Find flights
Deals
Insights
When to book
FAQs & Tips
Direct Flights
Airlines

MDW - SFO

Find cheap flights from Chicago Midway Airport to San Francisco from $49

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to San Francisco departing on 5/11. 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
Sun 5/19
Sun 5/26

Search hundreds of travel sites at once for deals on flights to San Francisco

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to San Francisco, 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 Chicago to San Francisco, as well as popular online travel agencies
In the last 7 days travelers have searched 44,471,296 times on KAYAK, and here is why:

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

Track pricesNot ready to book? Create a price alert for when prices drop.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Bundle and saveSave money when you bundle your flight + hotel.

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

Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to San Francisco 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
10:59 pm - 9:44 amMDW-SFO
12h 45m1 stop
10:10 pm - 11:36 amSFO-MDW
11h 26m1 stop
$154Frontier
Find Deal
Mon, May 6 - Fri, May 10
12:29 pm - 3:08 pmMDW-SFO
4h 39mnonstop
3:58 pm - 10:09 pmSFO-MDW
4h 11mnonstop
$155Frontier
Find Deal
Fri, May 10 - Mon, May 13
5:30 am - 7:28 pmMDW-SFO
15h 58m1 stop
12:58 am - 9:37 pmSFO-MDW
18h 39m1 stop
$156Frontier
Find Deal
Wed, May 8 - Sat, May 11
10:59 pm - 9:44 amMDW-SFO
12h 45m1 stop
10:59 pm - 11:36 amSFO-MDW
10h 37m1 stop
$157Frontier
Find Deal
Wed, May 8 - Mon, May 13
12:29 pm - 3:08 pmMDW-SFO
4h 39mnonstop
3:58 pm - 10:09 pmSFO-MDW
4h 11mnonstop
$158Frontier
Find Deal
Mon, Apr 29 - Tue, Apr 30
9:19 pm - 11:23 amMDW-SFO
16h 04m2 stops
4:19 pm - 11:36 amSFO-MDW
17h 17m1 stop
$159Frontier
Find Deal
Thu, May 2 - Tue, May 7
12:29 pm - 3:08 pmMDW-SFO
4h 39mnonstop
12:58 am - 11:38 amSFO-MDW
8h 40m1 stop
$160Frontier
Find Deal
Fri, May 10 - Mon, May 13
9:55 pm - 11:23 amMDW-SFO
15h 28m2 stops
8:24 pm - 10:36 amSFO-MDW
12h 12m1 stop
$161Frontier
Find Deal
Mon, May 6 - Thu, May 16
9:30 am - 3:29 pmMDW-SFO
7h 59m1 stop
12:40 am - 11:02 amSFO-MDW
8h 22m1 stop
$220Delta
Find Deal
Sat, May 4 - Fri, May 10
5:45 pm - 11:54 pmMDW-SFO
8h 09m1 stop
9:45 pm - 8:40 amSFO-MDW
8h 55m1 stop
$247Delta
Find Deal
Wed, Jul 3 - Mon, Jul 8

Flights from Midway to San Francisco - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to San Francisco 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 Chicago Midway Airport to San Francisco?

The average price of all flights from Chicago Midway Airport to San Francisco clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to San Francisco on a Wednesday and more expensive on a Tuesday. On your return trip to Chicago Midway Airport, you should consider flying back on a Saturday, and avoid Fridays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago Midway Airport to San Francisco, 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 Chicago Midway Airport to San Francisco is September, where tickets cost $258 on average. On the other hand, the most expensive months are March and June, where the average cost of tickets is $411 and $402 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago Midway Airport to San Francisco, 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 Chicago Midway Airport to San Francisco, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 56 days before departure.

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

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago Midway Airport to San Francisco were found on Frontier ($154) and Delta ($220). Frontier proposed the cheapest one-way flight at $49.

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

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for flights from Chicago Midway Airport to San Francisco.
There is just one airline that flies from Chicago Midway Airport to San Francisco direct and that is Frontier. The best one-way deal found from Frontier for the route is $98.

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

There is a maximum of 1 nonstop flight a day that takes off from Chicago Midway Airport and lands in San Francisco, with an average flight time of 4h 39m. The most common departure time is 12:00 pm and most flights take off in the morning. Each week, there are 7 flights.

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

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 Chicago Midway Airport to San Francisco take?

Direct flights cover the 1,849 miles separating Chicago Midway Airport to San Francisco in about 4h 29m.

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

Early birds can take the earliest flight from Chicago Midway Airport at 12:29 pm and will be landing in San Francisco at 3:08 pm.

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

If you prefer to fly at night, the latest flight from Chicago Midway Airport to San Francisco jets off at 4:41 pm and lands at 7:10 pm.

Good to know

Low season

January

High season

July

Cheapest flight

$49
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 35% increase in price.
Flight from Chicago Midway Airport to San Francisco

When to book flights from Midway to San Francisco

Are your dates flexible? Find out the best times to travel from Midway to San Francisco 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 Chicago Midway Airport to San Francisco flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to San Francisco was $49 for a one-way ticket and $154 for a round-trip.

