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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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SFO
Feb 25 — Mar 41
Tue 2/25
Tue 3/4
1 adult, Economy
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The best prices from Chicago Midway to San Francisco are usually found in April 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 February 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$207
(Southwest)

One-way from

$99
(Southwest)

Popular in

December

Cheapest in

April

Average price

$332

Good round-trip deal

$311 or less

Good one-way deal

$98 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.
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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. 21% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 20, 2025.

This Southwest deal was found by Cheapflights users on 2/18. 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.
Wed 3/1212:35 pmMDW - SFO
Nonstop4h 45mSouthwest
Tue 3/187:55 pmSFO - MDW
1 stop7h 20mSouthwest
Deal found 2/18$207
This Frontier deal was found by Cheapflights users on 2/19. 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.
Mon 3/36:40 amMDW - SFO
1 stop8h 53mFrontier
Tue 3/1111:12 amSFO - MDW
1 stop11h 05mFrontier
Deal found 2/19$210
This Kissandfly.com deal was found by Cheapflights users on 2/19. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/58:59 pmMDW - SFO
1 stop12h 43mMultiple Airlines
Sat 4/1210:59 pmSFO - MDW
1 stop28h 21mMultiple Airlines
Deal found 2/19$238
This KAYAK deal was found by Cheapflights users on 2/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/301:16 pmMDW - SFO
1 stop9h 21mDelta
Fri 5/212:47 amSFO - MDW
1 stop6h 53mDelta
Deal found 2/18$253

Find flights from Midway to San Francisco within your budget

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 February 20, 2025.

Fly from

Midway

Fly to

San Francisco

Route

Depart

Return

Price

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 3/12

12:35 pm-3:20 pm

Nonstop4h 45m

San Francisco

Tue 3/18

7:55 pm-5:15 am

1 stop7h 20m

$207

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Mon 3/3

6:40 am-1:33 pm

1 stop8h 53m

San Francisco

Tue 3/11

11:12 am-12:17 am

1 stop11h 05m

$210

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 4/5

8:59 pm-7:42 am

1 stop12h 43m

San Francisco

Sat 4/12

10:59 pm-5:20 am

1 stop28h 21m

$238

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 4/30

1:16 pm-8:37 pm

1 stop9h 21m

San Francisco

Fri 5/2

12:47 am-9:40 am

1 stop6h 53m

$253

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 3/12

12:35 pm-3:20 pm

Nonstop4h 45m

$99

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 4/27

8:01 pm-12:33 am

1 stop6h 32m

$103

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 5/15

3:03 pm-5:10 pm

2 stops28h 07m

$107

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 6/12

1:00 pm-8:17 pm

1 stop9h 17m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/19

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 stars
FlightnetworkPrice Accuracy2 starsTrust Score*3 stars
CheapfaremartPrice Accuracy-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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-San Francisco flight deals on Cheapflights vs. FlightHub >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 FlightHub the most. FlightHub 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.

Travel insights for flights from Midway to San Francisco

Get recent, data-driven insights about flights from Midway to San Francisco including ideal travel times, pricing trends, and more.

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 February 14, 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 $403). 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 February 20, 2025.

It’s typically best to fly out from Chicago Midway Airport to San Francisco in the morning. Doing so could potentially save you 69% 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 February 16, 2025.

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

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 February 20, 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
8.1
Very good
4,413 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
4,413 reviews
Southwest
8.1
Very good
4,413 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,227 reviews
Southwest
8.1
Very good
4,413 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Frontier
6.0
Okay
3,358 reviews
Southwest
8.1
Very good
4,413 reviews

Entertainment

7.6

Boarding

8.2

Comfort

8.1

Food

7.1

Crew

8.7

Overall

8.1

Reviews

1 / 20

10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

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, Southwest ($207), Frontier ($210), and Delta ($253) 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 32% 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 $98. While the most popular route (Chicago Midway - San Francisco) can be booked for $130 on average our data indicates $238 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 $403). 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
Turlock
Santa Cruz
Fairfield
Manteca
Sausalito
Watsonville
Hayward
Richmond
Hollister
South San Francisco
Antioch
Milpitas
Vallejo
Newark
Alameda
Campbell
Pacific Grove
Sunnyvale

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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 February 20, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$88Average$230FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$141Average$287FlexibilityNo cancel feeOn-time69%
DeltaCheapest$236Average$478FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$247Average$420FlexibilityNo cancel feeOn-time63%
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