$154 Find Cheap Flights from San Francisco to Chicago Midway Airport - Compare and Save

If you are looking for a flight deal from San Francisco to Chicago Midway Airport, look for departures on Wednesdays and avoid leaving on a Sunday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Wednesday is the cheapest day to fly and Sunday is the most expensive.

The cheapest month for flights from San Francisco to Chicago Midway Airport is January, where tickets cost $266 (return) on average. On the other hand, the most expensive months are October and June, where the average cost of round-trip tickets is $612 and $462 respectively.

No, with an average price for the route of $377, prices are generally cheapest when you fly direct.

To get a below average price on the flight from San Francisco to Chicago Midway Airport, you should book around 5 weeks before departure, which saves you about 28% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 18 weeks before departure.

In the past 5 days, the cheapest round-trip tickets from San Francisco to Chicago Midway Airport were found on Southwest ($282) and Frontier ($283).

There are 3 airlines that fly nonstop from San Francisco to Chicago Midway Airport. They are: JetBlue, Southwest and United Airlines. The cheapest price of all airlines flying this route was found with JetBlue at $224 for a round-trip flight. On average, the best prices for this route can be found at JetBlue.

Atlanta (ATL) is the top choice – 50% of KAYAK users who clicked on 1-stop flights from San Francisco to Chicago Midway Airport picked an itinerary connecting there.

Flights via Denver (DEN) offer the most affordable fares, with an average round-trip price of $266.

Consider flying via Denver (DEN) for the shortest journey. The average one-way travel time for flights connecting there is 5h 55m.

If you prefer a quick connection, Minneapolis (MSP) often has the shortest layovers from San Francisco to Chicago Midway Airport, with an average of 0h 47m.

There is only one cabin class option available for the route, which is Economy. Perform a search on KAYAK to find the latest prices and availability for all cabin fares, which differ across airlines.

Each day, there are 2 nonstop flights that take off from San Francisco and land in Chicago Midway Airport, with an average flight time of 4h 08m. The most common departure time is 8:00 am and most flights take off at night. Each week, there are 14 flights and there are the same amount of flights each day (2).