Find Deals on Flights from San Francisco to Chicago Midway (SFO - MDW)

Depart
Return
1 adult
Adults
18-64
Seniors
65+
Youths
12-17
Children
2-11
Seat Infants
under 2
Lap Infants
under 2
The price shown for each flight will be the average for all passengers including any infants.
Compare vs. KAYAK all | none
Browse Origins:
Browse Destinations:

Dates flexible? Here are the best fares found in the past 48 hours...

Book cheap flights from San Francisco to Chicago Midway

(Round-trip)
Depart: Mon May 9 2016 Return: Tue May 10 2016 Trip spans 2 days
Delta
Delta
SFO
MDW
7h 54m
1 stop
MDW
SFO
10h 01m
1 stop
Depart: Wed May 18 2016 Return: Mon May 23 2016 Trip spans 6 days
Major Airline
Major Airline
SFO
MDW
8h 28m
1 stop
MDW
SFO
7h 25m
1 stop
Depart: Tue Jun 7 2016 Return: Tue Jun 14 2016 Trip spans 8 days
Southwest
Southwest
SFO
MDW
4h 05m
nonstop
MDW
SFO
4h 40m
nonstop
Depart: Tue May 10 2016 Return: Wed May 11 2016 Trip spans 2 days
Delta
Delta
SFO
MDW
7h 54m
1 stop
MDW
SFO
7h 15m
1 stop
Depart: Mon Jun 6 2016 Return: Tue Jun 7 2016 Trip spans 2 days
Delta
Delta
SFO
MDW
8h 02m
1 stop
MDW
SFO
8h 55m
1 stop
Depart: Wed Sep 7 2016 Return: Tue Sep 13 2016 Trip spans 7 days
Southwest
Southwest
SFO
MDW
4h 05m
nonstop
MDW
SFO
4h 30m
nonstop
Depart: Sat May 14 2016 Return: Wed May 18 2016 Trip spans 5 days
Delta
Delta
SFO
MDW
6h 43m
1 stop
MDW
SFO
7h 15m
1 stop
Depart: Fri May 6 2016 Return: Tue May 17 2016 Trip spans 12 days
Southwest
Southwest
SFO
MDW
4h 15m
nonstop
MDW
SFO
4h 40m
nonstop
Depart: Tue May 17 2016 Return: Sat May 21 2016 Trip spans 5 days
Delta
Delta
SFO
MDW
9h 47m
1 stop
MDW
SFO
8h 42m
1 stop
Depart: Sat May 7 2016 Return: Tue May 17 2016 Trip spans 11 days
Southwest
Southwest
SFO
MDW
4h 15m
nonstop
MDW
SFO
4h 40m
nonstop
Depart: Wed Jun 1 2016 Return: Tue Jun 7 2016 Trip spans 7 days
Delta
Delta
SFO
MDW
7h 28m
1 stop
MDW
SFO
9h 22m
1 stop
Depart: Fri Sep 9 2016 Return: Tue Sep 13 2016 Trip spans 5 days
Southwest
Southwest
SFO
MDW
4h 05m
nonstop
MDW
SFO
4h 30m
nonstop
Depart: Tue Jul 5 2016 Return: Tue Aug 9 2016 Trip spans 36 days
Delta
Delta
SFO
MDW
8h 53m
1 stop
MDW
SFO
8h 57m
1 stop
Depart: Sat Aug 6 2016 Return: Wed Aug 10 2016 Trip spans 5 days
Southwest
Southwest
SFO
MDW
4h 05m
nonstop
MDW
SFO
4h 40m
nonstop
Depart: Tue Jul 19 2016 Return: Tue Aug 2 2016 Trip spans 15 days
Delta
Delta
SFO
MDW
6h 56m
1 stop
MDW
SFO
8h 57m
1 stop
Depart: Tue Sep 6 2016 Return: Tue Sep 13 2016 Trip spans 8 days
Delta
Delta
SFO
MDW
8h 51m
1 stop
MDW
SFO
9h 18m
1 stop
Depart: Tue May 3 2016 Return: Tue May 10 2016 Trip spans 8 days
Southwest
Southwest
SFO
MDW
4h 15m
nonstop
MDW
SFO
4h 40m
nonstop
Depart: Wed Sep 14 2016 Return: Mon Sep 19 2016 Trip spans 6 days
Delta
Delta
SFO
MDW
6h 42m
1 stop
MDW
SFO
7h 34m
1 stop
Depart: Wed Sep 21 2016 Return: Sat Sep 24 2016 Trip spans 4 days
Delta
Delta
SFO
MDW
9h 01m
1 stop
MDW
SFO
8h 58m
1 stop
Depart: Thu Aug 11 2016 Return: Mon Aug 15 2016 Trip spans 5 days
Southwest
Southwest
SFO
MDW
4h 05m
nonstop
MDW
SFO
4h 40m
nonstop
Select an airline:  Southwest
Direct flights SFO to MDW on Southwest
Flight # Depart SFO Arrive MDW Sun Mon Tue Wed Thu Fri Sat Valid Between
3581 5:15 am 11:20 am Jun 5 - Jul 1
527 6:00 am 12:25 pm May 29 - May 29
2131 6:10 am 12:25 pm May 30 - May 30
2903 6:10 am 12:25 pm May 31 - Jun 3
2903 6:10 am 12:25 pm May 8 - May 27
2850 6:20 am 12:45 pm May 28 - May 28
2850 6:25 am 12:40 pm Apr 30 - May 21
2850 6:25 am 12:40 pm Jun 4 - Jun 4
1096 9:45 am 3:50 pm Jun 5 - Jul 1
3462 1:20 pm 7:35 pm Apr 30 - May 28
3462 1:20 pm 7:35 pm Jun 4 - Jun 4
471 2:25 pm 8:35 pm May 31 - Jun 3
471 2:25 pm 8:35 pm Apr 28 - May 27
5009 2:25 pm 8:35 pm May 30 - May 30
853 2:40 pm 8:50 pm May 29 - May 29
1345 3:00 pm 9:10 pm Jun 5 - Jul 1
* Prices are per person and are for e–tickets and include all taxes & fees in USD.

We make every attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

We’re not the seller
At KAYAK we don’t set prices, so it’s not possible for us to guarantee what other companies are selling.

We aggregate tons of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we don't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find on occasion that certain prices are no longer available.

More questions or if you have a bad price to report to us
Please send us an email and someone from our team will get back to you promptly.

Airports
Origin

San Francisco
$268
Destination

Chicago
$268