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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 8/13. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SFO
Jun 13 — Jun 201
Fri 6/13
Fri 6/20
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to San Francisco are usually found in September or August, booked 85 days in advance, depart on a Wednesday or Friday and return on a Saturday

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 June 8, 2025.

Round-trip from

$202
(Frontier)

One-way from

$99
(Southwest)

Popular in

December

Cheapest in

September

Average price

$311

Good round-trip deal

$361 or less

Good one-way deal

$168 or less
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. 10% potential increase in price ($41 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 8, 2025.

This Frontier deal was found by Cheapflights users on 6/7. 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.
Tue 7/2911:39 amMDW - SFO
1 stop11h 08mFrontier
Tue 8/510:03 pmSFO - MDW
1 stop10h 37mFrontier
Deal found 6/7$202
This Southwest deal was found by Cheapflights users on 6/6. 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.
Mon 8/115:35 amMDW - SFO
1 stop6h 55mSouthwest
Thu 8/1412:55 pmSFO - MDW
1 stop9h 20mSouthwest
Deal found 6/6$206
This Delta deal was found by Cheapflights users on 6/8. 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.
Tue 7/112:44 pmMDW - SFO
1 stop10h 49mDelta
Fri 7/412:49 amSFO - MDW
1 stop5h 55mDelta
Deal found 6/8$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 June 8, 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

Tue 7/29

11:39 am-8:47 pm

1 stop11h 08m

San Francisco

Tue 8/5

10:03 pm-10:40 am

1 stop10h 37m

$202

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 8/11

5:35 am-10:30 am

1 stop6h 55m

San Francisco

Thu 8/14

12:55 pm-12:15 am

1 stop9h 20m

$206

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 7/1

9:24 am-2:34 pm

1 stop7h 10m

San Francisco

Fri 7/4

6:15 am-3:41 pm

1 stop7h 26m

$257

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 8/13

3:50 pm-6:25 pm

Nonstop4h 35m

$99

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 9/7

7:56 pm-12:14 am

1 stop6h 18m

$114

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 8/15

7:17 pm-11:55 pm

1 stop6h 38m

$129

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 10/31

7:06 pm-5:12 pm

3 stops24h 06m

$266

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/6

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 May 23, 2025.

The best time to book flights from Chicago Midway Airport to San Francisco is 84 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 $366). 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 June 8, 2025.

It’s typically best to fly out from Chicago Midway Airport to San Francisco in the afternoon. Doing so could potentially save you 48% 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 June 1, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to San Francisco flight should consider departing on Wednesday afternoons 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.

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 June 8, 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
4,287 reviews

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
4,287 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
7,954 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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
3,292 reviews
Southwest
8.0
Very good
4,287 reviews

Boarding

8.2

Overall

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Comfort

8.0

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 are 0 daily inbound flights 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 ($202), Southwest ($206), 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 42% 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 Southwest, with whom users have recently found tickets for as low as $99. However, be on the lookout for offers from Frontier 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 $74. While the most popular route (Chicago Midway - San Francisco) can be booked for $114 on average our data indicates $362 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 $366). 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
South San Francisco
Livermore
Turlock
Watsonville
Manteca
Fairfield
Newark
Antioch
Hollister
Milpitas
Richmond
Hayward
Alameda
Sunnyvale
Daly City
Union City
Campbell

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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.
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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 June 8, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$78Average$258FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$179Average$319FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$448FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$257Average$434FlexibilityNo cancel feeOn-time63%

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