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SFO - MDW

$85 Find cheap flights from San Francisco to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San Francisco to Midway departing on 7/13. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 6/4
Tue 6/11

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Francisco to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San Francisco to Chicago, as well as popular online travel agencies
In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap flight deals from San Francisco to Midway (SFO-MDW)

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San Francisco to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
11:59 pm - 10:07 amSFO-MDW
8h 08m1 stop
4:18 pm - 6:47 pmMDW-SFO
4h 29mnonstop
$161Frontier
Find Deal
Sun, May 12 - Wed, May 29
9:11 am - 3:23 pmSFO-MDW
4h 12mnonstop
4:18 pm - 6:46 pmMDW-SFO
4h 28mnonstop
$162Frontier
Find Deal
Wed, May 29 - Wed, Jun 5
3:58 pm - 10:09 pmSFO-MDW
4h 11mnonstop
5:30 am - 7:50 amMDW-SFO
28h 20m1 stop
$164Frontier
Find Deal
Tue, May 14 - Wed, May 15
11:55 pm - 12:58 pmSFO-MDW
11h 03m1 stop
4:18 pm - 6:47 pmMDW-SFO
4h 29mnonstop
$165Frontier
Find Deal
Mon, May 20 - Wed, May 29
3:58 pm - 10:09 pmSFO-MDW
4h 11mnonstop
2:45 pm - 11:59 pmMDW-SFO
11h 14m1 stop
$166Frontier
Find Deal
Tue, May 14 - Tue, May 21
9:11 am - 3:23 pmSFO-MDW
4h 12mnonstop
4:18 pm - 6:46 pmMDW-SFO
4h 28mnonstop
$167Frontier
Find Deal
Sat, Jun 1 - Sat, Jun 8
12:07 pm - 5:50 amSFO-MDW
15h 43m1 stop
4:18 pm - 6:47 pmMDW-SFO
4h 29mnonstop
$168Frontier
Find Deal
Thu, May 23 - Wed, May 29
9:11 am - 3:23 pmSFO-MDW
4h 12mnonstop
4:18 pm - 6:46 pmMDW-SFO
4h 28mnonstop
$169Frontier
Find Deal
Wed, May 29 - Sat, Jun 8
6:05 am - 4:55 pmSFO-MDW
8h 50m1 stop
1:21 pm - 8:23 pmMDW-SFO
9h 02m1 stop
$267Delta
Find Deal
Sat, May 18 - Thu, May 30
12:40 am - 8:47 amSFO-MDW
6h 07m1 stop
1:21 pm - 8:23 pmMDW-SFO
9h 02m1 stop
$271Delta
Find Deal
Mon, May 13 - Fri, May 31

Flights from San Francisco to Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from San Francisco to Midway to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from San Francisco to Chicago Midway Airport?

The average price of all flights from San Francisco to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.
For San Francisco to Chicago Midway Airport, Saturday is the cheapest day to fly on average and Friday is the most expensive. Flying from Chicago Midway Airport back to San Francisco, the best deals are generally found on Wednesday, with Tuesday being the most expensive.

What is the cheapest month to fly from San Francisco to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from San Francisco to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from San Francisco to Chicago Midway Airport is November, where tickets cost $193 on average. On the other hand, the most expensive months are June and July, where the average cost of tickets is $355 and $328 respectively.

How far in advance should I book a flight from San Francisco to Chicago Midway Airport?

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from San Francisco to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from San Francisco to Chicago Midway Airport, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 62 days before departure.

Which airlines provide the cheapest flights from San Francisco to Chicago Midway Airport?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the past 3 days, the cheapest one-way tickets to Chicago Midway Airport from San Francisco were found on Frontier ($85) and Delta ($124), and the lowest round-trip tickets were found on Frontier ($161) and Delta ($267).

Which airlines fly non-stop between San Francisco and Chicago Midway Airport?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from San Francisco to Chicago Midway Airport.
There are 2 airlines that fly nonstop from San Francisco to Chicago Midway Airport. They are Frontier and Southwest. The cheapest airline for this route is Frontier, with the best one-way deal found costing $90. On average, the best prices for this route can be found at Frontier.

