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Flights from Chicago Midway Airport (MDW) to San Diego Intl. Airport (SAN)
Flights to San Diego
California
United States of America
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Popular airlines from Chicago Midway Airport (MDW) to San Diego Intl. Airport (SAN)

Southwest Airlines
Delta
Frontier Airlines

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Cheap Flights from Chicago to San Diego (MDW-SAN)

Prices were available within the past 7 days and start at ￥21,970 for one-way flights and ￥46,790 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥46,790

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥46,790 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥55,820

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥55,820 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥62,590

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥62,590 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥65,600

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥65,600 Found 5 days ago

Wed, Dec 16 - Sat, Dec 19

MDW

Chicago

SAN

San Diego

￥69,900

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Dec 16 from Chicago to San Diego, returning Sat, Dec 19, priced at ￥69,900 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥70,330

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥70,330 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥71,730

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥71,730 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥74,740

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥74,740 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥78,500

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥78,500 Found 5 days ago

Wed, Nov 11 - Sat, Nov 14

MDW

Chicago

SAN

San Diego

￥79,470

Roundtrip

Found 5 days ago

Select Delta flight, departing Wed, Nov 11 from Chicago to San Diego, returning Sat, Nov 14, priced at ￥79,470 Found 5 days ago

Find the cheapest month to fly from Chicago (MDW) to San Diego (SAN)

April is typically the cheapest month to fly

From ￥25,296 - ￥42,190 per traveler.

Travel information

Origin airport	Chicago Midway Airport
Destination airport	San Diego Intl. Airport
Distance	2,777 km away
Airlines serving	Southwest Airlines, Delta, Frontier Airlines
Popular airline	Southwest Airlines
Roundtrip price	￥46,790
Average flight time	5 hours 6 mins

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￥21,970 Cheap Flights from Chicago (MDW) to San Diego (SAN)

Popular airlines from Chicago Midway Airport (MDW) to San Diego Intl. Airport (SAN)

Be in the know

Book smarter

Earn twice

Cheap Flights from Chicago to San Diego (MDW-SAN)

Find the cheapest month to fly from Chicago (MDW) to San Diego (SAN)

April is typically the cheapest month to flyApril is typically the cheapest month to fly

Travel information

Explore a world of travel with Expedia

April is typically the cheapest month to fly