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Everything you should know
Flight Deals
Cheap Flights from Midway to San Francisco (MDW-SFO)
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to San Francisco that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.
Recent round-trip flight deals from Midway to San Francisco
Sat, Dec 19 - Thu, Dec 31
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
11:59 pm - 12:03 pmSFO San Francisco-MDW Chicago Midway
10h 04m1 stop Dallas/Fort Worth
$308Frontier
Tue, Dec 22 - Mon, Dec 28
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
12:53 am - 12:10 pmSFO San Francisco-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$308Frontier
Wed, Nov 25 - Tue, Dec 8
9:07 am - 4:38 pmMDW Chicago Midway-SFO San Francisco
9h 31m1 stop Atlanta Hartsfield-Jackson
11:44 pm - 11:33 amSFO San Francisco-MDW Chicago Midway
9h 49m1 stop Atlanta Hartsfield-Jackson
$308Frontier
Tue, Dec 22 - Mon, Dec 28
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
12:53 am - 12:10 pmSFO San Francisco-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$308Frontier
Sat, Dec 19 - Wed, Dec 30
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
12:53 am - 12:10 pmSFO San Francisco-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$310Frontier
Tue, Dec 22 - Wed, Dec 30
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
12:53 am - 12:10 pmSFO San Francisco-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$310Frontier
Wed, Nov 25 - Tue, Dec 8
9:07 am - 4:38 pmMDW Chicago Midway-SFO San Francisco
9h 31m1 stop Atlanta Hartsfield-Jackson
11:44 pm - 11:33 amSFO San Francisco-MDW Chicago Midway
9h 49m1 stop Atlanta Hartsfield-Jackson
$310Frontier
Thu, Dec 24 - Mon, Dec 28
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
12:53 am - 12:10 pmSFO San Francisco-MDW Chicago Midway
9h 17m1 stop Atlanta Hartsfield-Jackson
$310Frontier
Sat, Dec 5 - Sat, Dec 12
6:20 pm - 9:15 pmMDW Chicago Midway-SFO San Francisco
4h 55mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$319Southwest
Wed, Dec 9 - Wed, Dec 16
9:05 pm - 11:55 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$329Southwest
Recent one-way flight deals from Midway to San Francisco
Wed, Jan 27
9:49 am - 3:53 pmMDW Chicago Midway-SFO San Francisco
32h 04m2 stops Dallas/Fort Worth Phoenix Sky Harbor Intl
$158Frontier
Wed, Jan 13
7:50 pm - 10:40 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
$160Southwest
Fri, Dec 18
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$161Frontier
Sat, Dec 19
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$162Frontier
Tue, Dec 22
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$162Frontier
Sat, Dec 19
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$163Frontier
Tue, Dec 22
1:11 pm - 11:05 pmMDW Chicago Midway-SFO San Francisco
11h 54m1 stop Atlanta Hartsfield-Jackson
$163Frontier
Wed, Dec 16
10:40 am - 6:27 pmMDW Chicago Midway-SFO San Francisco
9h 47m2 stops Dallas/Fort Worth Denver Intl
$163Frontier
Fri, Dec 11
11:00 am - 7:37 pmMDW Chicago Midway-SFO San Francisco
34h 37m2 stops Dallas/Fort Worth Las Vegas Harry Reid Intl
$163Frontier
Wed, Jan 20
10:05 am - 12:55 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
$165Southwest
Recent last minute flight deals from Midway to San Francisco
Thu, Nov 19 - Tue, Dec 15
12:20 pm - 10:29 pmMDW Chicago Midway-SFO San Francisco
12h 09m1 stop Dallas/Fort Worth
11:14 pm - 11:33 amSFO San Francisco-MDW Chicago Midway
10h 19m1 stop Atlanta Hartsfield-Jackson
$326Frontier
Wed, Nov 18 - Wed, Nov 25
6:08 am - 6:10 pmMDW Chicago Midway-SFO San Francisco
14h 02m1 stop Atlanta Hartsfield-Jackson
11:26 pm - 12:21 pmSFO San Francisco-MDW Chicago Midway
10h 55m1 stop Atlanta Hartsfield-Jackson
$370Frontier
Tue, Nov 17 - Wed, Nov 18
12:27 pm - 10:29 pmMDW Chicago Midway-SFO San Francisco
12h 02m1 stop Dallas/Fort Worth
11:47 pm - 11:25 amSFO San Francisco-MDW Chicago Midway
9h 38m1 stop Dallas/Fort Worth
$372Frontier
Thu, Nov 19 - Wed, Nov 25
12:20 pm - 10:29 pmMDW Chicago Midway-SFO San Francisco
12h 09m1 stop Dallas/Fort Worth
11:26 pm - 12:21 pmSFO San Francisco-MDW Chicago Midway
10h 55m1 stop Atlanta Hartsfield-Jackson
$374Frontier
Thu, Nov 19 - Sun, Nov 22
