How long does the flight from San Jose to Chicago take?

Flight time from San Jose (SJC) to Chicago (MDW) depends on routing, aircraft type, and whether the flight is direct or connecting. A direct flight typically reflects great-circle distance plus winds, while one-stop options can add several hours depending on the layover airport. Check the exact duration in the search results above, where we show block time per itinerary along with stop count.

Which airlines fly from San Jose to Chicago?

Airline availability for SJC to MDW changes by season and sometimes week to week as carriers adjust capacity. Our search above pulls live schedules and returns the airlines currently selling this route, both direct and connecting. Codeshare and interline itineraries are included, so you may see results operated by one carrier but sold by another.

Are there direct flights from San Jose to Chicago?

Direct (nonstop) availability on SJC to MDW varies by date, day of week, and season. Busy city pairs usually have multiple daily nonstops, while thinner routes may only have direct service a few days per week or only during peak seasons. Use our search above with flexible dates to see which days actually have nonstop options.

What is the cheapest month to fly from San Jose to Chicago?

Prices on SJC to MDW shift with seasonality, school holidays, and major events at both ends. Our 12-month price calendar below the search results shows the lowest fare found per departure date, which makes it easy to spot the cheapest weeks at a glance. Flexibility of a few days around your target date often unlocks significantly lower fares.

San Jose to Chicago flights

Direct and connecting flights from San Jose (SJC) to Chicago (MDW). Compare airlines, aircraft, and fares.

Distance: 2,950 km (1,833 mi)
Flight time: ~3h 48m
Airlines: 1
Aircraft types: 3

Airlines flying SJC → MDW

Airline	Aircraft types	Observations
Southwest Airlines	3	3

Aircraft on this route

Boeing 737 — 1 operator
Boeing 737 — 1 operator
Boeing 737 — 1 operator

Airport details

Departure: Norman Y. Mineta San Jose International Airport (SJC)

City: San Jose
Country: US
IATA / ICAO: SJC / KSJC

Arrival: Chicago Midway International Airport (MDW)

City: Chicago
Country: US
IATA / ICAO: MDW / KMDW

Operating airlines

Southwest Airlines (WN)

Distance: 2957 km. Duration: 245 minutes.

Other routes from San Jose

Other routes to Chicago

Frequently asked questions

How many airlines fly SJC to MDW?

1 airline operates the SJC to MDW route in our 90-day observed dataset.

What aircraft fly the SJC-MDW route?

The most commonly observed aircraft on SJC to MDW include: Boeing 737, Boeing 737, Boeing 737.

How long is the San Jose to Chicago flight?

The estimated flight time from San Jose (SJC) to Chicago (MDW) is approximately 3h 48m, based on a cruise speed of 850 km/h.

What's the distance from San Jose to Chicago?

The great-circle distance from San Jose (SJC) to Chicago (MDW) is approximately 2,950 km (1,833 miles).

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