Flights from Chicago to San Jose
Cheap MDW to San Jose flights
Book your MDW to SJO flights with Expedia and find last-minute Chicago to San Jose airfare. Expedia offers discount airfare on multiple airline carriers that fly direct and indirect routes between MDW and SJO, with new flight deals and promotions almost daily. When you book your next trip from Midway Intl. to Juan Santamaria Intl. with Expedia, you can rest assured you’re getting great ticket prices and excellent service from one of the world’s most trusted travel providers.
Discount flights from Chicago to San Jose airfare
Browse the best deals on flights from MDW to SJO. Deals are based on recent deals found by other Expedia users like you. Pricing may have changed for individual airlines. Expand the list to see all available flight deals from MDW to SJO.
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Last Minute Chicago Flight Deals
Traveling on short notice? Expedia offers great deals on last-minute flights from Chicago Airport to the most popular destinations. Deals are based on recent prices found by other Expedia users within the last 12 hours. Prices change often for individual airlines, so check back regularly!
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Chicago, Illinois (MDW) to San Jose, Costa Rica (SJO)
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- Roundtrip (including all taxes and fees)
- Per Adult
- Based on e-ticket purchase
- Shown without coupon discounts
The lowest roundtrip price(s) recently found
Departing From:
| Airport | Flight To | Travel Dates (Nights) |
Hotel Rating | Package Discount |
Price per Passenger |
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Popular Flights from Chicago, Illinois
Browse popular flight destinations from Chicago (MDW), and plan your next exciting trip. Expedia has cheap flights from Chicago on multiple airline carriers, so book your next trip today!
Top Chicago Flights to US Destinations
Chicago to Chicago (MDW - ORD)
Chicago to New York (MDW - JFK)
Chicago to Denver (MDW - DEN)
Chicago to Atlanta (MDW - ATL)
Chicago to San Francisco (MDW - SFO)
Chicago to Miami (MDW - MIA)
Chicago to Los Angeles (MDW - LAX)
Chicago to Las Vegas (MDW - LAS)
Chicago to Houston (MDW - IAH)
Chicago to Newark (MDW - EWR)
Chicago to New York (MDW - JFK)
Chicago to Denver (MDW - DEN)
Chicago to Atlanta (MDW - ATL)
Chicago to San Francisco (MDW - SFO)
Chicago to Miami (MDW - MIA)
Chicago to Los Angeles (MDW - LAX)
Chicago to Las Vegas (MDW - LAS)
Chicago to Houston (MDW - IAH)
Chicago to Newark (MDW - EWR)
Top Chicago International Destinations
Popular Flights from San Jose, Costa Rica
Browse popular flight destinations from San Jose (SJO), and plan your next exciting trip. Expedia has cheap flights from San Jose on multiple airline carriers, so book your next trip today!
Top San Jose Flights to US Destinations
San Jose to Chicago (SJO - ORD)
San Jose to New York (SJO - JFK)
San Jose to Denver (SJO - DEN)
San Jose to Atlanta (SJO - ATL)
San Jose to Miami (SJO - MIA)
San Jose to San Francisco (SJO - SFO)
San Jose to Los Angeles (SJO - LAX)
San Jose to Las Vegas (SJO - LAS)
San Jose to Houston (SJO - IAH)
San Jose to Newark (SJO - EWR)
San Jose to New York (SJO - JFK)
San Jose to Denver (SJO - DEN)
San Jose to Atlanta (SJO - ATL)
San Jose to Miami (SJO - MIA)
San Jose to San Francisco (SJO - SFO)
San Jose to Los Angeles (SJO - LAX)
San Jose to Las Vegas (SJO - LAS)
San Jose to Houston (SJO - IAH)
San Jose to Newark (SJO - EWR)
Top San Jose International Destinations
San Jose to Chicago (SJO - ORD)
San Jose to New York (SJO - JFK)
San Jose to London (SJO - LHR)
San Jose to Denver (SJO - DEN)
San Jose to Paris (SJO - CDG)
San Jose to Atlanta (SJO - ATL)
San Jose to Miami (SJO - MIA)
San Jose to San Francisco (SJO - SFO)
San Jose to Los Angeles (SJO - LAX)
San Jose to Amsterdam (SJO - AMS)
San Jose to New York (SJO - JFK)
San Jose to London (SJO - LHR)
San Jose to Denver (SJO - DEN)
San Jose to Paris (SJO - CDG)
San Jose to Atlanta (SJO - ATL)
San Jose to Miami (SJO - MIA)
San Jose to San Francisco (SJO - SFO)
San Jose to Los Angeles (SJO - LAX)
San Jose to Amsterdam (SJO - AMS)
MDW to SJO Route Map
Chicago to San Jose Flights, Stats and Airplanes
Route information for flights from Midway Intl. to Juan Santamaria Intl..
Origin:
Destination:
Distance:
2,207.05 miles
MDW - Midway Intl. Airlines
Browse the the most popular airlines servicing the Chicago (MDW) airport. Visit their flights pages to learn more about the most popular routes these carriers fly.
SJO - Juan Santamaria Intl. Airlines
Browse the most popular airlines servicing the San Jose (SJO) airport. Visit their flights pages to learn more about the most popular routes these carriers fly.
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