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$59+ Cheap flights from Midway (MDW) to San Francisco Bay Area

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 12/10. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SFO
Nov 19 — Nov 261
1 adult
Tue 11/19
Tue 11/26
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Cheap flight deals from Midway to San Francisco Bay Area

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San Francisco Bay Area (zzXIH). 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 November 14, 2024.

Find flight deals from Midway to San Francisco Bay Area

Cheapest flights from Midway to San Francisco Bay Area
Explore the most affordable flight options available from Midway to San Francisco Bay Area. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 14, 2024.

This Frontier deal was found by Cheapflights users on 11/13. 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.
Thu 12/57:15 amMDW - SJC
1 stop6h 53mFrontier
Fri 12/62:28 pmSJC - MDW
1 stop7h 45mFrontier
Deal found 11/13$168
This FlightHub deal was found by Cheapflights users on 11/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/228:41 pmMDW - SFO
1 stop13h 06mFrontier
Tue 12/3110:41 amSFO - MDW
1 stop11h 46mFrontier
Deal found 11/13$198
This Southwest deal was found by Cheapflights users on 11/13. 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 12/114:50 pmMDW - SFO
Nonstop4h 40mSouthwest
Tue 12/179:55 amSFO - MDW
1 stop8h 45mSouthwest
Deal found 11/13$237
This Delta deal was found by Cheapflights users on 11/14. 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.
Sat 12/76:00 amMDW - SFO
1 stop8h 40mDelta
Sat 12/145:40 amSFO - MDW
1 stop9h 21mDelta
Deal found 11/14$256
This eDestinos deal was found by Cheapflights users on 11/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/132:55 pmMDW - SJC
3 stops46h 33mMultiple Airlines
Fri 12/2010:32 amSJC - MDW
2 stops17h 01mMultiple Airlines
Deal found 11/13$260
This Delta deal was found by Cheapflights users on 11/13. 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 12/111:30 pmMDW - OAK
2 stops12h 44mDelta
Sun 12/156:00 amOAK - MDW
2 stops9h 01mDelta
Deal found 11/13$266
This Southwest deal was found by Cheapflights users on 11/13. 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 12/46:05 amMDW - OAK
1 stop8h 20mSouthwest
Sun 12/85:40 amOAK - MDW
Nonstop4h 05mSouthwest
Deal found 11/13$273
This Delta deal was found by Cheapflights users on 11/13. 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.
Sat 12/74:58 pmMDW - SJC
1 stop8h 08mDelta
Sat 12/146:15 amSJC - MDW
2 stops8h 46mDelta
Deal found 11/13$311
This eDestinos deal was found by Cheapflights users on 11/13. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/267:00 amMDW - SFO
1 stop19h 34mMultiple Airlines
Fri 11/298:09 pmSFO - MDW
1 stop13h 02mMultiple Airlines
Deal found 11/13$367
This Southwest deal was found by Cheapflights users on 11/13. 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.
Sat 12/146:20 amMDW - SJC
1 stop6h 35mSouthwest
Mon 12/167:05 amSJC - MDW
Nonstop4h 10mSouthwest
Deal found 11/13$433
This Mytrip deal was found by Cheapflights users on 11/13. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/257:55 pmMDW - OAK
2 stops20h 30mMultiple Airlines
Wed 1/16:36 pmOAK - MDW
3 stops21h 15mMultiple Airlines
Deal found 11/13$964

Find flights from Midway to San Francisco Bay Area within your budget

Customize your flight search to find flights from Midway to San Francisco Bay Area 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 2,728,912 searches. Data last updated November 14, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Thu 12/5