How many flights are there between San Francisco and Chicago Midway Airport per day?

Each day, there are between 1 and 3 nonstop flights that take off from San Francisco and land in Chicago Midway Airport, with an average flight time of 4h 06m. The most common departure time is 9:00 am and most flights take off in the morning. Each week, there are 11 flights. The most frequent day of departure is Tuesday, when 27% of all weekly flights depart. The fewest flights depart on a Monday.

Which cabin class options are there for flights between San Francisco and Chicago Midway Airport?

The average price of flights for each cabin class for the route found by users searching on KAYAK over the last 2 weeks.
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.

How long does a flight from San Francisco to Chicago Midway Airport take?

The average nonstop flight takes 4h 11m, covering a distance of 1,849 miles.

What’s the earliest departure time from San Francisco to Chicago Midway Airport?

Early birds can take the earliest flight from San Francisco at 5:40 am and will be landing in Chicago Midway Airport at 11:35 am.

What’s the latest departure time from San Francisco to Chicago Midway Airport?

If you prefer to fly at night, the latest flight from San Francisco to Chicago Midway Airport jets off at 3:58 pm and lands at 10:09 pm.

Good to know

Low season

February

High season

October

Cheapest flight

$85
Best time to beat the crowds but there is an average 9% increase in price.
Most popular time to fly and prices are also 17% lower on average.
Flight from San Francisco to Chicago Midway Airport

When to book flights from San Francisco to Midway

Are your dates flexible? Find out the best times to travel from San Francisco to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking San Francisco to Chicago Midway Airport flights

  • What is the cheapest flight from San Francisco to Chicago Midway Airport?

    In the last 3 days, the lowest price for a flight from San Francisco to Chicago Midway Airport was $85 for a one-way ticket and $161 for a round-trip.

  • Do I need a passport to fly between San Francisco and Chicago Midway Airport?

    No, a passport isn't needed to fly from San Francisco to Chicago Midway Airport. However, local authorities might ask for an official ID.

  • Which airports will I be using when flying from San Francisco to Chicago Midway Airport?

    When flying out of San Francisco you will be using San Francisco. You will be landing at Chicago Midway Airport, also known as Chicago Midway.

  • Which airlines offer Wi-Fi service onboard planes from San Francisco to Chicago Midway Airport?

    American Airlines, Alaska Airlines, and Delta offer inflight Wi-Fi service on the San Francisco to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from San Francisco to Chicago Midway Airport?

    The Airbus A320neo is the aircraft model that flies most regularly on the San Francisco to Chicago Midway Airport flight route.

  • On which days can I fly direct from San Francisco to Chicago Midway Airport?

    There are nonstop flights from San Francisco to Chicago Midway Airport on a daily basis.

  • Which is the best airline for flights from San Francisco to Chicago, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from San Francisco to Chicago are Delta and Frontier. With an average price for the route of $344 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $261 and an overall rating of 6.2.

  • How does KAYAK find such low prices on flights from San Francisco to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San Francisco to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San Francisco to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from San Francisco is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San Francisco to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to San Francisco with another airline. Booking your flights between San Francisco and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San Francisco to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from San Francisco up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight from SFO to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $63 or less one-way and $121 or less round-trip.

Prefer to fly non-stop from San Francisco to Chicago Midway Airport?

Find which airlines fly direct from San Francisco to Midway, which days they fly and book direct flights.

Nonstop departures

San Francisco to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Southwest

Southwest

See more direct flights

Nonstop returns

Chicago Midway to San Francisco

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Southwest

Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Southwest

Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Southwest

Southwest

See more direct flights
See more direct flights

Top 4 airlines serving from San Francisco to Midway

 
See real verified KAYAK customer reviews for airlines flying from San Francisco to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San Francisco to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
Alaska AirlinesOverall score based on 9137 reviews
7.9Comfort
7.3Food
8.6Crew
7.3Entertainment
8.2Boarding
Airline reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

4.0 OkayRandy, May 2024SFO - SEA
Read more about Alaska Airlines reviews

Boarded the plain and had to wait 1 hour for crew Captain to arrive from another flight

They canceled the flight 30 minutes prior to departure without any heads up.

