MDW - SFO

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MDW — SFO
Oct 7 — Oct 141
Round-trip
1 adult
Economy
0 bags
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Fri 10/7
Fri 10/14

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Good to know

Low season

January

High season

December

Cheapest flight

$55

Average price round-trip

$350

Good deal round-trip

$268

Good deal one-way

$130
Best time to beat the crowds with an average 39% drop in price.
Most popular time to fly with an average 38% increase in price.
Flight from Chicago Midway to San Francisco
(avg. price over the last 2 weeks)
or less
or less

When to book flights from Chicago Midway Airport to San Francisco

Estimated round-trip price
Average price per month
Flight prices as travel date approaches

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 $130 or less one-way and $268 or less round-trip.
  • The cheapest flight from Chicago Midway Airport to San Francisco was found 32 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is January.
  • Morning departure is around 9% 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

Top airlines flying Chicago Midway to San Francisco

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 31513 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews
Pros: "Delayed"
Read more about Delta
Pros: "Delayed"
Pros: "Crew was very friendly and took good care of the passengers"
Cons: "Terrible delays"
Cons: "We weren't alerted there was a chance of delays. Over two hours late."
Cons: "Better food offerings"
Pros: "No food, late by hour"
Pros: "Excellent crew and clean aircraft"
Cons: "Sat on tarmac for 20 mins because we were early..."
Pros: "The crew was communicative and courteous."
Cons: "There was a flight delay in LAX due to a maintenance issue. The captain and crew informed us before we boarded the plane which was excellent. However, they could not figure out what was wrong with the planed and delayed the boarding for another 3 hours, putting our 1900 departure time to 2100."
Pros: "Nothing"
Cons: "I came from a long trip from France, the seat I was assigned was not reclinable, close to the restroom. I was totally exhausted from the previous flight, not able to sleep at all and when I tried to stretch my legs by sitting sidewards on the aisle a crew member keep bothering me to keep my legs out"
Pros: "Very comfortable, no complaints."
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: "THE FLIGHT WAS 5 HOURS LATE"
Pros: "It is a busy travel day and this flight was unbelievably smooth. The entire crew was competent and friendly."
Pros: "Overall service was great."
Cons: "Flight was delayed 5 hours."
Cons: "At least one hour late"
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: "Better than average entertainment system for domestic flights."
Cons: "Boarding done against logic: my seat was in the last 5 rows of the cabin and I was scheduled to board in the final group. When I got to my seat the first 30 rows were nearly fully, but the back of the plane was half empty. The whole time the gate agent was urging passengers to move faster through the aisle, but Delta should really rethink its boarding strategy. It shouldn't take 40 minutes to board a 757."
Pros: "Transfer f from first flight leg"
Cons: "Food and the 757 lay out"
Pros: "Great service"
Cons: "Look, if your kid is so young that he can’t get in a plane without screaming for four hours, you shouldn’t bring him on a plane and subject 200 people to that. It’s rude and selfish."
Cons: "Sat on the runway for over an hour to get the gate. Unacceptable."
Pros: "The flight was very good, no complaints, good service and we flew on schedule"
Cons: "We were split into two boarding groups, one for priority and one for everyone else. This was good but the priority line was just a bit too far away for the announcements to be heard. This added a little bit of confusion. This was at gate B36 at JFK Airport's Terminal 4."
Pros: "Didnt expect dinner but was served"
Cons: "Delayed flight, offset entertainment, touch screen un responsive"
Pros: "Everything went smoothly - very happy"
Pros: "crew kept a great attitude throughout"
Cons: "Having to find my boarding pass to deplane"
Pros: "The crew at the airport was very courteous and helpful."
Cons: "No food; not even offered water; I asked a Delta employee about our seats and she was very unprofessional (mind you I'm traveling with kids and my boarding pass said that seats were to be assigned at the gate)."
Cons: "late leaving, arriving and taxing."
Pros: "They were comprehensive and tried to move fast"
Cons: "Delayed flight because they didn’t had the crew ready"
Pros: "Boarding was fine. And service was good."
Cons: "TV controls didn’t work. So I couldn’t watch anything for the 4+ hour flight."
Cons: "See above"
Pros: "The movie selection is very good"