12:20 pm - 10:29 pmMDW Chicago Midway-SFO San Francisco
12h 09m1 stop Dallas/Fort Worth
11:26 pm - 12:21 pmSFO San Francisco-MDW Chicago Midway
10h 55m1 stop Atlanta Hartsfield-Jackson
$376Frontier
Thu, Nov 19 - Thu, Nov 26
12:20 pm - 10:29 pmMDW Chicago Midway-SFO San Francisco
12h 09m1 stop Dallas/Fort Worth
11:26 pm - 12:34 pmSFO San Francisco-MDW Chicago Midway
11h 08m1 stop Atlanta Hartsfield-Jackson
$378Frontier
Tue, Nov 17 - Thu, Nov 26
6:08 am - 6:10 pmMDW Chicago Midway-SFO San Francisco
14h 02m1 stop Atlanta Hartsfield-Jackson
11:26 pm - 12:34 pmSFO San Francisco-MDW Chicago Midway
11h 08m1 stop Atlanta Hartsfield-Jackson
$378Frontier
Wed, Nov 18 - Thu, Nov 26
6:08 am - 6:10 pmMDW Chicago Midway-SFO San Francisco
14h 02m1 stop Atlanta Hartsfield-Jackson
11:26 pm - 12:34 pmSFO San Francisco-MDW Chicago Midway
11h 08m1 stop Atlanta Hartsfield-Jackson
$378Frontier
Thu, Nov 19 - Tue, Dec 15
9:55 am - 12:45 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
6:00 am - 12:15 pmSFO San Francisco-MDW Chicago Midway
4h 15mnonstop
$464Southwest
Thu, Nov 19 - Tue, Dec 15
5:50 am - 1:25 pmMDW Chicago Midway-SFO San Francisco
9h 35m1 stop Las Vegas Harry Reid Intl
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$474Southwest
Recent direct flight deals from Midway to San Francisco
Sat, Dec 5 - Sat, Dec 12
6:20 pm - 9:15 pmMDW Chicago Midway-SFO San Francisco
4h 55mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$319Southwest
Wed, Dec 9 - Wed, Dec 16
9:05 pm - 11:55 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$329Southwest
Sat, Jan 9 - Wed, Feb 3
10:00 am - 12:50 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
6:20 am - 12:25 pmSFO San Francisco-MDW Chicago Midway
4h 05mnonstop
$329Southwest
Tue, Dec 8 - Tue, Dec 8
9:55 am - 12:45 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$329Southwest
Sat, Dec 5 - Sat, Dec 12
6:20 pm - 9:15 pmMDW Chicago Midway-SFO San Francisco
4h 55mnonstop
11:35 pm - 6:00 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$329Southwest
Sat, Dec 12 - Wed, Jan 6
10:15 am - 1:05 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
6:20 am - 12:25 pmSFO San Francisco-MDW Chicago Midway
4h 05mnonstop
$329Southwest
Wed, Feb 24 - Sat, Feb 27
10:05 am - 12:55 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
11:55 pm - 6:10 amSFO San Francisco-MDW Chicago Midway
4h 15mnonstop
$329Southwest
Tue, Jan 12 - Tue, Jan 12
7:50 pm - 10:40 pmMDW Chicago Midway-SFO San Francisco
4h 50mnonstop
11:55 pm - 6:10 amSFO San Francisco-MDW Chicago Midway
4h 15mnonstop
$329Southwest
Tue, Dec 29 - Tue, Jan 5
10:30 pm - 1:25 amMDW Chicago Midway-SFO San Francisco
4h 55mnonstop
6:05 am - 12:20 pmSFO San Francisco-MDW Chicago Midway
4h 15mnonstop
$446JetBlue
Sun, Dec 27 - Sun, Jan 3
10:30 pm - 1:25 amMDW Chicago Midway-SFO San Francisco
4h 55mnonstop
11:40 pm - 6:05 amSFO San Francisco-MDW Chicago Midway
4h 25mnonstop
$528JetBlue
Booking Insights
Price, demand and travel trends for Chicago Midway Airport to San Francisco flights
Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.
Prices
Airlines
Delays
Layovers
More
How much is a round-trip flight from Chicago Midway Airport to San Francisco?
This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Chicago Midway Airport to San Francisco departing in december.What's the cheapest day of the week to fly from Chicago Midway Airport to San Francisco?
Based on deals KAYAK users found in the last 12 months, Thursday is the cheapest day of the week to fly from Chicago Midway Airport to San Francisco. It’s 10% cheaper than the average day, while Sunday is the most expensive, with prices 23% higher.
What’s the cheapest month to fly from Chicago Midway Airport to San Francisco?
KAYAK internal proprietary data takes all prices for each month over the last 12 months for round-trip flights from Chicago Midway Airport to San Francisco, removes the top 0.1% to account for outliers and then takes the median of all values for each month.•January is the cheapest month to fly from Chicago Midway Airport to San Francisco at $238 round-trip.
•November ($480) and July ($447) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 101% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.
