Which airline has the best punctuality record on Chicago to San Francisco flights?

Over the last year, Southwest have had the lowest number of delays on this route, with just 20% of flights being delayed.

What is the most punctual flight time for Chicago to San Francisco flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.

How often are flights from Chicago to San Francisco delayed?

About 21% of weekly flights between Chicago and San Francisco have experienced delays in the past year, with the average delay time being 139 minutes.

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

There are many flights that can get you from Chicago Midway Airport to San Francisco in 4h 45m. Fly via Southwest or Delta to get the fastest option. The distance between Chicago Midway Airport and San Francisco is about 1849 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Chicago Midway Airport to San Francisco round-trip?

According to our current data, Frontier ($90), United Airlines ($217), and Southwest ($227) offers the cheapest pricing from Chicago Midway Airport to San Francisco. You may be able to fly from Chicago Midway Airport to San Francisco for 78% less than the average price by searching for these airlines.

In terms of precipitation, rainfall in San Francisco ranges from 0.0 - 4.4 inches per month. January is typically the wettest month, when rainfall can reach 4.4 in. July is typically the driest time to visit San Francisco when rainfall is around 0.0 in.

If weather is an important factor for your trip to San Francisco, use this chart to help with planning. For those seeking warmer temperatures, September is the ideal time of year to visit, when temperatures reach an average of 62.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

What are the cheapest flights from Chicago Midway Airport to San Francisco?

Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Chicago Midway - San Francisco) can be booked for $130 on average, our data indicates $345 when flying from Chicago Midway Airport to San Francisco.

What are the most popular airlines that fly from Chicago Midway Airport to San Francisco?

Southwest, Frontier and United Airlines are the most popular airlines when flying from Chicago Midway Airport to San Francisco.

Most accurate provider : When it comes to deals on Chicago Midway Airport-San Francisco flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago Midway Airport-San Francisco flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San Francisco flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Chicago Midway Airport-San Francisco flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San Francisco flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly into for flights to San Francisco from Chicago Midway?

Located just 11.8 mi from the city center, San Francisco is the airport most travelers will use when flying to San Francisco from Chicago Midway. Booking flights from Chicago Midway to San Francisco (SFO) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 3 different airlines.

Can I find deals for flights from Midway to San Francisco that include hotel bookings?

Yes. In addition to deals on Midway to San Francisco flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Midway to San Francisco?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to San Francisco.

Can I find deals for business class flights from Midway to San Francisco?

Yes. Cheapflights offers flight deals from Midway to San Francisco by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$123+ Cheap Flights from Chicago Midway Airport to San Francisco

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheap flight deals from Midway to San Francisco

Most accurate provider	CheapOair 3 stars
Most trusted provider	CheapOair 3 stars
Round-trip from	$246 (Frontier)
One-way from	$123 (CheapOair)
Popular in	December
Cheapest in	February
Average price	$464
Good round-trip deal	$299 or less
Good one-way deal	$155 or less

Provider with most accurate pricing for Chicago Midway-San Francisco flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago Midway-San Francisco flights.

Search Deals

From Chicago Midway to San Francisco

Search Deals

One-way flight from Chicago Midway to San Francisco

Search Deals

Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Price to beat on a round-trip flight from Chicago Midway to San Francisco.

Search Deals

Price to beat on a one-way flight from Chicago Midway to San Francisco.

Search Deals

Find flight deals from Midway to San Francisco

Cheapest flights from Midway to San Francisco
Explore the most affordable flight options available from Midway to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Sat 11/11:37 pmMDW - SFO