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

    No

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

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

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

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

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to San Francisco are Delta and Frontier. With an average price for the route of $376 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 $243 and an overall rating of 6.3.

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

    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 Chicago Midway Airport to San Francisco.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Francisco from Chicago Midway Airport 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 Chicago Midway Airport to San Francisco?

    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 San Francisco with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and SFO 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 Chicago Midway Airport to San Francisco?

    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 San Francisco from Chicago Midway Airport 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 MDW to San Francisco

  • Looking for a cheap flight? 25% of our users found flights on this route for $49 or less one-way and $126 or less round-trip.

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

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

Nonstop departures

Chicago Midway to San Francisco

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights

Nonstop returns

San Francisco to Chicago Midway

Monday

Frontier, Southwest

Frontier, Southwest

Tuesday

Frontier, Southwest

Frontier, Southwest

Wednesday

Frontier, Southwest

Frontier, Southwest

Thursday

Frontier, Southwest

Frontier, Southwest

Friday

Frontier, Southwest

Frontier, Southwest

Saturday

Frontier, Southwest

Frontier, Southwest

Sunday

Frontier, Southwest

Frontier, Southwest

See more direct flights
See more direct flights

Top 3 airlines serving from Midway to San Francisco

 
See real verified KAYAK customer reviews for airlines flying from Chicago to San Francisco. 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 Midway to San Francisco? 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
DeltaOverall score based on 11094 reviews
7.9comfort
8.2boarding
8.6crew
7.5food
8.0entertainment
Airline reviews

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

8.0 ExcellentCarisa, Mar 2024DFW - LAX
Read more about Delta reviews

I didn’t like that I could not select my seat and was assigned a seat when I checked in at LAX

Great experience overall. Check in at Austin was congested as they only have about 6 check in kiosks, one was broken, and there was a lot of Spring Break travelers.

Bag drop off was slow and annoying. Only 2 agents at the entire delta desk, and no one directing traffic for what line to be in, many confused people slowed down the process. Boarding was fine. Seats in Delta comfort plus were fine. Snacks were great! Definitely a bonus. The entertainment system was awful — old, slow, not responsive, and completely unable to play games due to some kind of error. But on the other hand, thank you to Delta for the free WiFi. That made it better.

Everything was very good other than I had selected a specific seat when I booked the flight and they changed it once I checked-in the day before my flight. I was still in first class but lost my aisle seat for a window seat. Being tall, the aisle offers more comfort so I always select an aisle seat.

Flight diverted in SD. Later take off in Seattle by 1.3hrs

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

Crew was not friendly when I went to request a seat change.

Really impressive staff at airport and on plane, especially given how busy it was

Was a great smooth flight from Detroit to San Diego.

The boarding process was terrible especially with an indirect flight Chicago to Seattle to San Diego was terrible talking about we overbooked a flight idk if I’d take this airline ever again we got off our flight from Chicago to Seattle and we traveled for business and they told us our connecting flight was over booked and their was no seats asking people to take a delayed next flight and they don’t tell anyone coughing to wear masks seats 30A-B were terrible during the flight no one wants to sit next to people coughing all around I don’t want to be sick traveling for work or get sick anytime it’s very upsetting the staff doesn’t take this stuff serious to tell them to wear masks when they see people coughing and sneezing

This was a Lufthansa flight. Disappointing main meal. Very rough over Canada and arrival at FRA. IFE was almost unusable.

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

United airline kept delaying our flight back to Phoenix for 8 hours before they cancelled it! If they know that we are not flying out for whatever the reason is, why did they keep lying to us for hours. We could find another flight earlier or even find a hotel with a shuttle. But cancellation at about midnight was not fun. We stayed in the airport all night till the following morning when we bought an Alaska tickets to go back to Phoenix. Total of 14 hours in the airport.

Poor seating comfort, seat cushion too thin, very uncomfortable. My luggage didi not make the flight due to equipment change. At least. United had it delivered the next day. I was without my toilet items for one day.

My experience is based on one crew member. I had found my seat and sat down but there was a gentleman to claimed to the flight attendant I was in his seat. She then came to me and curtly said, "I need your ticket!" No hi, no excuse me may I see your boarding pass? NOTHING! I was taken aback by her attitude and she repeated herself, "your ticket?!?!" I calmly responded with ok, here you go. Only to discover the gentleman was looking at the wrong boarding pass. She gave me back my ticket with no apology. She then was curt with another man who was putting his coat in the overhead bin, already helped by another flight attendant who said it was fine. She realizes it's ok and then asks him if he drinks. The look on the man's face was priceless. She said she was going to comp him drinks. He gets offered a comp drink for a coat as well as an apology, and I got no apology.

Flight cancelled because of the grounded 737s. United was good about it and got us onto a later Alaska Airlines flight to Oakland (not San Francisco as originally intended). Had to go through security again and my wife dropped her MacBook Pro, which broke, a $2,500 whoopsie. But we made it home.

Delays, excuses, delays, and more delays. This company is BROKEN.