Round-trip flights from Chicago Midway Airport to San Francisco typically range from $296 to $491. The lowest price found in the past 5 days was $308, on Frontier.
Which airline is the cheapest to fly from Chicago Midway Airport to San Francisco?
Frontier ($308) and Southwest ($319) are the cheapest airlines to fly round-trip from Chicago Midway Airport to San Francisco according to KAYAK data over the last 5 days.
Which airlines fly most frequently between Chicago Midway Airport and San Francisco?
Southwest has the most frequent flights from Chicago Midway Airport to San Francisco, with an average of 14 flights per week. Based on the flight schedule for the next 3 months.
Flight schedules are analysed across a typical week. Infrequent services may not be reflected in the daily or weekly flight counts.
How often are flights from Chicago Midway Airport to San Francisco delayed?
Over the last 3 months Chicago Midway Airport to San Francisco flights were delayed 43% of the time. Delayed flights averaged 2h 12m behind schedule.
What’s the most punctual time of day to fly from Chicago Midway Airport to San Francisco?
Afternoon flights have the fewest delays. Evening departures experience delays most often.
Which day of the week has the fewest delays on Chicago Midway Airport to San Francisco flights?
Saturday has the fewest flight delays on the Chicago Midway Airport to San Francisco route, at only 34% of flights delayed. Friday has the most delays at 50%.
Which airline is the most punctual on Chicago Midway Airport to San Francisco flights?
Southwest is the most punctual airline on Chicago Midway Airport to San Francisco flights. 57% of flights were on time in the past 3 months.
What’s the most popular layover airport when flying from Chicago Midway Airport to San Francisco?
KAYAK data for 1-stop round-trips over the past 3 months. Only counts itineraries with the same layover on both legs.Atlanta Hartsfield-Jackson (ATL) is the most popular layover for the Chicago Midway Airport to San Francisco route. Over the past 3 months, 79% of KAYAK users found 1-stop round-trips connecting via ATL.
What is the cheapest layover airport when flying from Chicago Midway Airport to San Francisco?
Flights via Atlanta Hartsfield-Jackson (ATL) offer the most affordable fares, with an average round-trip price of $313. Based on KAYAK data over the past 3 months.
Which route with a layover is the fastest from Chicago Midway Airport to San Francisco?
Denver Intl (DEN) offers the shortest 1-stop connection from Chicago Midway Airport to San Francisco at 6h 01m one-way, 1h 10m longer than the 4h 51m direct flight. Based on KAYAK data over the past 3 months.
When flying from Chicago Midway Airport to San Francisco which airport offers the shortest layover?
Denver Intl (DEN) had the shortest average connection time for Chicago Midway Airport to San Francisco layovers at 3h 29m over the past 3 months.
How many nonstop flights run daily between Chicago Midway Airport and San Francisco?
There are about 2 flights per day from Chicago Midway Airport to San Francisco, about 14 flights per week, spread evenly across the week.
What time of day do most flights depart from Chicago Midway Airport to San Francisco?
Based on KAYAK flight schedules for the upcoming 3 months.Most nonstop flights from Chicago Midway Airport to San Francisco depart in the morning, accounting for 50% of nonstop departures. On average 1 flight a day is scheduled in that window over the next three months.
Flight schedules are analysed across a typical week. Infrequent services may not be reflected in the daily or weekly flight counts.
Key details for Chicago Midway Airport to San Francisco flights
Low season | January |
|---|---|
High season | April |
Cheapest flight | $158 |
When to book flights from Midway to San Francisco
Are your dates flexible? Find out the best times to travel from Midway to San Francisco based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.
Your Chicago Midway Airport to San Francisco flight questions, answered
Find helpful answers about this route, including flight times, airports, airlines and booking tips.
Your guide to booking Chicago Midway Airport to San Francisco flights
Get tips on when to book, when to fly and what to know before your trip.Prefer to fly direct from Chicago Midway Airport to San Francisco?
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Chicago Midway to San Francisco.
Direct departures
Chicago Midway to San Francisco
Monday
Southwest
Southwest
Tuesday
Southwest
Southwest
Wednesday
Southwest
Southwest
Thursday
Southwest
Southwest
Friday
Southwest
Southwest
Saturday
Southwest
Southwest
Sunday
Southwest
Southwest
Direct returns
San Francisco to Chicago Midway
Monday
Southwest
Southwest
Tuesday
Southwest
Southwest
Wednesday
Southwest
Southwest
Thursday
Southwest
Southwest
Friday
Southwest
Southwest
Saturday
Southwest
Southwest
Sunday
Southwest
Southwest
More options for your flight from Midway to San Francisco
Complete your trip to San Francisco with a hotel stay or car rental
Information on your arrival and departure airports
Cabin class types available on flights to San Francisco
Cabin classes available on flights to San Francisco. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.
Find direct flights to and from Midway and San Francisco
Flights from domestic origins to San Francisco
Flights to other popular destinations
The most popular flights on KAYAK according to clicks in the last 2 weeks. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.