1 stop9h 34mFrontier

Sun 11/25:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/25

$245

Thu 12/116:15 amMDW - SFO

1 stop9h 03mFrontier

Sun 1/116:15 amSFO - MDW

1 stop11h 47mFrontier

Deal found 10/26

$246

Fri 12/126:15 amMDW - SFO

1 stop13h 20mFrontier

Mon 12/154:59 pmSFO - MDW

2 stops13h 47mFrontier

Deal found 10/25

$247

Fri 12/126:15 amMDW - SFO

1 stop13h 20mFrontier

Thu 1/86:15 amSFO - MDW

1 stop11h 47mFrontier

Deal found 10/26

$248

Thu 10/3012:30 pmMDW - SFO

1 stop28h 10mFrontier

Sat 11/16:34 amSFO - MDW

1 stop27h 56mFrontier

Deal found 10/25

$252

Fri 11/141:37 pmMDW - SFO

1 stop9h 34mFrontier

Sun 11/166:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/24

$254

Sun 12/213:01 pmMDW - SFO

1 stop8h 00mFrontier

Thu 1/84:07 pmSFO - MDW

2 stops15h 06mFrontier

Deal found 10/25

$257

Mon 11/245:30 amMDW - SFO

1 stop10h 47mFrontier

Wed 12/36:00 amSFO - MDW

2 stops29h 01mFrontier

Deal found 10/25

$258

Fri 11/71:37 pmMDW - SFO

1 stop9h 34mFrontier

Sat 11/86:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/24

$261

Sun 12/213:01 pmMDW - SFO

1 stop8h 00mFrontier

Mon 12/299:30 pmSFO - MDW

2 stops20h 25mFrontier

Deal found 10/26

$265

Fri 10/3112:30 pmMDW - SFO

1 stop13h 44mFrontier

Wed 11/128:55 pmSFO - MDW

2 stops21h 49mFrontier

Deal found 10/25

$266

Thu 11/139:00 amMDW - SFO

1 stop9h 43mFrontier

Mon 11/176:34 amSFO - MDW

2 stops13h 37mFrontier

Deal found 10/25

$270

Best flights from Midway to San Francisco
Discover carefully curated flight deals from Midway to San Francisco that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2025.

Thu 12/118:15 amMDW - SFO

Nonstop4h 45mSouthwest

Tue 12/166:10 amSFO - MDW

Nonstop4h 05mSouthwest

Deal found 10/27

$297

Tue 12/165:39 pmMDW - SFO

1 stop8h 41mDelta

Wed 1/712:47 amSFO - MDW

1 stop6h 21mDelta

Deal found 10/26

$317

Mon 11/248:10 amMDW - SFO

1 stop8h 55mSouthwest

Wed 12/37:30 amSFO - MDW

2 stops10h 05mSouthwest

Deal found 10/27

$300

Fri 12/59:34 amMDW - SFO

1 stop6h 49mDelta

Sun 12/712:30 amSFO - MDW

1 stop6h 49mDelta

Deal found 10/24

$340

Wed 11/198:15 amMDW - SFO

Nonstop4h 45mSouthwest

Mon 11/242:30 pmSFO - MDW

1 stop9h 00mSouthwest

Deal found 10/25

$321

Fri 12/196:00 amMDW - SFO

1 stop8h 36mDelta

Thu 12/255:50 amSFO - MDW

1 stop9h 36mDelta

Deal found 10/25

$341

Sun 12/148:20 amMDW - SFO

Nonstop4h 45mSouthwest

Thu 1/85:35 pmSFO - MDW

1 stop9h 25mSouthwest

Deal found 10/26

$330

Sat 12/205:59 pmMDW - SFO

1 stop8h 00mDelta

Tue 12/305:50 amSFO - MDW

1 stop9h 36mDelta

Deal found 10/27

$368

Fri 12/194:45 pmMDW - SFO

1 stop8h 40mSouthwest

Thu 12/256:10 amSFO - MDW

Nonstop4h 05mSouthwest

Deal found 10/27

$340

Sat 11/157:02 pmMDW - SFO

1 stop7h 10mDelta

Wed 11/1912:30 amSFO - MDW

1 stop6h 31mDelta

Deal found 10/25

$369

Tue 12/21:55 pmMDW - SFO

1 stop9h 25mSouthwest

Sun 2/1511:10 amSFO - MDW

1 stop9h 20mSouthwest

Deal found 10/24

$355

Thu 11/208:15 amMDW - SFO

Nonstop4h 45mSouthwest

Thu 11/276:15 amSFO - MDW

Nonstop4h 05mSouthwest

Deal found 10/26

$385

Last-minute flights from Midway to San Francisco
Discover last-minute flight deals from Midway to San Francisco. Data last updated October 27, 2025 and is based on user searches.