Cons: "Both boarding the flight and getting off the flight were severely delayed. The flight attendants also seemed to ignore half the plane when handing out drinks and when picking up trash. I had to flag someone down after they had simply walked past my row both times."
Cons: "Got in early"
Cons: "Flight was delayed by 2 hrs. Annoying!"
Pros: "What an easy flight. Run very well!"
Cons: "The crew seemed a bit tired, but it’s the season"
Pros: "Being on time."
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: "The temp"
Cons: "It was too hot."
Pros: "It got me to SFO earlyish"
Cons: "Was told to go away and wait for name to appear on screen for seat assignment. Was seated apart from travel companion. Got to sit next to folks with questionable hygiene, seat broken. Seatbelt broken. Stuck in back of plane window seat and was supposed to be “happy”. I was brilliantly ignored by crew. Seat back entertainment broken snd flight crew never answered the call button. Got to watch bag handlers throw and drop luggage like true gorillas. Delta, this time you truely are the worst. Wont book you again."
Cons: "Delayed for an hour and fifteen minutes"
Pros: "The crew on Delta create a welcome atmosphere every time I have flown with them."
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."
Cons: "Horrible wait if nearly 30 minutes after landing"
Pros: "The boarding was efficient"
Cons: "Three hour departure delay. No explanation given. No apology."
Cons: "Flight was delayed for very 4 hrs sat in plane for 2.5 of those. Flight was delayed dye to strike in Barcelona. But replacement plane had fueling problems delaying the flight another 2 hours"
Cons: "Zero communication to the passengers as to why we were delayed for almost an hour sitting on the plane"
Pros: "Crew was polite"
Cons: "Rocky takeoff"
Pros: "I didn't like anything about this flight. Only benefit of the doubt is the 2 hour delay as a runway in SF had shut down."
Cons: "We had seats at first where there was what looked like bubble gum bits stuck on one of the food trays. The flight was clearly not cleaned although it landed 2+ hours before the departure. We had to ask for a wet tissue and clean it up. That was of no use too as it wouldn't scrub off. My wife was feeling under the weather and so we asked for a blanket. The blanket was hardly a blanket and more like a towel. We then luckily could switch seats as there were 2 vacant. But, the air conditioner was leaking water in the seat to our left. The crew was callous and just stuck the passenger with some napkins saying it does that. I don't fly Delta a lot and my experience in this trip isn't inspiring much confidence."
Pros: "Both flights were on-time, no gate changes. Staff was friendly enough, and seat back entertainment was appreciated. Everything went as you always hope it does for flights!"
Pros: "Decent food and drink. Flight attendants were very nice, although not quite as excellent as on the other Air France flights which I had on this trip"
Cons: "The seat is angled when fully reclined so there's a feeling that you'll slide off the seat, making it difficult to find a good position to sleep. Video screen seemed quite large. Headphones were noise canceling and worked well"
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: "On time. Professional. Clean."
Cons: "Nothing. As expected"
Pros: "Everyone was helpful and friendly."
Cons: "Not charge so much for luggage and carry-ons."
Pros: "The Crew"
Cons: "It was a passenger on the plane acting real suspicious. I didn’t like that. Also the seats was uncomfortable."
Pros: "The crew was very friendly."
Cons: "Flight was late, excessive baggage fees, plane was dirty, there was trash under the seats in front of us."
Pros: "When the bag size is small , boarding pas would not print without paying the $50, u would like to get refund"
Cons: "Most of the other do- passengers k we the rules of the airlines while I was unaware of the rule bad ended up paying$50 for a very small carry on luggage"
Pros: "THe passengers were well behave during and polite"
Cons: "The 2 hour flight delay"
Cons: "The crew was rude to the passengers. They charge form 9$ 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: "Connecting flight was delayed by one hour!!!!!"
Pros: "The other amazing people on my 2 scrappy flights who I got to know because we suffered through delays, deplaning, regarding and mean, crabby insulting flight attendants and gate crew. New Frontier marketing campaign: "sure we suck, but at Frontier, you make new and lasting friendships binding in the suffering"."
Cons: "See above."
Pros: "Very fast boarding process."
Cons: "Seats didn't recline. The tray table was very tiny, dimensions were prob 5"x3" which barely fit my phone. You have to purchase drinks and snacks but they'll give you a cup of free water but only if you ask. On a 5 hour flight, no food or drink is very crappy so be sure to bring your own on."
