Cheap Flights from San Jose International Airport to Chicago (MDW) Find and Compare the Best Airline Deals | Skyticket

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2025/4
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2025/4
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Total Fares（Round-Trip/Economy）: USD /Per Person

* Displayed fare(s) may differ from the actual search result

San Jose (United States)－Chicago Midway Airport
April Lowest Airfares
USD333

The airfare displayed above is for Delta Air Lines

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San Jose (United States)－Chicago Midway Airport
May Lowest Airfares
USD446

The airfare displayed above is for Delta Air Lines

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San Jose (United States)－Chicago Midway Airport
June Lowest Airfares
USD516

The airfare displayed above is for Delta Air Lines

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San Jose (United States)－Chicago Midway Airport
July Lowest Airfares -----
San Jose (United States)－Chicago Midway Airport
August Lowest Airfares -----

San Jose (United States)－Chicago
Estimated Flight Time
6 Hours 28 Minutes
San Jose (United States)－Chicago
Number of Operating Airlines
1

Operating Airlines for San Jose (United States)－Chicago Midway Airport Route
Delta Air Lines

Other Destinations from:San Jose (United States)

San Jose (United States)－Chicago(O'Hare)
USD302〜
San Jose (United States)－Dallas(/Fort Worth)
USD243〜
San Jose (United States)－San Diego(SAN)
USD127〜
San Jose (United States)－Atlanta(Hartsfield-Jackson)
USD221〜
San Jose (United States)－Houston(George Bush Intercontinental)
USD270〜
San Jose (United States)－Salt Lake City(SLC)
USD235〜
San Jose (United States)－Miami(MIA)
USD305〜
* Fares vary in accordance to seat availability
Other Departures to: Chicago

Savannah/Hilton Head Airport－Chicago(Midway)
USD337〜
* Fares vary in accordance to seat availability