Thu 10/3012:30 pmMDW - SFO

1 stop28h 10mFrontier

Sat 11/16:34 amSFO - MDW

1 stop27h 56mFrontier

Deal found 10/25

$252

Fri 10/3112:30 pmMDW - SFO

1 stop13h 44mFrontier

Wed 11/128:55 pmSFO - MDW

2 stops21h 49mFrontier

Deal found 10/25

$266

Fri 10/3112:30 pmMDW - SFO

1 stop13h 44mFrontier

Mon 11/1010:23 pmSFO - MDW

1 stop11h 15mFrontier

Deal found 10/25

$273

Sat 11/11:37 pmMDW - SFO

1 stop9h 34mFrontier

Sun 11/25:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/25

$245

Mon 11/31:37 pmMDW - SFO

1 stop9h 34mFrontier

Mon 11/1010:23 pmSFO - MDW

1 stop11h 15mFrontier

Deal found 10/25

$272

Fri 11/71:37 pmMDW - SFO

1 stop9h 34mFrontier

Sat 11/86:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/24

$261

Thu 11/139:00 amMDW - SFO

1 stop9h 43mFrontier

Mon 11/176:34 amSFO - MDW

2 stops13h 37mFrontier

Deal found 10/25

$270

Fri 11/141:37 pmMDW - SFO

1 stop9h 34mFrontier

Sun 11/166:34 amSFO - MDW

1 stop26h 56mFrontier

Deal found 10/24

$254

Thu 11/206:05 amMDW - SFO

1 stop15h 18mFrontier

Mon 11/246:32 amSFO - MDW

1 stop5h 59mFrontier

Deal found 10/26

$246

Mon 11/245:30 amMDW - SFO

1 stop10h 47mFrontier

Wed 12/36:00 amSFO - MDW

2 stops29h 01mFrontier

Deal found 10/25

$258

Mon 11/248:10 amMDW - SFO

1 stop8h 55mSouthwest

Wed 12/36:10 amSFO - MDW

Nonstop4h 05mSouthwest

Deal found 10/27

$275

One-way flights from Midway to San Francisco
Search for one-way flight options from Midway to San Francisco. Find affordable one-way fares based on user searches. Data last updated October 27, 2025.

Fri 11/1412:30 pmMDW - SFO

1 stop13h 44mFrontier

Deal found 10/26

$123

Mon 11/248:10 amMDW - SFO

1 stop8h 55mSouthwest

Deal found 10/26

$127

Wed 12/32:49 pmMDW - SFO

2 stops31h 14mFrontier

Deal found 10/26

$128

Wed 12/102:49 pmMDW - SFO

1 stop24h 29mFrontier

Deal found 10/26

$129

Wed 1/1412:25 pmMDW - SFO

1 stop27h 04mFrontier

Deal found 10/25

$130

Tue 1/206:00 amMDW - SFO

2 stops10h 20mSouthwest

Deal found 10/27

$132

Sun 12/2110:50 pmMDW - SFO

2 stops18h 31mFrontier

Deal found 10/25

$133

Mon 12/226:12 amMDW - SFO

1 stop9h 01mFrontier

Deal found 10/27

$135

Sat 1/172:12 pmMDW - SFO

2 stops36h 17mFrontier

Deal found 10/25

$138

Mon 11/245:30 amMDW - SFO

1 stop10h 47mFrontier

Deal found 10/26

$140

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to San Francisco that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 12/11

8:15 am-11:00 am

Nonstop4h 45m

San Francisco

Tue 12/16

6:10 am-12:15 pm

Nonstop4h 05m

$297

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 11/24

8:10 am-3:05 pm

1 stop8h 55m

San Francisco

Wed 12/3

7:30 am-7:35 pm

2 stops10h 05m

$300

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 12/16

5:39 pm-12:20 am

1 stop8h 41m

San Francisco

Wed 1/7

12:47 am-9:08 am

1 stop6h 21m

$317

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 11/19

8:15 am-11:00 am

Nonstop4h 45m

San Francisco

Mon 11/24

2:30 pm-1:30 am

1 stop9h 00m

$321

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 12/14

8:20 am-11:05 am

Nonstop4h 45m

San Francisco

Thu 1/8

5:35 pm-5:00 am

1 stop9h 25m

$330

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 12/5

9:34 am-2:23 pm

1 stop6h 49m

San Francisco

Sun 12/7

12:30 am-9:19 am

1 stop6h 49m

$340

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 12/19

4:45 pm-11:25 pm

1 stop8h 40m

San Francisco

Thu 12/25

6:10 am-12:15 pm

Nonstop4h 05m

$340

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 12/19

6:00 am-12:36 pm

1 stop8h 36m

San Francisco

Thu 12/25

5:50 am-5:26 pm

1 stop9h 36m

$341

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 12/2

1:55 pm-9:20 pm

1 stop9h 25m

San Francisco

Sun 2/15

11:10 am-10:30 pm

1 stop9h 20m

$355

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 12/20

5:59 pm-11:59 pm

1 stop8h 00m

San Francisco

Tue 12/30

5:50 am-5:26 pm

1 stop9h 36m

$368

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 20 results

Compare providers for flights from Midway to San Francisco

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to San Francisco in October.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
JustAirTicket	Price Accuracy-	Trust Score*1 star
CheapOair	Price Accuracy3 stars	Trust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

Most accurate provider: When it comes to deals on Chicago Midway Airport-San Francisco flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago Midway Airport-San Francisco flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-San Francisco flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Chicago Midway Airport-San Francisco flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-San Francisco flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to San Francisco

Have a flexible travel schedule? Discover the best time to fly to San Francisco from Midway with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to San Francisco

Prices

Delays

What is the cheapest month to book a flight from Chicago Midway Airport to San Francisco?

Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco (average of $169). Flying from Chicago Midway Airport to San Francisco in November is currently the most expensive (average of $252). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to SFO?