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."
Pros: "Only positive thing about this company is that it doesn't cost much for a flight unless you plan on taking luggage then you might as well get another company"
Cons: "All flights where extremely late to places that never have delays Seats are like a football stadium seat, very uncomfortable and non adjustable. They are fixed seats that are made of hard plastic with a small lining of pleather. Staff was ok but this flight offers nothing but stuff you have to pay for so interactions are minimum. Baggage cost is 30 dollars."
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: "5 hours late, no updates sent via text or email, $15 dinner boucher useless and given after restaurants closed. I will never fly frontier airlines again!"
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: "Nice crew. Plane clean."
Cons: "On this long flight from Atlanta to San Francisco, a reclining seat would have been nice."
Pros: "The initial price I paid. Which was very reasonable for a non-stop flight."
Cons: "Paying for a checked bag. Paying for a seat so I could be assured a decent seat. My decent price soon became what I would pay on any major airline. So why would I fly Frontier?"
Pros: "Little."
Cons: "Worst flight of my entire life."
Pros: "Boarding. Charging for baggage limits what passengers can carry making boarding and sitting quicker"
Cons: "oK with me to buy my own snack and pop. Can see that it may catch people by surprise as passengers not notified earlier that except for water have to purchase own snack."
Cons: "Flight was significantly delayed. Advertised as low cost, which it was, but that is because they make you pay for everything except water. Seats do not recline either...bad for red-eye."
Pros: "Nothing."
Cons: "The flight was delayed for over 4 hours due to operational issues (not weather or maintenance). The gate representative didn't keep us informed of the issues and when he did, he was usually wrong. There is a surcharge for everything from carry-on fees to beverages on the plane. The plane itself was uncomfortable with uncushioned seats. Let's just say that if I had to choose between a Frontier flight and a Delta flight that was $400 more, I will choose the Delta. Same goes with any competitor. I will never fly Frontier again."
Pros: "There was a 4 hour delay on both flights. What a HORRIBLE airline. They issued me a 100.00 voucher for a future trip, which I will NEVER use. I will not fly fron tier ever again."
Cons: "Everything. You have to pay for all luggage, drinks, everything. In the end, it is Not the cheapest because they charge for toilet paper. Oh get this, you cannot recline. That cost extra. Never fly FRONTIER."
Cons: "Operational failure by Frontier made the flight late and chaotic."
Cons: "It's very late to get a hotel and they didn't arrange anything for us. We get a credit for future flights and hotel reimbursement. But I'd rather not fly Frontier again!"
Pros: "Low price was great. It had everything I needed which was a flight to where I wanted to go. It didn't have any additional amenities but the lower price was worth it."
Cons: "You get what you pay for. No entertainment. No complimentary drinks or snacks. A fee for a carry on bag. All of these however are unnecessary so it was fine."
Cons: "My bag is still missing i don't have critical medication and I can't even get customer service to answer my calls"
Cons: "Flight attendant from Denver to San Francisco had a bad attitude and was passive aggressive with guests. Perhaps it was a long day for her but at the end of the day you have a job to do and don't take it out on paying customers."
Pros: "Did have good leg room in exit row."
Cons: "Thought we got such a good deal on flight, but had to pay extra for carry-on and even to choose a seat. The seats did not recline, but maybe that was because we were in exit row. Boarded an hour late to clean up from last fight because of (per their announcement) vomit."
Cons: "Frontier charges for seat assignments and even carry-on bags. It's the #1 airline for indignities and nickel and diming its passengers."
Pros: "The crew and neatness"
Cons: "Entertainment"
Pros: "I do not normally complain, but my two flights this weekend were more than an hour late each, coupled with horrible cramped seating, unfriendly flight crew, tons of extra charges, and a dirty plane. I will be trying to avoid frontier flights on the future."
Cons: "See above."
Cons: "Flight had uncomfortable Seats was delayed 1.5 hours and the baggage took more than 30 mins to come out"
Cons: "We were stuck on the runway for over an hour after we landed and getting our luggage was a DISASTER. They changed the location of our baggage claim carousel with minimal notice, only to change it back to the original carousel with NO NOTICE. It took over an hour again for our luggage to come out and it trickled in so slowly, that I ended up getting my bag a full two and a half hours after we landed. Awful experience."
