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$99+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SFO
May 4 — May 111
Sun 5/4
Sun 5/11
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to San Francisco are usually found in August or May, booked 26 days in advance, depart on a Tuesday or Wednesday and return on a Wednesday

Cheap flight deals from Midway to San Francisco

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San Francisco (SFO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 29, 2025.

Most accurate provider

Flightnetwork
3 stars

Most trusted provider

Flightnetwork
3 stars

Round-trip from

$208
(Frontier)

One-way from

$99
(Frontier)

Popular in

December

Cheapest in

August

Average price

$295

Good round-trip deal

$218 or less

Good one-way deal

$108 or less
Provider with most accurate pricing for Chicago Midway-San Francisco flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-San Francisco flights.
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From Chicago Midway to San Francisco
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One-way flight from Chicago Midway to San Francisco
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Highest demand for flights based on searches. 17% potential increase in price ($68 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($14 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to San Francisco.
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Price to beat on a one-way flight from Chicago Midway to San Francisco.
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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 April 29, 2025.

This Frontier deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/242:44 pmMDW - SFO
1 stop11h 25mFrontier
Sun 6/15:45 amSFO - MDW
1 stop7h 11mFrontier
Deal found 4/28$208
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/36:45 pmMDW - SFO
1 stop6h 35mSouthwest
Wed 6/117:45 pmSFO - MDW
1 stop7h 15mSouthwest
Deal found 4/27$216
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/287:25 pmMDW - SFO
1 stop6h 26mDelta
Mon 6/210:33 pmSFO - MDW
1 stop8h 07mDelta
Deal found 4/28$257

Cheapflights Fare Finder

Customize your flight search to find flights from Midway to San Francisco that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to San Francisco that are best for you.

Fly from

Midway

Fly to

San Francisco

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 5/24

2:44 pm-12:09 am

1 stop11h 25m

San Francisco

Fri 5/30

11:38 pm-1:49 pm

1 stop12h 11m

$208

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 6/3

6:45 pm-11:20 pm

1 stop6h 35m

San Francisco

Wed 6/11

7:45 pm-5:00 am

1 stop7h 15m

$216

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 5/28

7:25 pm-11:51 pm

1 stop6h 26m

San Francisco

Mon 6/2

10:33 pm-8:40 am

1 stop8h 07m

$257

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 5/7

2:12 pm-10:22 pm

1 stop10h 10m

$99

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 6/3

6:45 pm-11:20 pm

1 stop6h 35m

$108

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 6/19

6:47 pm-12:54 am

1 stop8h 07m

$170

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 5/15

3:03 pm-5:10 pm

2 stops28h 07m

$178

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
FlightnetworkPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*3 stars
CheapOairPrice Accuracy3 starsTrust 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 Flightnetwork to be most consistent on Cheapflights vs. Flightnetwork Users can find the same prices on Chicago Midway Airport-San Francisco flight deals on Cheapflights vs. Flightnetwork >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 Flightnetwork the most. Flightnetwork 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

How far ahead should I book a flight from Chicago Midway Airport to San Francisco?

Use this chart to determine the optimal time to book a round-trip flight from Midway to San Francisco. Price data was last updated on April 25, 2025.

The best time to book flights from Chicago Midway Airport to San Francisco is 26 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco (average of $276). Flying from Chicago Midway Airport to San Francisco in June is currently the most expensive (average of $393). 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?

Find hourly flight availability from Midway to San Francisco. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 29, 2025.

It’s typically best to fly out from Chicago Midway Airport to San Francisco in the morning. Doing so could potentially save you 63% on the flight price compared to flying at noon, which is usually more expensive.

What is the cheapest day to fly from Chicago Midway Airport to San Francisco?

Use this chart to determine the cheapest time to fly round-trip from Midway to San Francisco. Price data was last updated on March 30, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to San Francisco flight should consider departing on Wednesday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago Midway Airport to San Francisco

Explore weekly flight availability from Midway to San Francisco. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 29, 2025.

The most flights from MDW to SFO are scheduled on a Sunday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in San Francisco by month

Plan your trip to San Francisco by taking into account the average rainfall totals by month.

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.

Temperature in San Francisco by month

Plan your trip to San Francisco by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing San Francisco

Get insights into the airlines that provide service to San Francisco. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to San Francisco. Reviews last updated April 29, 2025.
Read reviews from past customers who have flown Southwest, Delta and Frontier from Chicago to San Francisco. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,292 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,929 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Frontier
6.0
Okay
3,284 reviews
Southwest
8.0
Very good
4,292 reviews

Crew

8.6

Boarding

8.2

Comfort

8.0

Food

7.1

Overall

8.0

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

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?

    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 is 1 daily inbound flight from Chicago Midway from 4 different airlines.

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

    According to our current data, Frontier ($208), Southwest ($216), and Delta ($257) 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 35% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Chicago Midway Airport to San Francisco one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to San Francisco for a low price.

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

    Looking at all options, your cheapest flight can be booked for $98. While the most popular route (Chicago Midway - San Francisco) can be booked for $207 on average our data indicates $274 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, January is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco (average of $276). Flying from Chicago Midway Airport to San Francisco in June is currently the most expensive (average of $393). 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

Traveling to a place near Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Roseville
Mountain View
Santa Cruz
Turlock
Livermore
South San Francisco
Fairfield
Manteca
Richmond
Watsonville
Hollister
Milpitas
Antioch
Sausalito
Vallejo
Newark
Hayward
Alameda
Sunnyvale
Campbell

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Top 4 airlines flying from Midway to San Francisco

Discover the top 4 airlines that operate flights from Midway to San Francisco. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$254FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$141Average$322FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$448FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$262Average$441FlexibilityNo cancel feeOn-time63%

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