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Amazing SAN to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $90 round trip and $45 one way. Prices and availability subject to change. Additional terms may apply.

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - first class flights

FAQs about flights from San Diego Intl. Airport (SAN) to Midway Intl. Airport (MDW)

Are there direct flights from San Diego, CA (SAN-San Diego Intl.) to Chicago Airport?

If you're not a big fan of stopovers, you'll want to secure your flight from San Diego, CA (SAN-San Diego Intl.) to Chicago, IL (MDW-Midway Intl.) as early as possible. Southwest Airlines is the only carrier that offers direct flights between San Diego and Chicago.

How long is the flight from San Diego, CA (SAN-San Diego Intl.) to Chicago Airport?

With the flight between San Diego and Chicago taking on average 4 hours and 24 minutes, there'll be time to get things done in the air. Make good use of your journey by bringing that book you've always wanted to read, exploring the in-flight entertainment or catching up on some rest. You'll probably even find you can squeeze in all three before arriving.

What is the flight distance from San Diego, CA (SAN-San Diego Intl.) to Chicago Airport?

You'll have to travel about 1,740 miles from San Diego, CA (SAN-San Diego Intl.) to Chicago, IL (MDW-Midway Intl.) before you can officially kick off those adventures you have planned. Grab a coffee when the drink cart rolls by and watch a few of your favorite TV shows. You'll have loads of time!

What airlines fly from San Diego, CA (SAN-San Diego Intl.) to Chicago Airport?

If you're looking for an airline company that flies directly from San Diego, CA (SAN-San Diego Intl.) to Chicago, IL (MDW-Midway Intl.) and is highly rated by other experienced travelers, look no further than Southwest Airlines. They offer up to 100 flights each month.

Flying Tips & Tricks How do I find my flight number?
  • Keep an eye on your inbox once you've made your reservation — there should be an itinerary for your flight. The flight number will be contained on the document's first page.
How early can you check bags for a flight?
  • This depends on where you're flying to. It's usually three hours for international flights and two hours for domestic services. This can vary between airports and carriers, so double check.

SAN to MDW Frequently Asked Questions

San Diego Intl. to Midway Intl. Flight FAQ

Traveling FromSan Diego Intl.
Traveling ToMidway Intl.
Shortest Flight Time4 hours 0 mins
Earliest Departure Time7:05AM PDT
Latest Departure Time12:55PM PDT
Lowest Flight Price$90

San Diego to Chicago Carriers and Route Information

Flight path for flights from San Diego International Airport to Chicago Midway International Airport.


Distance:
1,734.00 miles


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.