Cons: "A word of caution to anyone flying Frontier airlines. Carry on bags cost $40 each way. Even checked baggage is cheaper at $35. Don't forget to add the extra $70-80 when you see the tickets slightly cheaper online. Plus, it will cost more to select seats to sit together and even the snacks/drinks cost money. I'm shocked I didn't have to pay extra for a pilot."
Cons: "I was seated between an overweight man and a very tall man, both of whom felt as though their sizes allowed them to infringe upon my space. There were plenty of open seats on the flight and yet no effort was made to alleviate this clear problem."
Pros: "The time of the flights, and the quick security at the terminal."
Cons: "Hidden fees for everything. You book your flight for one price. (mine was about 100$ less than other airlines at time of booking) -Then they have you pick your seat (charge) -Then if you want to check a bag (charge) -Then if you want to BRING A CARRY ON (CHARGE) It ended up being way MORE than the other flights I could have just booked on other airlines. (I booked at $220.00 and by the end of my trip spent $373.00 with Frontier) Also, the returning flight was delayed 45 minutes but I received no notifications."
Pros: "Nothing"
Cons: "Seats hard plastic and inhumanly closed together. Tray tables smaller than a car's sunvisor. I think Frontier should be called the Middle Passage airlines for how they pack us in. They make you pay for luggage, improved seat size, location, food and then ask you to tip your cranky flight attendant whom they seem to screen and select the most misanthropic applicants they can find. And then they try to sell you their credit card with a $69 annual fee. I watched and there where no takers."
Pros: "Seats were comfortable and I arrived safely. Grateful for these aspects of my trip."
Cons: "Employees were rude. Inaccurate information about flight times provided before and during the flight. The hidden fees were ridiculous, such as $1.99 for seltzer water. Note that you cannot pay in cash for anything. Not so unusual, but a pain for since my debit card was lost. Because flight times were inaccurate, I had no time to buy food during my layover and wasn't able to purchase food on the flight. Overall, I would NOT choose to fly Frontier Airlines again unless absolutely necessary."
Pros: "Your flight's delay was unchanged; I likes its consistency."
Cons: "I did not like paying $5 more for my checked bag. Although I did log in to see if I could check in more than 24 hours before the flight nothing suggested that I should pay for my bag though I could not do seat assignment at that time. I did not like that I paid $5 for set assignments inferior to what my friends got by taking their chances. Although I understand your motives, not showing what the free alternative is seems a bit smarmy. The one hour delay on the tarmac before we could get to a departure gate was not directly your fault, but it was annoying."
Pros: "Crew were friendly"
Cons: "Airport gave wrong information, display showed gate A30 instead of the correct A11, mistake cannot just be attributed to airport but also to the airline for miscommunicating with the airport. Chairs were uncomfortable. But it was a cheap flight so understandable."
Cons: "Boarding was bad, after a delay it seem as if we were rushed onto the plane to make up time."
Cons: "45 bucks for ckecked bags and you have to pay for your carry on"
Pros: "Nothing"
Cons: "These flights are horrible- hard cramped seats, no services, not even a cup of coffee unless you pay extra. $40 to bring a carry on bag on the plane. Cost more than any other flight in the long run."
Pros: "Flight left and arrived on time."
Cons: "Seats didn't recline and website is misleading when it comes to purchasing seats. I was very uncomfortable."
Cons: "I didn't like how we were notified last minute about our flight being delayed for THREE hours. There was no voucher offered as well. Completely terrible."
Pros: "When we got to the airport the kiosk was not working, and no one was at the counter. Checked in online, they charged us $45 per carry on (didn't read the small print, because it's so small, and no other airline I've been on charges for carry ons). To check a bag was cheaper, $35 but no one was at the counter. Also, they charged us $20 per seat when we checked in, did not give us the option of a no-charge seat online. (even though we did have tickets) So, I paid an additional $130 for the 2 tickets total. Shabby airline."
Cons: "Having to pay for a carry on. Having to pay for water on the plane!! That's insane! The fact that it's 2016 and there's no entertainment or free wifi. Ridiculous. I fly frontier out of desperation but never as a choice."
Pros: "N/A"
Cons: "the time , the plan is not on time and the customers service they are not patients ."

