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$82+ 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 4/15. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — SFO
Jan 14 — Jan 211
Tue 1/14
Tue 1/21
1 adult, Economy
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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 January 9, 2025.

Round-trip from

$176
(Mytrip)

One-way from

$82
(Trip.com)
From Chicago Midway to San Francisco Bay Area
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One-way flight from Chicago Midway to San Francisco Bay Area
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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 January 9, 2025.

This Mytrip deal was found by Cheapflights users on 1/8. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/712:43 pmMDW - SJC
1 stop29h 38mFrontier
Mon 2/101:11 pmSJC - MDW
1 stop9h 06mFrontier
Deal found 1/8$176
This eDestinos deal was found by Cheapflights users on 1/8. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/228:44 pmMDW - SJC
2 stops19h 39mMultiple Airlines
Sat 3/15:40 pmSJC - MDW
1 stop9h 51mMultiple Airlines
Deal found 1/8$181
This Trip.com deal was found by Cheapflights users on 1/9. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/218:14 pmMDW - SFO
1 stop15h 28mFrontier
Sun 2/237:59 pmSFO - MDW
1 stop7h 32mFrontier
Deal found 1/9$199
This Southwest deal was found by Cheapflights users on 1/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/309:05 amMDW - SFO
1 stop10h 35mSouthwest
Thu 2/66:15 amSFO - MDW
Nonstop4h 10mSouthwest
Deal found 1/8$207
This Southwest deal was found by Cheapflights users on 1/8. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/286:20 pmMDW - OAK
Nonstop4h 55mSouthwest
Sat 3/17:00 amOAK - MDW
1 stop5h 20mSouthwest
Deal found 1/8$213
This Kissandfly.com deal was found by Cheapflights users on 1/8. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/118:15 amMDW - SFO
2 stops15h 21mMultiple Airlines
Thu 2/138:06 amSFO - MDW
2 stops14h 11mMultiple Airlines
Deal found 1/8$214
This Delta deal was found by Cheapflights users on 1/8. 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.
Thu 2/131:26 pmMDW - SFO
1 stop6h 40mDelta
Sun 2/165:55 amSFO - MDW
1 stop8h 14mDelta
Deal found 1/8$257
This Delta deal was found by Cheapflights users on 1/8. 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.
Fri 7/43:40 pmMDW - OAK
1 stop7h 52mDelta
Tue 7/810:45 pmOAK - MDW
2 stops11h 45mDelta
Deal found 1/8$262
This Delta deal was found by Cheapflights users on 1/8. 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.
Wed 2/51:26 pmMDW - SJC
1 stop9h 44mDelta
Wed 2/126:40 amSJC - MDW
1 stop7h 40mDelta
Deal found 1/8$299
This Southwest deal was found by Cheapflights users on 1/9. 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 2/58:35 amMDW - SJC
Nonstop4h 50mSouthwest
Tue 2/1111:10 amSJC - MDW
Nonstop4h 05mSouthwest
Deal found 1/9$363

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 2,558,603 searches. Data last updated January 9, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Fri 2/7

12:43 pm-4:21 pm

1 stop29h 38m

San Jose

Mon 2/10

1:11 pm-12:17 am

1 stop9h 06m

$176

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Sat 2/22

8:44 pm-2:23 pm

2 stops19h 39m

San Jose

Sat 3/1

5:40 pm-5:31 am

1 stop9h 51m

$181

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Fri 2/21

8:14 pm-9:42 am

1 stop15h 28m

San Francisco

Sun 2/23

7:59 pm-5:31 am

1 stop7h 32m

$199

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 1/30

9:05 am-5:40 pm

1 stop10h 35m

San Francisco

Thu 2/6

6:15 am-12:25 pm

Nonstop4h 10m

$207

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Fri 2/28

6:20 pm-9:15 pm

Nonstop4h 55m

Oakland

Sat 3/1

7:00 am-2:20 pm

1 stop5h 20m

$213

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Tue 2/11

8:15 am-9:36 pm

2 stops15h 21m

San Francisco

Thu 2/13

8:06 am-12:17 am

2 stops14h 11m

$214

ChicagoSan Francisco

MDW - SFO

MDWSFO

Chicago Midway

Thu 2/13

1:26 pm-6:06 pm

1 stop6h 40m

San Francisco

Sun 2/16

5:55 am-4:09 pm

1 stop8h 14m

$257

ChicagoOakland

MDW - OAK

MDWOAK

Chicago Midway

Fri 7/4

3:40 pm-9:32 pm

1 stop7h 52m

Oakland

Tue 7/8

10:45 pm-12:30 pm

2 stops11h 45m

$262

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 2/5

1:26 pm-9:10 pm

1 stop9h 44m

San Jose

Wed 2/12

6:40 am-4:20 pm

1 stop7h 40m

$299

ChicagoSan Jose

MDW - SJC

MDWSJC

Chicago Midway

Wed 2/5

8:35 am-11:25 am

Nonstop4h 50m

San Jose

Tue 2/11

11:10 am-5:15 pm

Nonstop4h 05m

$363

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 21 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 $405). 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 January 9, 2025.

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 January 9, 2025.
Read reviews from past customers who have flown Delta, Frontier and Southwest 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
4,650 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

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
4,650 reviews
Southwest
8.1
Very good
4,650 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

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
8,501 reviews
Southwest
8.1
Very good
4,650 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

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
3,428 reviews
Southwest
8.1
Very good
4,650 reviews

Boarding

8.2

Crew

8.7

Comfort

8.1

Food

7.2

Overall

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 $82. Southwest flights start at $99 while deals on Delta start at $134 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 $348, our data indicates the cheapest price to be $100. The most popular route (Chicago Midway - San Francisco), is priced around $114.

  • 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 $405). 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.

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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 2,558,603 searches. Data last updated January 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$90Average$220FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$141Average$288FlexibilityNo cancel feeOn-time69%
DeltaCheapest$235Average$376FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$242Average$420FlexibilityNo cancel feeOn-time63%
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