San Diego to Chicago?

  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.

• Can I find flights from San Diego to Chicago for under $100 on Cheapflights?

  Yes, there are multiple flights from San Diego to Chicago for under $100. The cheapest flight booked recently is on Spirit Airlines for just $100, but on average you can expect to pay $126.

• Are there nonstop flights from San Diego to Chicago for under $400 on Cheapflights?

  Cheapflights has at least 20 direct flights from San Diego to Chicago under $400. A good price for a nonstop flight from San Diego to Chicago is less than $397.

• Are there last-minute flights available from San Diego to Chicago for under $200?

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

• What days are nonstop flights available from San Diego to Chicago?

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

• How many flights depart from San Diego to Chicago on average per day?

  4 flight departures from San Diego to Chicago per day on average.
  Morning (6am - Noon) - 25% of flight departures
  Evening (6pm - Midnight) - 75% of flight departures

• How long is the flight from San Diego to Chicago?

  Airlines like Spirit Airlines and Frontier fly from San Diego to Chicago in about 7h 29m. The time it takes to get you to your destination can typically vary by up to 5h 23m. Airlines will cover a distance of 1729 mi. Both multi-stop and nonstop flights can be found to your destination and back.

• What are the cheapest airlines flying from San Diego to Chicago round-trip?

  Spirit Airlines, at $100, was found to be the cheapest airline from San Diego to Chicago. An alternate airline flying to your destination would be Frontier. You may be able to fly from San Diego to Chicago for 75% less than the average price by searching for these airlines.

• What are the most popular routes from San Diego to Chicago?

  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.

• What are the most popular airlines that fly 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.

• What are the most reliable airlines 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: Austrian Airlines (98%), Scandinavian Airlines (95%), Emirates (93%).

• What are the cheapest flights from San Diego to Chicago?

  On average you can expect to pay $890 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 $97.

• What does SAN to ORD mean?

  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).

• Where are the most common layover locations when flying from San Diego to Chicago?

  San Diego to Chicago flights have a layover in Las Vegas most of the time.

• What are some popular things to do or see while on a layover in Las Vegas?

  The majority of Las Vegas visitors spend their time at Fremont Street Experience, Colosseum at Caesars Palace, and Fountains of Bellagio. Fremont Street Experience, Colosseum at Caesars Palace, and Fountains of Bellagio can be accessed by traveling approximately 5.9 mi, 2.6 mi, and 2.3 mi, respectively from Las Vegas Harry Reid Intl. Travelers can rent a car at Las Vegas Harry Reid Intl for an average daily rate of $58 to make sightseeing during their layover a little easier.

• Where are the least popular layover locations for San Diego to Chicago flights?

  Flights departing from San Diego and landing in Chicago layover in Phoenix least frequently.

• Can I find deals for flights from San Diego to Chicago that include extra baggage allowance?

  The amount of baggage you can bring on your San Diego to Chicago flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

• Can I find deals on flights from San Diego to Chicago with specific airlines?

  Yes, Cheapflights allows you to browse and filter San Diego to Chicago flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

• Can I find deals for flights from San Diego to Chicago that include hotel bookings?

  Yes. In addition to deals on San Diego to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

• How can I find direct flights from San Diego to Chicago?

  After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Chicago.

• Can I find deals for business class flights from San Diego to Chicago?

  Yes. Cheapflights offers flight deals from San Diego to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

• Can I find deals for flights from San Diego to Chicago that allow pets onboard?

  Many airlines flying from San Diego to Chicago offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

• Can I find deals on last-minute flights from San Diego to Chicago?

  Yes, you can often find last-minute deals on San Diego to Chicago flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

• How recently were the San Diego to Chicago flight deals updated?

  The San Diego to Chicago flight deals you see on this page were last updated on 5/4.