Book cheap flights from Chicago Midway Airport to San Francisco

Recent round-trip flight deals

10/25Tue
1 stopFrontier
15h 16mMDW-SFO
11/2Wed
1 stopFrontier
15h 16mSFO-MDW
$114
10/28Fri
1 stopFrontier
9h 25mMDW-SFO
10/29Sat
1 stopFrontier
7h 56mSFO-MDW
$160
12/5Mon
1 stopFrontier
7h 49mMDW-SFO
12/12Mon
1 stopFrontier
13h 36mSFO-MDW
$163
11/10Thu
1 stopFrontier
8h 30mMDW-SFO
11/14Mon
1 stopFrontier
9h 58mSFO-MDW
$164
12/5Mon
1 stopFrontier
7h 49mMDW-SFO
12/12Mon
1 stopFrontier
13h 36mSFO-MDW
$165
10/27Thu
1 stopFrontier
15h 14mMDW-SFO
11/4Fri
1 stopFrontier
8h 22mSFO-MDW
$166
11/15Tue
1 stopFrontier
8h 28mMDW-SFO
11/30Wed
1 stopFrontier
10h 31mSFO-MDW
$167
10/24Mon
1 stopFrontier
15h 24mMDW-SFO
10/28Fri
1 stopFrontier
10h 42mSFO-MDW
$168
12/2Fri
1 stopFrontier
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12/12Mon
1 stopFrontier
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$169
12/15Thu
1 stopFrontier
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12/20Tue
1 stopFrontier
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12/3Sat
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12/12Mon
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10/27Thu
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11/3Thu
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$172
10/19Wed
2 stopsFrontier
17h 20mMDW-SFO
10/25Tue
1 stopFrontier
11h 29mSFO-MDW
$173
10/18Tue
1 stopFrontier
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10/28Fri
1 stopFrontier
10h 42mSFO-MDW
$176
10/19Wed
2 stopsFrontier
17h 20mMDW-SFO
10/28Fri
2 stopsFrontier
19h 14mSFO-MDW
$177
11/10Thu
1 stopMultiple Airlines
8h 30mMDW-SFO
11/15Tue
2 stopsMultiple Airlines
11h 02mSFO-MDW
$182
12/9Fri
1 stopMultiple Airlines
8h 48mMDW-SFO
12/13Tue
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10h 59mSFO-MDW
$194
12/3Sat
1 stopMultiple Airlines
11h 01mMDW-SFO
12/13Tue
2 stopsMultiple Airlines
10h 59mSFO-MDW
$199
11/15Tue
1 stopMultiple Airlines
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11/28Mon
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$205
12/9Fri
1 stopMultiple Airlines
8h 48mMDW-SFO
12/11Sun
1 stopMultiple Airlines
6h 33mSFO-MDW
$208

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Recent one-way flight deals

11/2Wed
1 stopFrontier
15h 56mMDW-SFO
$55
10/25Tue
1 stopFrontier
15h 16mMDW-SFO
$56
12/7Wed
1 stopFrontier
8h 48mMDW-SFO
$78
12/6Tue
1 stopFrontier
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$80
11/15Tue
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$82
11/9Wed
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$84
11/7Mon
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$86
10/24Mon
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15h 24mMDW-SFO
$87
11/29Tue
1 stopFrontier
26h 23mMDW-SFO
$89
10/19Wed
1 stopFrontier
16h 29mMDW-SFO
$90
11/16Wed
2 stopsFrontier
14h 51mMDW-SFO
$92
11/29Tue
1 stopFrontier
26h 23mMDW-SFO
$93
10/12Wed
2 stopsFrontier
17h 20mMDW-SFO
$95
10/15Sat
2 stopsFrontier
18h 02mMDW-SFO
$97
11/12Sat
1 stopFrontier
8h 28mMDW-SFO
$100
1/17Tue
1 stopFrontier
17h 42mMDW-SFO
$102
11/12Sat
1 stopFrontier
8h 28mMDW-SFO
$104
10/22Sat
1 stopFrontier
14h 29mMDW-SFO
$106
11/5Sat
1 stopFrontier
10h 54mMDW-SFO
$107
12/12Mon
1 stopDelta
7h 16mMDW-SFO
$128

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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:

$268