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

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

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

Round-trip
Economy
Chicago (MDW)
San Francisco Bay Area
Sat 4/17
Sat 4/24
Any month
Compare vs. KAYAK |

Good to know

Low season

JulyBest time to beat the crowds with an average 8% drop in price.

High season

AugustMost popular time to fly with an average 16% increase in price.

Average price round-trip

$392(avg. price over the last 2 weeks)

Good deal round-trip

$276or less

Good deal one-way

$147or less

Top tips for finding cheap flights to San Francisco Bay Area

  • Book at least 2 weeks before departure in order to get a below-average price.
  • High season is considered to be January, November and December. The cheapest month to fly to San Francisco Bay Area is January.
  • Morning departure is around 12% 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 - booking San Francisco Bay Area flights

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

How long is the flight to San Francisco Bay Area from Chicago Midway?

Are there San Francisco Bay Area travel restrictions currently due to Coronavirus?

How does KAYAK find such low prices on flights 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?

What is the Hacker Fare option on flights to San Francisco Bay Area?

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

Top airline flying Chicago Midway to San Francisco Bay Area

Scores according to KAYAK customer reviews

7.9
Delta
Overall score based on 29,163 reviews
8.1
Boarding
7.8
Comfort
8.5
Crew
7.8
Entertainment
7.5
Food
Airline reviews

Pros: "I would like to have ore of a grace period to check baggage."

Cons: "Bad social distance"

Pros: "Felt safe and sanitary"

Pros: "Delayed"

Pros: "Crew was very friendly and took good care of the passengers"

Cons: "Rude crew. Dirty plane."

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!"

Cons: "Terrible delays"

Cons: "Better food offerings"

Cons: "Sat on tarmac for 20 mins because we were early..."

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: "The bathrooms smelled every time someone opened the door. Febreeze, please!!"

Pros: "Service by crew. I was flying economy but it was par to business class."

Pros: "Very comfortable, no complaints."

Pros: "The guy announcing the boarding was a hoot! Great sense of humor."

Cons: "No delays. And have the terminal bridge in working order"

Pros: "Nice new seats"
Cons: "Was too warm inside the plane. Boarding address was mobbed and not very well managed"

Pros: "Yes"
Cons: "Took off late. Other than that very comfortable and great experience"

Cons: "At least one hour late"

Pros: "If offering free WiFi to Amex platinum card holders it needs to work f"
Cons: "Fix it"

Pros: "Having three seats."
Cons: "I had three seats to myself! After getting elbowed all the way from Amsterdam to Minneapolis, I was tired and I slept three good hours."

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."

Pros: "That it got me home"

Cons: "I will avoid middle seat from now on"

Pros: "On time"
Cons: "Take a long time to taxi to the gate & getting off the plane."

Pros: "Nothing"
Cons: "Multilpe delays"

Pros: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos, please reimburse on the credit card"
Cons: "I can’t make it in mexico city on tuesday, wednesday’s performance had to be cancelled and we need to pay the cancellation fee 11500 mexican pesos of the studio and musicians"

Cons: "late leaving, arriving and taxing."

Pros: "Fast boarding and complimentary snacks."
Cons: "I was seated next to a very large woman who came over the arm rest onto my seat."

Pros: "Great selection of movies"

Pros: "Food was plenty."
Cons: "Long security lines at Logan. No free WiFi"

Pros: "Was tired and the FA helped me find a row that I could stretch out on and relax. After a long trip from Moscow, the FA's volunteering to help and accommodate a beleaguered traveler was most appreciated!"

Cons: "See above"

Cons: "Got in early"

Pros: "Seats were comfortable ... enough. Boarding process, once underway allowed me to get overhead bin and stash my other luggage in the seat below me. Flight wasn't overly booked (85-95%) so there appeared to be room for others to stretch out. Now about that crying kid..."
Cons: "Ugh. Weather delays. The flight was scheduled to board about 7P but it arrived late and they had to not only unload the self-loading cargo, but clean up afterwards. Would be nice to get a better estimate as to how long it would take to board so that I could hang out in the lounge. In addition, departure from JFK was delayed as well, either we missed the IFR window or got stuck behind some traffic and I fell asleep on the plane only to wake up what seemed an hour later just getting ready to hit V1. No upgrade."