It’s typically best to fly out from Chicago Midway Airport to San Francisco in the morning. Doing so could potentially save you 27% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing San Francisco

Read reviews from past customers who have flown Southwest, United Airlines, and Frontier from Chicago Midway Airport to San Francisco. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,238 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Southwest

8.0

Very good

4,238 reviews

Southwest

8.0

Very good

4,238 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

United Airlines

7.4

Good

8,999 reviews

Southwest

8.0

Very good

4,238 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

Frontier

5.8

Fair

3,123 reviews

Southwest

8.0

Very good

4,238 reviews

Reviews

1 / 20

8.0

Excellent

Walter,Aug 2025

OAK - SAN

Related info for your journey

What airport do you fly into for flights to San Francisco from Chicago Midway?
Located just 11.8 mi from the city center, San Francisco is the airport most travelers will use when flying to San Francisco from Chicago Midway. Booking flights from Chicago Midway to San Francisco (SFO) should be relatively easy as there are 0 daily inbound flights from Chicago Midway from 3 different airlines.
How long is the flight from Chicago Midway Airport to San Francisco?
There are many flights that can get you from Chicago Midway Airport to San Francisco in 4h 45m. Fly via Southwest or Delta to get the fastest option. The distance between Chicago Midway Airport and San Francisco is about 1849 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.
What are the cheapest airlines flying from Chicago Midway Airport to San Francisco round-trip?
According to our current data, Frontier ($90), United Airlines ($217), and Southwest ($227) offers the cheapest pricing from Chicago Midway Airport to San Francisco. You may be able to fly from Chicago Midway Airport to San Francisco for 78% less than the average price by searching for these airlines.
What are the cheapest flights from Chicago Midway Airport to San Francisco?
Looking at all options, your cheapest flight can be booked for $134. While the most popular route (Chicago Midway - San Francisco) can be booked for $130 on average, our data indicates $345 when flying from Chicago Midway Airport to San Francisco.
Can I find deals for flights from Midway to San Francisco that include hotel bookings?
Yes. In addition to deals on Midway to San Francisco flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Midway to San Francisco?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to San Francisco.
Can I find deals for business class flights from Midway to San Francisco?
Yes. Cheapflights offers flight deals from Midway to San Francisco by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago Midway Airport to San Francisco?
Currently, February is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco (average of $169). Flying from Chicago Midway Airport to San Francisco in November is currently the most expensive (average of $252). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Roseville

South San Francisco

Santa Cruz

Livermore

Turlock

Watsonville

Sunnyvale

Santa Clara

Antioch

Manteca

Vallejo

Hollister

Vacaville

San Bruno

Foster City

Redwood City

Union City

Fairfield

Burlingame

Lodi

Browse thousands of different options on Cheapflights for your next trip

Top 3 airlines flying from Midway to San Francisco

Airline	Cheapest	Average	Flexibility	On-time
Frontier	Cheapest$90	Average$313	FlexibilityNo cancel fee	On-time62%
United Airlines	Cheapest$217	Average$418	FlexibilityNo cancel fee	On-time69%
Southwest	Cheapest$227	Average$457	FlexibilityNo cancel fee	On-time63%

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$123+ Cheap flights from Midway (MDW) to San Francisco (SFO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Midway to San Francisco with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Midway to San Francisco

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Find flight deals from Midway to San Francisco

Cheapest flights from Midway to San FranciscoExplore the most affordable flight options available from Midway to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Explore the most affordable flight options available from Midway to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago Midway Airport to San Francisco that are best for you.

Compare providers for flights from Midway to San Francisco

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to San Francisco in October.

Best time to book a flight from Midway to San Francisco

Have a flexible travel schedule? Discover the best time to fly to San Francisco from Midway with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to San Francisco

What is the cheapest month to book a flight from Chicago Midway Airport to San Francisco?

What is the cheapest time of day to fly from MDW to SFO?

How often are flights from Chicago to San Francisco delayed?

What is the most punctual flight time for Chicago to San Francisco flights?

What day of the week experiences the fewest flight delays on this route?

Which airline has the best punctuality record on Chicago to San Francisco flights?

Reviews of airlines servicing San Francisco

Read reviews from past customers who have flown Southwest, United Airlines, and Frontier from Chicago Midway Airport to San Francisco. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Midway to San Francisco. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What airport do you fly into for flights to San Francisco from Chicago Midway?

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

What are the cheapest airlines flying from Chicago Midway Airport to San Francisco round-trip?

What are the cheapest flights from Chicago Midway Airport to San Francisco?

Can I find deals for flights from Midway to San Francisco that include hotel bookings?

How can I find direct flights from Midway to San Francisco?

Can I find deals for business class flights from Midway to San Francisco?

What is the cheapest month to book a flight from Chicago Midway Airport to San Francisco?

Traveling to a place near San Francisco?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to San Francisco

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from Midway to San Francisco

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Cheapest flights from Midway to San Francisco
Explore the most affordable flight options available from Midway to San Francisco. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.