MDW - SFO

Find cheap flights from Chicago Midway Airport to San Francisco from $29

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight departing on 10/28. 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
Economy
0 bags
Sat 10/28
Sat 11/4
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Search hundreds of travel sites at once for deals on flights to San Francisco

These are the airlines KAYAK users have selected most often in flight searches from Chicago to San Francisco.
These are the airlines KAYAK users have selected most often in flight searches from Chicago to San Francisco.

How much is the cheapest flight from Midway to San Francisco?

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.
10:52 am - 12:42 pmMDW-SFO
4h 50mnonstop
3:46 am - 7:56 amSFO-MDW
4h 10mnonstop
$58Frontier
Find Deal
Sat, Dec 2 - Sat, Dec 9
6:35 am - 8:05 amMDW-SFO
4h 30mnonstop
3:29 am - 7:41 amSFO-MDW
4h 12mnonstop
$60Frontier
Find Deal
Wed, Oct 25 - Wed, Nov 8
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:46 am - 7:56 amSFO-MDW
4h 10mnonstop
$65Frontier
Find Deal
Wed, Nov 29 - Sat, Dec 2
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:41 am - 7:51 amSFO-MDW
4h 10mnonstop
$67Frontier
Find Deal
Wed, Nov 29 - Tue, Dec 5
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:41 am - 7:51 amSFO-MDW
4h 10mnonstop
$68Frontier
Find Deal
Thu, Nov 30 - Tue, Dec 5
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:41 am - 7:51 amSFO-MDW
4h 10mnonstop
$70Frontier
Find Deal
Thu, Nov 30 - Tue, Dec 5
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:41 am - 7:51 amSFO-MDW
4h 10mnonstop
$75Frontier
Find Deal
Wed, Nov 29 - Thu, Dec 7
10:45 am - 12:35 pmMDW-SFO
4h 50mnonstop
3:41 am - 7:51 amSFO-MDW
4h 10mnonstop
$77Frontier
Find Deal
Wed, Nov 29 - Thu, Dec 7
6:20 am - 7:50 amMDW-SFO
4h 30mnonstop
4:26 am - 8:41 amSFO-MDW
4h 15mnonstop
$78Frontier
Find Deal
Sat, Oct 28 - Tue, Oct 31
1:15 am - 3:37 pmMDW-SFO
17h 22m3 stops
4:42 am - 8:56 amSFO-MDW
4h 14mnonstop
$219Multiple Airlines
Find Deal
Thu, Oct 19 - Sun, Oct 22

Good to know

Low season

January

High season

July

Cheapest flight

$29
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 50% 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.
Average price per month
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to San Francisco, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
Flight prices as travel date approaches
To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to San Francisco, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.

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 $70 or less one-way and $120 or less round-trip.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is February.
  • Morning departure is around 13% cheaper than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for booking Chicago Midway Airport to San Francisco flights

  • 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 30m.

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

    2 direct flights run between Chicago Midway Airport and San Francisco on a daily basis. On average, there are about 15 departures each week.

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

    No

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

    Your flight ticket price will generally be cheaper if you fly to San Francisco on a Saturday and more expensive on a Friday. On your return trip to Chicago Midway Airport, you should consider flying back on a Tuesday, and avoid Thursdays for better deals.

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

    Chicago Midway Airport airport is called Chicago Midway MDW and the only airport in San Francisco is San Francisco SFO.

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

    The earliest flight leaves Chicago Midway Airport at 10:20 am and lands in San Francisco at 12:50 pm.

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

    The last flight leaves Chicago Midway Airport at 11:20 am and lands in San Francisco at 1:50 pm.

  • Which airlines fly nonstop between Chicago Midway Airport and San Francisco?

    Frontier is the only airline operating direct flights from Chicago Midway Airport to San Francisco.

  • 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 $437 and an overall rating of 7.9, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $262 and an overall rating of 5.7.

  • Which airlines have a flexible cancellation policy for flights from Chicago Midway to San Francisco due to COVID-19?

    Frontier has waived its change and cancellation fees on flights from Chicago Midway to San Francisco. Confirm policy on booking site.

  • 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.