7:15 am-12:08 pm

1 stop6h 53m

San Jose

Fri 12/6

2:28 pm-12:13 am

1 stop7h 45m

$168

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sun 12/22

8:41 pm-7:47 am

1 stop13h 06m

San Francisco

Tue 12/31

10:41 am-12:27 am

1 stop11h 46m

$198

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Wed 12/11

4:50 pm-7:30 pm

Nonstop4h 40m

San Francisco

Tue 12/17

9:55 am-8:40 pm

1 stop8h 45m

$237

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Sat 12/7

12:44 pm-9:30 pm

1 stop10h 46m

San Francisco

Fri 12/13

12:25 am-8:50 am

1 stop6h 25m

$256

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Fri 2/7

4:25 pm-7:15 pm

Nonstop4h 50m

Oakland

Mon 2/10

11:25 am-5:30 pm

Nonstop4h 05m

$258

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 12/13

2:55 pm-11:28 am

3 stops46h 33m

San Jose

Fri 12/20

10:32 am-5:33 am

2 stops17h 01m

$260

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Wed 12/11

1:30 pm-12:14 am

2 stops12h 44m

Oakland

Sun 12/15

6:00 am-5:01 pm

2 stops9h 01m

$266

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 1/8

1:26 pm-9:10 pm

1 stop9h 44m

San Jose

Tue 1/14

6:29 am-4:21 pm

1 stop7h 52m

$306

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 11/26

7:00 am-12:34 am

1 stop19h 34m

San Francisco

Fri 11/29

8:09 pm-11:11 am

1 stop13h 02m

$367

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 1/8

4:15 pm-9:10 pm

1 stop6h 55m

San Jose

Tue 1/14

11:10 am-5:15 pm

Nonstop4h 05m

$399

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/14

Showing 1-10 of 25 results
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Best time to book a flight from Midway to San Francisco Bay Area

Have a flexible travel schedule? Discover the best time to fly to San Francisco Bay Area 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 Bay Area

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

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

Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco Bay Area (average of $276). Flying from Chicago Midway Airport to San Francisco Bay Area in June is currently the most expensive (average of $381). 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 XIH?

Find hourly flight availability from Midway to San Francisco Bay Area. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 14, 2024.

When flying from Chicago Midway Airport to San Francisco Bay Area, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in San Francisco Bay Area by month

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

In terms of precipitation, rainfall in San Francisco Bay Area 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 Bay Area when rainfall is around 0.0 in.

Temperature in San Francisco Bay Area by month

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

If weather is an important factor for your trip to San Francisco Bay Area, 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 Bay Area

Get insights into the airlines that provide service to San Francisco Bay Area. 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 Bay Area. Reviews last updated November 14, 2024.
Read reviews from past customers who have flown Frontier, Southwest and Delta from Chicago to San Francisco Bay Area. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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
5,046 reviews
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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
8,787 reviews
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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.

WestJet
7.3
Good
2,802 reviews
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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.

Volaris
6.7
Okay
1,292 reviews
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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
6.1
Okay
3,550 reviews
Southwest
8.1
Very good
5,046 reviews

Crew

8.7

Overall

8.1

Boarding

8.3

Food

7.2

Comfort

8.1

Entertainment

7.7

Reviews

1 / 10

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 Bay Area. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $59. Southwest flights start at $99 while deals on Delta start at $128 one-way.

  • What are the most popular routes from Chicago Midway Airport to San Francisco Bay Area?

    Most travelers choose Chicago Midway - San Francisco, Chicago Midway - San Jose or Chicago Midway - Oakland when deciding on the best route from Chicago Midway Airport to San Francisco Bay Area.

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

    Looking for the cheapest flight from Chicago Midway Airport to San Francisco Bay Area? While on average our users pay $386, our data indicates the cheapest price to be $110. The most popular route (Chicago Midway - San Francisco), is priced around $136.

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

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

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

    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 Bay Area.

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

    Yes. Cheapflights offers flight deals from Midway to San Francisco Bay Area 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 Bay Area?

    Currently, January is the cheapest month in which you can book a flight from Chicago Midway Airport to San Francisco Bay Area (average of $276). Flying from Chicago Midway Airport to San Francisco Bay Area in June is currently the most expensive (average of $381). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Midway to San Francisco Bay Area

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 Bay Area

Discover the top 4 airlines that operate flights from Midway to San Francisco Bay Area. 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 2,728,912 searches. Data last updated November 14, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$87Average$229FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$179Average$288FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$228Average$424FlexibilityNo cancel feeOn-time63%
DeltaCheapest$235Average$430FlexibilityNo cancel feeOn-timeN/A
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