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Flights from San Diego to Chicago

Cheap flight deals from San Diego to Chicago

Find direct flights from San Diego to Chicago within the next three months. Book one-way flights from KWD 16 or round-trip tickets from KWD 33.

  • Round-trip
  • One way

Deals on upcoming round-trip flights from San Diego to Chicago

Deals on upcoming one-way flights from San Diego to Chicago

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Flight Info | San Diego to Chicago

The distance between San Diego and Chicago is about 2,786.63 km. It takes around 4 hours 35 minutes on average to fly from San Diego to Chicago. The most popular month to Chicago is March. The off-season for travel is April.

Cheapest one-way flight price KWD 16
Cheapest round-trip ticket price KWD 33
Off-season for travel April
Peak season for travel March
Flight distance 2,786.63 km
Average flight time 4 hours 35 minutes

When is the cheapest time to fly from San Diego to Chicago?

The best time to book the cheapest flights from San Diego to Chicago is between Jul 13 and Jul 20. One-way ticket prices start at KWD 15 according to our flight calendar.

Cheapest flights
From price
Search
  • 6 13
  • 13 20
  • 20 27

  • Aug

    27 3
  • 3 10
  • 10 17
  • 17 24
  • 24 31

  • Sep

    31 7
  • 7 14
  • 14 21
  • 21 28
Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Frequently Asked Questions

  • When are flight tickets from San Diego (SAN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Diego to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from San Diego (SAN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around KWD 101.

  • How long does it take to fly from San Diego (SAN) to Chicago (CHI) and what is the distance?

    It takes around 4 hours 35 minutes to fly from San Diego (SAN) to Chicago (CHI).

  • What are the most popular airlines that fly from San Diego (SAN) to Chicago (CHI)?

    Airlines with flights from San Diego (SAN) to Chicago (CHI): Southwest Airlines, American Airlines, United Airlines, Alaska Airlines, Gulf Air, Volaris, Aer Lingus and Iberia.

How to find a cheap flight from San Diego to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from San Diego to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

More Travel Options

  • Top Routes from San Diego
  • Top Routes to Chicago
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