Top airlines flying 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.
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 KAYAK reviews.
7.9
DeltaOverall score based on 29450 reviews
81boarding
81overall
78entertainment
75food
78comfort
85crew
Airline reviews
Pros: "Crew was very friendly and took good care of the passengers"
Read more about Delta
Pros: "Crew was very friendly and took good care of the passengers"
Pros: "The crew went the extra mile to accomodate my bag due to not having a seat in front of me to stow it. Also, Delta Comfort was exceptional!"
Pros: "Fast flight"
Cons: "In one hour flight we could have some drinks and food. Snacks... can’t believe they don’t have any food/alcohol"
Cons: "No delays. And have the terminal bridge in working order"
Pros: "Nothing"
Cons: "The three hour delay, the not having a pilot which delayed us even more, and then reduced service during the flight because they rushed us."
Pros: "It is a busy travel day and this flight was unbelievably smooth. The entire crew was competent and friendly."
Pros: "I liked the cookies and juice. The interactive screen to watch something. The cleanliness. The price. On time. The service. Thank you. The excitement of flying."
Cons: "Kayak a howed my gate as something that didn’t exist at the terminal. I went to a kayak help desk to have a ticket printed that showed my TSA precheck because it wasn’t showing on my mobile ticket, and no one was there to help. I waisted for 10 mins. It then took me nearly 2 hours to get through security. I asked if I could get through quicker and was told I could not, despite it being passed my boarding time. I then ran to my gate where I waited for another 10 mins (no one was there, again) and then an employee came out and said they couldn’t let anyone board once the door was shut. He then directed me to the delta help desk (there was at least 20 people behind me who missed their flight). I then had to pay an additional $75 to get a later flight. The whole experience was awful and I’m disappointed with Kayak and the gate confusion, but mostly Delta and the lack of customer service."
Cons: "Sat on the runway for over an hour to get the gate. Unacceptable."
Pros: "Snacks that include a dairy free option like the kind granola bar"
Cons: "We were delayed like crazy."
Pros: "The crew was very attentive to each guest."
Cons: "Well I paid more for a lesser quality plane ride... didn’t like that very much."
Pros: "The Crew"
Cons: "It was a passenger on the plane acting real suspicious. I didn’t like that. Also the seats was uncomfortable."
Cons: "The crew was rude to the passengers. They charge form 9$ to 40$ for seat selection. Charge for a Carry on bag (anything that doesn't fit under your seat). The flights had maintenance issue, hence delayed. I will absolutely avoid traveling with frontier in the future."
Cons: "if flight was delayed should at least provide complementary soft drinks..."
Cons: "There was a malfunction online and I was overcharged for my flight. There were also delays going to and from my destination."
Cons: "I dont even know why you are sending me a survey of a flight i didnt even have... Plus, you didnt send me an email to let me know that the flight was canceled, i realizado that once i got to the airport... you should do something about it"
Pros: "The crew was friendly and helpful."
Cons: "There were extra fees for carry on and checked bags, which was not revealed until we printed our boarding passes. In addition, we had to pay to reserve seats. On top of that, I have never sat in such uncomfortable seats. They charged $2.99 for a can of soda on the flight. Finally, they lost our bag, after our flight took an hour longer than it was supposed to."
Cons: "The flight was first cancelled, then I had to wait two days for the next available flight out. Also was charged for my carry on bag. This airline does not offer any complimentary drinks. I will not book this company again, you think your saving a little and end up spending More at the end."
Pros: "We didn't crash."
Cons: "Frontier has to be the worst airline I've ever flown on. You have to pay for everything "extra". Your ticket doesn't even give you a seat, you have to buy your seat extra, carry on is extra... Etc. might as well charge for using their tray tables while they are at it. I can honestly say I'll never fly with them again."
Pros: "Nice crew. Plane clean."
Cons: "On this long flight from Atlanta to San Francisco, a reclining seat would have been nice."

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.
10/28Sat
nonstopFrontier
4h 30mMDW-SFO
$29
11/15Wed
nonstopFrontier
4h 46mMDW-SFO
$31
12/12Tue
nonstopFrontier
4h 50mMDW-SFO
$34
11/29Wed
nonstopFrontier
4h 50mMDW-SFO
$38
10/21Sat
nonstopFrontier
4h 30mMDW-SFO
$39
11/30Thu
nonstopFrontier
4h 50mMDW-SFO
$41
11/28Tue
2 stopsMultiple Airlines
27h 57mMDW-SFO
$75
12/13Wed
1 stopDelta
8h 30mMDW-SFO
$119
2/18Sun
1 stopDelta
7h 15mMDW-SFO
$150
12/24Sun
1 stopDelta
7h 34mMDW-SFO
$165

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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.
10/3Tue
nonstopFrontier
4h 28mMDW-SFO
10/6Fri
multi-stopFrontier
8h 20mSFO-MDW
$146
10/3Tue
nonstopFrontier
4h 28mMDW-SFO
10/10Tue
multi-stopFrontier
11h 08mSFO-MDW
$154
10/3Tue
nonstopFrontier
4h 28mMDW-SFO
10/10Tue
nonstopFrontier
4h 14mSFO-MDW
$160
10/2Mon
multi-stopFrontier
16h 12mMDW-SFO
10/4Wed
nonstopFrontier
4h 11mSFO-MDW
$168
10/3Tue
multi-stopMultiple Airlines
21h 40mMDW-SFO
10/10Tue
multi-stopMultiple Airlines
11h 08mSFO-MDW
$173
10/3Tue
multi-stopFrontier
26h 17mMDW-SFO
10/6Fri
multi-stopFrontier
8h 20mSFO-MDW
$175
10/3Tue
multi-stopFrontier
22h 31mMDW-SFO
10/6Fri
multi-stopFrontier
8h 20mSFO-MDW
$178
10/3Tue
multi-stopDelta
7h 45mMDW-SFO
10/9Mon
multi-stopDelta
8h 15mSFO-MDW
$553
9/30Sat
multi-stopDelta
7h 11mMDW-SFO
10/5Thu
multi-stopDelta
8h 24mSFO-MDW
$896
10/2Mon
multi-stopDelta
8h 05mMDW-SFO
11/6Mon
multi-stopDelta
8h 43mSFO-MDW
$941

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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:

$80

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