All parts were excellent, especially staff at bag tag printing and inflight crew. Just the normal differences from past air travel could be improved but we’ve learned to accept those—cramped seats, minimal food/beverage, etc.

Attentive crew. Best of all was the empty seat between me and my rowmate.

We had a very scary attempted landing in Palm Springs and were redirected to Ontario. It was a stressful flight.

Every thing means , crew, service, timing, boarding is very good.

I like that we took off on time and arrived a bit early. I like that I could gate check my bag and board early. I don't like how crowded the flight was. I had ok leg room, but could feel every move of the person next to me. And the aisles are very narrow. The gate and flight crews were terrific.

The flight was diverted and departed from San Jose instead of San Francisco. This could’ve been executed more smoothly because after arriving in San Jose it seemed like nothing was being processed correctly as needed for the gate agents to do their jobs well and the flight to leave on time

Excellent service and prices. I was not award of inflight entertainment.

Both flights from NYC to SFO were delayed more than an hour. No wifi, no screens/movies etc. The crew was nice.

There was a loud squeaky sound the whole time we were flying.

I usually have a positive experience with Delta. Complimentary upgrades are always nice!

I didn’t not like that I could not select my seat and ended up with the worse seat.

The landing was bad and the hostess came two times and i was sleeping but when she served the person that nexts to me I woke up and she didn’t even asked me if I need any drink or snacks two times!!!!

Plane was late because of a mechanical malfunction and the food listed as available was not. Flight attendants seem over worked and under paid. They just done seem happy. And that can be seen in their faces.

Waited 3 hours on a plane to de-ice due to manpower issues. Waited another hour and a half once we landed because of a gate issue. Missed my connections. Created. A total of 13 hours of delay.

Great, on time departure, friendly and accommodating crew, great leg room, Smith flight

Plane was turned around due to fog half way into the flight, Delta did not properly direct passengers to stay on same flight and instead failed to properly rebook on Alaska

Like most domestic flights in the US, you are basically on your own with this airline when it comes to food, so be sure to purchase meals and drinks ahead of time or expect to arrive starving and dehydrated (like I was).

You need to be a hacker to get the (Free) WiFi

Crew was great and did their best to make us comfortable and captain came out at the beginning to announce why the flight was delayed, weather situation up ahead, and kept us updated throughout the flight.

United WiFi is consistently unusable (it can take 10 mins to load a single web page). If you need Wifi to do work, be prepared to lose half a day of productivity.

Awful. I got stuck next to a person carrying a dog and behind someone with a dog. People need to board these dogs downstairs. The cabin is crowded enough with your pets

Packed in like sardines, very uncomfortable. Sitting the aisle my shoulder was rammed into numerous times by rushing flight attendants. Also flight was very cold.

Airline did not explain reasons why flight was delayed two hours. Explanations were badly needed and rarely provided. Problem seemed to clearly be the airline’s fault and not the fault of the weather or airport.

Very uncomfortable seats and seat backs, and I am only 5’9”. Delayed due to crew issues, spent a long time with no ventilation. Teeny overhead bins. Wifi worked well. Arrived safely.

I was delighted that we were able to get on the 4:40 pm flight rather than our original booking at 6:55 pm!! Other than that, the flight was comfortable and landed early😊

The Palm Springs to Chicago O’Hare was on Time and Palm Springs airport is easier navigate. As our connection was only an approximately 50 minutes, we asked staff for insights for the Chicago airport in terms of transferring into the other terminal from which our flight left, and they were unhelpful. However, the United App was very helpful in terms of notifications and even providing directions. The Chicago to Detroit flight was significantly delayed which we all know does happen. However, there were very few updates or notifications as to why this was happening when we would actually arrive. It took nearly 30 minutes for bags to make it to baggage claim. We arrived nearly 1 hour late on a 40 minute flight.

