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Cheap Flights from San Francisco International to Chicago Midway

Compare San Francisco International to Chicago Midway flight deals

Find the cheapest month or even day of the year to fly to Chicago Midway

Book the best Chicago Midway fare with no extra fees

Flight deals from San Francisco International to Chicago Midway

Looking for a cheap last-minute deal or the best return flight from San Francisco International to Chicago Midway? Find the lowest prices on one-way and return tickets right here.
Chicago.106 € per passenger.Departing Wed, 28 Aug, returning Wed, 4 Sep.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from San Francisco International on Wed, 28 Aug, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 4 Sep, arriving in San Francisco International.Price includes taxes and charges.From 106 €, select.
Chicago.116 € per passenger.Departing Wed, 9 Oct, returning Wed, 16 Oct.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from San Francisco International on Wed, 9 Oct, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Wed, 16 Oct, arriving in San Francisco International.Price includes taxes and charges.From 116 €, select.
Chicago.130 € per passenger.Departing Sat, 11 May, returning Fri, 17 May.Return flight with Frontier Airlines.Outbound indirect flight with Frontier Airlines, departs from San Francisco International on Sat, 11 May, arriving in Chicago Midway.Inbound indirect flight with Frontier Airlines, departs from Chicago Midway on Fri, 17 May, arriving in San Francisco International.Price includes taxes and charges.From 130 €, select.
Chicago.133 € per passenger.Departing Sat, 11 May, returning Fri, 17 May.Return flight with Frontier Airlines.Outbound direct flight with Frontier Airlines departs from San Francisco International on Sat, 11 May, arriving in Chicago Midway.Inbound direct flight with Frontier Airlines departs from Chicago Midway on Fri, 17 May, arriving in San Francisco International.Price includes taxes and charges.From 133 €, select.

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Find the cheapest month to fly from San Francisco International to Chicago Midway

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like San Francisco International to Chicago Midway flights are currently cheapest in October.
Apr
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May
from 130 €
Jun
from 202 €
Jul
from 202 €
Aug
from 164 €
Sep
from 143 €
Oct
from 116 €
Nov
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Dec
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Jan
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Feb
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Mar
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Direct flights from San Francisco International to Chicago Midway

Southwest Airlines

San Francisco International to Chicago Midway: Alternative routes

Compare routes from San Francisco International to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago Midway.

San Francisco to Chicago: Flight information

The things to know before you go.
Cheapest flight found106 €
Cheapest month to flyAugust
Average flight time4 hrs, 5 mins
Most popular airlineSouthwest Airlines
Average flights per week11

Finding cheap flights from San Francisco International to Chicago Midway: Frequently asked questions

The best price we found for a return flight from San Francisco International to Chicago Midway is 106 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 5 minutes is the average flight time from San Francisco International to Chicago Midway.
Southwest Airlines and Frontier Airlines fly direct from San Francisco International to Chicago Midway.
As of April 2024, there are 11 flights per week flying from San Francisco International to Chicago Midway.
The cheapest month to fly from San Francisco International to Chicago Midway is usually August.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from San Francisco International Airport to Chicago Midway Airport on Wednesday, 28 August 2024.
Yes – the average flight time is 4 hours and 5 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago Midway but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago Midway is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Frontier Airlines offers the cheapest flight tickets to Chicago Midway.

How to find cheap flights to Chicago (MDW) from San Francisco (SFO)in 2024

Looking for cheap tickets from San Francisco International to Chicago Midway? Return tickets start from 106 € and one-way flights to Chicago Midway from San Francisco International start from 50 €


Here are a few tips on how to secure the best flight price and make your journey as smooth as possible.

  • Simply hit 'search'. From British Airways to international carriers like Emirates, we compare all major airlines along with the most popular online travel agents to find the cheapest plane tickets from San Francisco International to Chicago Midway. And with us there are no hidden fees - what you see is what you pay.
  • Compare flight deals to Chicago from San Francisco from over 1,000 providers. Then choose the cheapest or fastest plane tickets. Flight tickets to Chicago start from 50 € one-way.
  • Set up a Price Alert. You can easily track the fare of your cheap San Francisco International-Chicago Midway flights by creating an alert. Whenever prices go down or up, you'll get an email or push notification to help make sure you get the best possible flight deal.
  • Flex your dates to find the best SFO-MDW ticket prices. If you are flexible when it comes to your travel dates, use Skyscanner's 'Whole month' tool to find the cheapest month, and even day to fly to Chicago Midway from San Francisco International.
  • Fly without stops. Only interested in direct flights between San Francisco International and Chicago Midway? Make sure to tick 'Direct flights only' when performing a search. If there are direct flights available on the route, these will appear in the results. Airlines that fly direct include: Southwest Airlines
    Frontier Airlines
  • Find the cheapest Business class flights from San Francisco International and Chicago Midway. We scour the internet for the best Business, Premium Economy and First Class flight fares to Chicago, too. Check the difference in price as you search – you might just chance upon a last-minute low fare. Note that not all cabin classes are available for every destination or airline.
  • Include nearby airports in your search. Widen your search for San Francisco International to Chicago Midway flight deals by selecting the "add nearby airports" option. This will allow you to see flight prices for all the nearest airports at your departure point and your destination and could help you save next time you travel.
  • Flexible on when you travel? The cheapest month to fly from San Francisco International to Chicago Midway is August.
  • Search for cheap flights regardless of where you are. To get the best flight booking experience when out and about, download the app and search for plane tickets between San Francisco International and Chicago Midway whenever you want.

Combine your flight to Chicago Midway from San Francisco International with hotels and car hire

Once you've secured your cheap flight ticket from San Francisco International to Chicago Midway, discover the best prices and exclusive rates for hotels in Chicago or nearby. You can also compare hundreds of car hire companies in one go so that you get the best car hire price for your trip.


Plan the rest of your trip from San Francisco to Chicago

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.