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Find cheap flights from Chicago Midway Airport to San Francisco Bay Area from $88

This is the cheapest round-trip flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to San Francisco Bay Area departing on 8/14. 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
Thu 7/11
Thu 7/18

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Best San Francisco Bay Area Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

San Francisco
San Franciscononstop$78
San Jose
San Jose1 stop$178

Good to know

Low season

January

High season

December

Cheapest flight

$88
Best time to beat the crowds but there is an average 13% increase in price.
Most popular time to fly with an average 51% increase in price.
Flight from Chicago Midway Airport to San Francisco

FAQs - booking San Francisco Bay Area flights

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

    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 Bay Area.

  • 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 Bay Area?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to San Francisco Bay Area 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 Bay Area?

    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 Bay Area with an airline and back to Chicago Midway Airport with another airline.

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

    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 Bay Area 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 cheap flights to San Francisco Bay Area

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: San Francisco $97 one-way - $157 round-trip

Top 3 airlines serving from Midway to San Francisco Bay Area

Need help choosing which airline to fly with from Midway to San Francisco Bay Area? 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 10277 reviews
8.6Crew
8.2Boarding
8.0Entertainment
7.4Food
7.9Comfort
Airline reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

2.0 MediocreFelipe, Jun 2024DTW - SAN
Read more about Delta reviews

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

Had to change aircraft due to a faulty door. Surprisingly it only caused about an hour and a half of delay. Delta handled this situation as well as can be expected.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

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

Had a broken tray in business class. Crew just shrugged it off.

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.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I’ve had a couple flights this week on United that were delayed by an hour or more

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

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

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

Did not realize seats did not recline. Best to travel in an exit row... No question

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

9hrs delay and didn’t provided anything until after flight landed $75 voucher for fiuture travel no meals or anything.

Book cheap flights from Chicago to San Francisco Bay Area

Recent round-trip flight deals

8/14Wed
nonstopFrontier
4h 38mMDW-SFO
8/19Mon
nonstopFrontier
4h 11mSFO-MDW
$88
9/28Sat
nonstopFrontier
4h 38mMDW-SFO
10/2Wed
nonstopFrontier
4h 11mSFO-MDW
$109
6/25Tue
1 stopFrontier
6h 42mMDW-SFO
8/23Fri
nonstopFrontier
4h 11mSFO-MDW
$118
11/6Wed
nonstopFrontier
4h 38mMDW-SFO
11/9Sat
nonstopFrontier
4h 11mSFO-MDW
$120
8/6Tue
1 stopDelta
8h 15mMDW-SJC
8/21Wed
1 stopDelta
9h 50mSJC-MDW
$236
8/6Tue
1 stopDelta
8h 15mMDW-SJC
8/21Wed
2 stopsDelta
13h 38mSJC-MDW
$241
6/24Mon
2 stops
25h 09mMDW-OAK
7/2Tue
3 stops
25h 58mOAK-MDW
$696
6/24Mon
3 stops
26h 17mMDW-OAK
7/2Tue
3 stops
25h 58mOAK-MDW
$710
7/2Tue
1 stopVolaris
13h 32mMDW-SJC
7/3Wed
1 stopVolaris
18h 23mSJC-MDW
$782
8/30Fri
1 stopVolaris
14h 17mMDW-SJC
9/2Mon
1 stopVolaris
14h 20mSJC-MDW
$939

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Recent one-way flight deals

9/13Fri
1 stopFrontier
8h 34mMDW-SJC
$88
8/31Sat
1 stopFrontier
8h 34mMDW-SJC
$90
8/15Thu
1 stopDelta
10h 44mMDW-SFO
$118
8/16Fri
1 stopDelta
8h 15mMDW-SJC
$118
7/5Fri
1 stop
27h 46mMDW-SFO
$126
10/6Sun
2 stops
19h 19mMDW-OAK
$172
7/2Tue
2 stopsPorter Airlines
14h 07mMDW-SFO
$339
8/27Tue
2 stopsPorter Airlines
14h 07mMDW-SFO
$350
6/18Tue
3 stopsWestJet
28h 31mMDW-SFO
$413
7/16Tue
3 stopsWestJet
32h 31mMDW-SFO
$498

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Last minute flights from Midway to San Francisco Bay Area

Last minute flight, train and bus deals

6/13Thu
multi-stopFrontier
27h 18mMDW-SFO
6/24Mon
multi-stopFrontier
17h 12mSFO-MDW
$178
6/13Thu
multi-stopFrontier
27h 18mMDW-SFO
6/25Tue
multi-stopFrontier
6h 08mSFO-MDW
$220
6/13Thu
multi-stopFrontier
27h 18mMDW-SFO
6/20Thu
multi-stopFrontier
16h 57mSFO-MDW
$238
6/14Fri
multi-stopFrontier
20h 04mMDW-SFO
6/19Wed
multi-stopFrontier
16h 51mSFO-MDW
$239
6/13Thu
multi-stopFrontier
27h 18mMDW-SFO
6/26Wed
multi-stopFrontier
8h 20mSFO-MDW
$240
6/14Fri
multi-stop
27h 42mMDW-SFO
6/23Sun
multi-stop
26h 20mSFO-MDW
$538
6/14Fri
multi-stop
27h 42mMDW-SFO
6/19Wed
multi-stop
23h 05mSFO-MDW
$552
6/14Fri
nonstopCitizenPlane
4h 28mMDW-SFO
6/17Mon
nonstopCitizenPlane
4h 11mSFO-MDW
$554
6/15Sat
multi-stopDelta
8h 00mMDW-OAK
6/24Mon
multi-stopDelta
11h 48mOAK-MDW
$663
6/15Sat
multi-stopDelta
8h 40mMDW-OAK
6/24Mon
multi-stopDelta
11h 48mOAK-MDW
$706

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Chicago Midway Airport - San Francisco Bay Area Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

San Francisco Bay Area - Chicago Midway Airport

Cabin classes:

$702
$630
$404
$37