Horrible. Delayed on both planes several times. No attempt to fix it

I contacted both carriers months beforehand to change the cabin (booked in April) but to no avail (united asked to contact Swiss since it was their equipment, Swiss told me to reach out to united). So yeah… My seat was pretty worn down, legroom on 27K was more than enough, but still economy seating so, getting to know your neighbours was easy. According to ground staff, the flight was massively overbooked- and this showed. I ordered a gluten free meal beforehand (which was honoured) but for breakfast got a bread roll and croissant 🤷🏼‍♂️ The connection itself is great. Leaving SFO late PM to arrive at ZRH in the afternoon makes it easier to get re adjusted again. However, and since I’ve flown this connection a couple of times in the past, I will rather deal with one carrier only and include a layover on the east coast.

United requires seat selection in order for those booking together to stay together.

Not have to pay for every single item to take a flight. Seating and delays sucked.

Flight was cancelled and I had to spend the night in the airport lugging my suitcase around

If you don’t check in 24 hours in advance, they will charge you $110 to check your bag instead of the $30. I did not get an email with this information and did not check in. In addition, my flight home was cancelled at layover and I had to spend the night in the airport, and then have another layover at another airport before making it home. Will not fly frontier again.

The boarding time. I was in Section 1 the lady in charge just let people in section 3 without see us. Make a line , I have to step out and ask her. We were in the line and she just take my ticket and that’s it, so if I don’t ask her she could leave us at the end! We paid more for that privilege and. She doesn’t care….

Was just ok with over selling I guess. A lot of people in a short space and when we finally arrive i20 minutes, waiting to get out from the plain because we were waiting authorization for out boarding? Something like that.

See my previous comment which is mostly about our flight from Phoenix to SFO

They changed my flight and did not want to accommodate me or try to help me in any way. They do not care about their customers.

The check in at the airport was awful. Told I need to pay for a bag. The item was taken at screening. I went back to get my $ back and they gave me a coupon with a QR code that doesn’t work. Worst costumer service ever!!!!!

4 hour delay because they used our aircraft to fly a different segment (per the captain)

Lost baggage on my connecting flight. 24 hours later, still no update on my bags.

Book cheap flights from Chicago to San Francisco

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to San Francisco found on KAYAK in the last 72 hours.
5/11Sat
nonstopFrontier
4h 39mMDW-SFO
$49
6/1Sat
nonstopFrontier
4h 29mMDW-SFO
$50
5/30Thu
1 stopDelta
9h 02mMDW-SFO
$108
5/2Thu
1 stop
20h 50mMDW-SFO
$115
5/24Fri
1 stop
27h 44mMDW-SFO
$132
6/7Fri
1 stopDelta
6h 49mMDW-SFO
$139
6/11Tue
3 stopsWestJet
32h 49mMDW-SFO
$447
6/3Mon
3 stopsWestJet
32h 58mMDW-SFO
$451
7/28Sun
2 stopsPorter Airlines
12h 57mMDW-SFO
$520
7/28Sun
2 stopsPorter Airlines
12h 57mMDW-SFO
$530

Search by stops

Search by airline

Search by price

Last minute flights from Midway to San Francisco

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 Chicago to San Francisco that are departing in the next 10 days.
4/22Mon
multi-stopFrontier
10h 44mMDW-SFO
4/27Sat
nonstopFrontier
4h 11mSFO-MDW
$178
4/22Mon
multi-stopFrontier
15h 28mMDW-SFO
4/27Sat
nonstopFrontier
4h 11mSFO-MDW
$183
4/23Tue
nonstopFrontier
4h 39mMDW-SFO
4/23Tue
multi-stopFrontier
8h 40mSFO-MDW
$187
4/22Mon
multi-stopFrontier
10h 44mMDW-SFO
4/23Tue
nonstopFrontier
4h 11mSFO-MDW
$188
4/23Tue
nonstopFrontier
4h 39mMDW-SFO
5/7Tue
multi-stopFrontier
12h 11mSFO-MDW
$199
4/23Tue
multi-stopFrontier
10h 44mMDW-SFO
5/6Mon
multi-stopFrontier
8h 40mSFO-MDW
$203
4/23Tue
multi-stopFrontier
10h 44mMDW-SFO
5/4Sat
multi-stopFrontier
9h 25mSFO-MDW
$207
4/23Tue
multi-stopFrontier
10h 44mMDW-SFO
4/24Wed
nonstopFrontier
4h 11mSFO-MDW
$210
4/20Sat
multi-stopDelta
8h 27mMDW-SFO
4/21Sun
multi-stopDelta
7h 52mSFO-MDW
$650
4/22Mon
multi-stopDelta
9h 35mMDW-SFO
4/22Mon
multi-stopDelta
7h 52mSFO-MDW
$1,006

Search by stops

Search by airline

Search by price

Chicago Midway Airport - San Francisco Flights

Departure:

Chicago Midway Airport (MDW)United States

Destination:

San Francisco (SFO)United States

Return flight deals:

San Francisco - Chicago Midway Airport

Cabin classes:

$74