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Find cheap flights from Chicago Midway Airport to San Francisco Bay Area from $90

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 Bay Area departing on 8/31. 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
Sat 6/29
Sat 7/6

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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$138
San Jose
San Jose1 stop$180

Good to know

Low season

February

High season

December

Cheapest flight

$90
Best time to beat the crowds but there is an average 2% increase in price.
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago Midway Airport to San Jose

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 $83 one-way - $149 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 10457 reviews
7.9Comfort
8.6Crew
8.2Boarding
8.0Entertainment
7.4Food
Airline reviews

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.

8.0 ExcellentLiam, May 2024SLC - SJC
Read more about Delta reviews

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.

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

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.

The control panel for the seat back screen did not work at all after takeoff.

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

It was ridiculously hard to check in for the flight, and Frontier charged us a LOT of money to have a carry on suitcase, and then told everyone we could not carry on bags and had to check them through at the gate, and didn't refund the extra money we paid to have the suitcase as carry on.

I had a terrible experience with Frontier. I arrived before the 60 minute cut off and was told that Frontier has a two hour window for bags. I was then told the next available flight wasn’t until the end of the day (I had booked a 6am flight). I took a look around and saw other people being told that they could not board their flights or that they had to pay additional fees. I opted to rebook on American Airlines. There’s absolutely no straightforward way to contact Frontier, so this ticket was a complete waste of money. Oh - and the kicker is that the lady lied about the two hour cut off.

Frontier won’t help you at the airport without paying $25. Carry on was $75. Then you get on the plain and every beverage or snack is also a charge. Seats are hard and real packed in. I would never fly them again.

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

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

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.

Book cheap flights from Chicago to San Francisco Bay Area

Recent round-trip flight deals

9/14Sat
nonstopFrontier
4h 38mMDW-SFO
9/16Mon
nonstopFrontier
4h 11mSFO-MDW
$138
7/3Wed
nonstopFrontier
4h 28mMDW-SFO
7/10Wed
nonstopFrontier
4h 10mSFO-MDW
$140
9/4Wed
nonstopFrontier
4h 38mMDW-SFO
9/9Mon
nonstopFrontier
4h 11mSFO-MDW
$146
8/28Wed
nonstopFrontier
4h 38mMDW-SFO
10/7Mon
nonstopFrontier
4h 11mSFO-MDW
$147
9/25Wed
1 stopDelta
8h 25mMDW-SFO
9/28Sat
1 stopDelta
8h 30mSFO-MDW
$236
8/29Thu
1 stopDelta
9h 45mMDW-SFO
10/7Mon
1 stopDelta
8h 30mSFO-MDW
$317
6/26Wed
2 stops
24h 30mMDW-OAK
7/1Mon
3 stops
20h 02mOAK-MDW
$760
6/27Thu
1 stop
15h 33mMDW-OAK
7/1Mon
3 stops
20h 02mOAK-MDW
$767
6/26Wed
1 stopVolaris
14h 12mMDW-SJC
7/3Wed
1 stopVolaris
18h 23mSJC-MDW
$866
6/27Thu
1 stopVolaris
15h 33mMDW-OAK
7/1Mon
1 stopVolaris
13h 08mOAK-MDW
$910

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Recent one-way flight deals

8/31Sat
1 stopFrontier
8h 34mMDW-SJC
$90
6/29Sat
nonstopFrontier
4h 28mMDW-SFO
$96
6/10Mon
1 stop
13h 26mMDW-SJC
$96
8/12Mon
1 stopDelta
7h 36mMDW-SFO
$118
8/25Sun
1 stopDelta
9h 47mMDW-SFO
$138
6/21Fri
1 stop
27h 42mMDW-SFO
$146
6/26Wed
1 stopVolaris
14h 12mMDW-SJC
$368
7/23Tue
2 stopsPorter Airlines
14h 07mMDW-SFO
$385
8/20Tue
2 stopsPorter Airlines
14h 07mMDW-SFO
$396
6/20Thu
1 stopVolaris
15h 33mMDW-OAK
$679

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Last minute flights from Midway to San Francisco Bay Area

Last minute flight, train and bus deals

5/31Fri
nonstopFrontier
4h 29mMDW-SFO
6/3Mon
nonstopFrontier
4h 12mSFO-MDW
$141
6/1Sat
multi-stopFrontier
9h 27mMDW-SFO
6/8Sat
multi-stopFrontier
6h 45mSFO-MDW
$195
5/31Fri
multi-stopFrontier
26h 57mMDW-SFO
6/2Sun
multi-stopFrontier
8h 10mSFO-MDW
$201
6/1Sat
multi-stopFrontier
29h 36mMDW-SFO
6/11Tue
multi-stopFrontier
6h 08mSFO-MDW
$205
6/4Tue
multi-stopFrontier
17h 27mMDW-SFO
6/12Wed
nonstopFrontier
4h 11mSFO-MDW
$230
6/3Mon
multi-stop
25h 04mMDW-OAK
6/4Tue
multi-stop
13h 13mOAK-MDW
$677
6/3Mon
multi-stop
26h 15mMDW-OAK
6/4Tue
multi-stop
13h 13mOAK-MDW
$682
6/1Sat
multi-stopDelta
9h 00mMDW-SJC
6/5Wed
multi-stopDelta
7h 13mSJC-MDW
$822
6/1Sat
multi-stopDelta
10h 12mMDW-SJC
6/5Wed
multi-stopDelta
7h 13mSJC-MDW
$827
6/4Tue
multi-stopWestJet
32h 58mMDW-SFO
6/6Thu
multi-stopWestJet
27h 46mSFO-MDW
$1,339

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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:

$639
$728
$477
$37