Our flight was delayed many times throughout the day. The final delay was about 8 hours. I spent time in line to speak to someone at their understaffed desk, and also spent time waiting online and then chatting with a service rep. None of the United employees were any help at all. I desperately wanted to go get rest and possibly re-book my trip but I was denied any compensation or voucher for a hotel. I was repeatedly told it was not United's fault and therefore they had no compensation to offer. Overall, a cold and callous experience.

Paid WiFi was only available for a few minutes. Avoid at all costs.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

There were 3 leg for the trip and each leg was delayed by 90 minutes or more. The boarding process takes forever with people waiting on the jetway even though most folks do not have carry-on. The whole process is poorly managed.

They cancelled the flight then did nothing to help us rebook. It was awful - I won’t fly with them again

The process of buying the ticket and navigating all the hidden charges that Frontier throws at you was a terrible experience. The actual airport experience and flying was fine.

The truck that was refueling the plane drove away with the hose still connected to the plane and ripped part of the plane off with it

Terrible. Seats are bad and the baggage policy is inconsistent

Better than I expected but I did pay for a seat and carry on bags ahead of time.

I hope to avoid flying with them in the future. First flight got cancelled then got stuck with a 13 hour layover in Denver. The process was long and frustrating to many people.

Flight was delayed on the runway for 40 minutes the crew did not even offer even water to passengers to compensate for the flight delayed. The flight was delayed due to aircraft mechanical issues. Worst customer service ever

The flight was delayed and I had to cancel because I would have missed my connection and there were no other flights for the next two days. They also lost my bag!!

Book cheap flights from San Francisco to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from San Francisco to Chicago found on KAYAK in the last 72 hours.
7/13Sat
nonstopFrontier
4h 11mSFO-MDW
$85
7/6Sat
nonstopFrontier
4h 11mSFO-MDW
$88
6/10Mon
nonstopFrontier
4h 11mSFO-MDW
$89
7/26Fri
nonstopFrontier
4h 11mSFO-MDW
$90
5/25Sat
nonstopFrontier
4h 12mSFO-MDW
$96
5/30Thu
1 stop
14h 01mSFO-MDW
$113
7/20Sat
1 stopDelta
8h 55mSFO-MDW
$124
6/6Thu
1 stop
14h 03mSFO-MDW
$129
7/7Sun
1 stopDelta
6h 55mSFO-MDW
$144
5/29Wed
1 stopSouthwest
6h 25mSFO-MDW
$161

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Last minute flights from San Francisco to Midway

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from San Francisco to Chicago that are departing in the next 10 days.
5/7Tue
nonstopFrontier
4h 11mSFO-MDW
5/14Tue
nonstopFrontier
4h 39mMDW-SFO
$196
5/9Thu
nonstopFrontier
4h 11mSFO-MDW
5/18Sat
nonstopFrontier
4h 29mMDW-SFO
$216
5/6Mon
multi-stopFrontier
8h 40mSFO-MDW
5/14Tue
nonstopFrontier
4h 39mMDW-SFO
$218
5/9Thu
multi-stopFrontier
15h 41mSFO-MDW
5/18Sat
nonstopFrontier
4h 29mMDW-SFO
$222
5/9Thu
multi-stopFrontier
15h 41mSFO-MDW
5/21Tue
multi-stopFrontier
29h 31mMDW-SFO
$226
5/9Thu
nonstopFrontier
4h 11mSFO-MDW
5/21Tue
multi-stopFrontier
11h 14mMDW-SFO
$227
5/9Thu
nonstopFrontier
4h 11mSFO-MDW
5/10Fri
multi-stopFrontier
16h 07mMDW-SFO
$232
5/5Sun
multi-stopFrontier
8h 40mSFO-MDW
5/14Tue
nonstopFrontier
4h 39mMDW-SFO
$237
5/8Wed
multi-stopDelta
7h 50mSFO-MDW
5/15Wed
multi-stopDelta
9h 02mMDW-SFO
$413
5/6Mon
multi-stopDelta
7h 08mSFO-MDW
5/15Wed
multi-stopDelta
9h 02mMDW-SFO
$463

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San Francisco - Chicago Midway Airport Flights

Departure:

San Francisco (SFO)United States

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - San Francisco

Cabin classes:

$84