SJC to MDW (San Jose to Chicago) Flights

Last Minute Flights from SJC to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
SJCChicagoMarch 21 to March 25$667
*Prices include taxes and fees

Cheapest SJC to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
SJCChicagoApril 14 to April 16$262
SJCChicagoMay 7 to May 11$265
SJCChicagoApril 30 to May 4$267
SJCChicagoMay 4 to May 6$302
*Prices include taxes and fees
SJC to MDW Flight Details
Origin airport
Norman Y. Mineta San Jose Intl.
Origin airport IATA code
SJC
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
1833 mi

Frequently asked questions

What airlines fly direct from Norman Y. Mineta San Jose Intl. Airport (SJC) to Chicago Airport?
Unfortunately, you can't fly straight from San Jose Intl. Airport to Chicago Airport. Journey to Chicago by booking a flight with at least one stop in between. If you've got some spare time, why not spend a day or so in your layover destination?
How many flights are there from SJC to MDW?
Approximately 5 flights are scheduled per day between San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) and Chicago, IL (MDW-Midway Intl.). Buckle up because your plane to Chicago is ready to jet off.
How long does it take to fly from San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) to Chicago, IL (MDW-Midway Intl.)?
While you won't be cooped up in your seat forever from San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) to Chicago, IL (MDW-Midway Intl.), 6 hours and 43 minutes isn't necessarily a quick ride either. Contemplate upgrading your fare if you'd prefer more legroom.
What is the flight distance from San Jose, CA (SJC-Norman Y. Mineta San Jose Intl.) to Chicago, IL (MDW-Midway Intl.)?
At 1,850 miles (3,000 1), this medium-haul flight is no long-drawn-out marathon, but it's no cakewalk either. Touch down in Chicago feeling refreshed by enjoying some shut-eye along the way.
How many morning flights are there from SJC to MDW?
Every week, 22 flights leave from SJC to MDW before midday. Delta Air Lines (DL) lists 13 weekly flights in the morning on this route, with the earliest leaving the runway at 6:15AM.
How many afternoon flights are there from SJC to MDW?
Each week, there are 13 afternoon and evening flights from SJC to MDW. If you'd like to book a seat with Volaris (Y4), it has around 7 weekly flights that depart after midday. The earliest one takes to the skies at 1:24PM.
What is the earliest departure time out of San Jose to Chicago?
Set off from SJC at 6:15AM and come in for landing at MDW at 6:07PM. This departure is the earliest you can book on this route.
What is the latest departure time out of San Jose to Chicago?
From SJC, the latest flight you can get sets out at 5:27PM and comes in for landing at MDW at 8:47AM. If you're not into early starts, this is the flight to book.
What is the average price from San Jose to Chicago?
Round-trip journeys for this route start from about $262. When you're ready to lock in your trip, we're ready to help you walk away with the best deal in town. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

San Jose to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from San Jose to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from SJC to MDW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from San Jose to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.

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