Cons: "Force me to take a bad seat"

Pros: "We were not happy with our flight my flight got cancelled 3 times I miss work they need to reimburse us and also reimburses the hotel cuz we had to stay at a hotel because they cancelled our flight three times and then our flight that we went out on Monday was late because of a flight attendant arriving late to the hotel to the airport"

Pros: "I didn't get a chance to get the gentleman's name at the gate, but he was able to get me on the earlier flight (since I had NO luggage and only 1 carry on that fit under my seat) and didn't charge me the stupid fee for filling a seat that was empty when I was giving up a seat on a later flight that would accommodate those who missed this earlier flight. Nice to see kindness in an industry that seizes fees on every opportunity."

Pros: "The temp"
Cons: "It was too hot."

Pros: "Maintained high standards of service despite massive delay."
Cons: "Boarding and departure was messy because of the delay"

Pros: "We'd paid extra for main cabin so hot to choose seats and got in flight entertainment.. Staff were friendly."
Cons: "No free wifi."

Pros: "The entertainment options and noticing the little touches that Delta is making to improve the brand and experience."
Cons: "Seems like there are legacy "attitude" issues with the crew. I sat on the aisle yesterday, and SEVERAL times I was bumped, quite rudely, by passing crew. In one instance, as they passed to pick up trash, they took two of my three items. They started walking on, and I tapped them as they passed to pick up the third. She brusquely turned and said: don't touch me to get my attention. No please; quite rude, and unnecessary."

Pros: "The boarding was efficient"
Cons: "Three hour departure delay. No explanation given. No apology."

Cons: "Boarding process was horrible, it was first class, priority, zone 1 and then all other zone. There was no order. Flight was delayed. Had a 3 hour delay on the tarmac!"

Pros: "I love Delta. Smooth boarding. Quality service. Keep it up!"

Cons: "Zero communication to the passengers as to why we were delayed for almost an hour sitting on the plane"

Pros: "COURTESY"

Pros: "Flight attendants"
Cons: "Tv wouldn't work and delay that wasn't weather related and the food was awful"

Cons: "They should have separate lanes on boarding like United. Then people can line up in the appropriate group."

Read more about Delta
COVID-19 information

Safety measures for airlines flying from Chicago Midway Airport to San Francisco Bay Area

Airlines flying from Chicago Midway Airport to San Francisco Bay Area have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Chicago Midway Airport to San Francisco Bay Area

Mandatory masks

Masks required on board, masks provided on flights from Chicago Midway Airport to San Francisco Bay Area

Social distancing seating

Middle seats unavailable to book on flights from Chicago Midway Airport to San Francisco Bay Area

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Chicago Midway Airport to San Francisco Bay Area

Book cheap flights from Chicago Midway Airport to San Francisco Bay Area

Recent round-trip flight deals

5/6
Thu
1 stop
Delta
11h 32m
MDW - SFO
5/9
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1 stop
Delta
7h 28m
SFO - MDW
5/18
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11h 02m
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Delta
8h 57m
OAK - MDW
5/13
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8h 07m
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5/20
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Delta
7h 58m
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9/15
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7h 10m
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9/18
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6h 29m
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5/12
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9h 38m
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12h 50m
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5/2
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7h 07m
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8h 54m
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13h 26m
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13h 11m
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Multiple Airlines
44h 37m
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Multiple Airlines
18h 44m
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5/23
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24h 59m
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Recent one-way flight deals

5/25
Tue
1 stop
Delta
10h 02m
MDW - SFO
5/5
Wed
2 stops
Delta
13h 34m
MDW - OAK
5/16
Sun
1 stop
Delta
11h 32m
MDW - SFO
5/21
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2 stops
Delta
12h 18m
MDW - OAK
9/8
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1 stop
Delta
8h 04m
MDW - SFO
5/8
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2 stops
Delta
11h 05m
MDW - SJC
4/30
Fri
1 stop
Delta
7h 07m
MDW - SFO
5/19
Wed
2 stops
Delta
12h 18m
MDW - OAK
5/1
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2 stops
Delta
9h 32m
MDW - OAK
5/1
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2 stops
Delta
7h 46m
MDW - SJC
5/10
Mon
3 stops
Multiple Airlines
41h 05m
MDW - OAK
5/16
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3 stops
Multiple Airlines
44h 48m
MDW - OAK
5/2
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Multiple Airlines
48h 13m
MDW - SFO
4/25
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Multiple Airlines
48h 13m
MDW - SFO
5/16
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Multiple Airlines
36h 07m
MDW - SFO
5/17
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3 stops
Multiple Airlines
41h 05m
MDW - OAK
5/7
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Multiple Airlines
32h 24m
MDW - SFO
5/13
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Multiple Airlines
44h 48m
MDW - OAK
5/18
Tue
1 stop
Volaris
17h 33m
MDW - SJC
5/13
Thu
1 stop
Volaris
17h 33m
MDW - SJC
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