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Cheap flights San Francisco to Chicago Midway International Airport

1 passenger, economy

Nonstop flights from San Francisco to Chicago Midway International Airport: Southwest Airlines. Nonstop flights per week: 26. Flight time: 4 hours 10 minutes. Distance: 2979 km. Tickets from C$147 (departure 16 November).

Prices updated on 25 October at 11:06

See also: Flights from San FranciscoFlights to Chicago Midway International Airport (Chicago)

Cheap flights San Francisco to Chicago Midway International Airport

Compare prices, duration and stops

Frontier Airlines
F9 3308
08:58
San Francisco (SFO)
Sun, 25 Oct
49h 7min
1 stop
12:05
Chicago Midway International Airport (MDW)
Tue, 27 Oct +1
C$297
Frontier Airlines
F9 2930
09:59
San Francisco (SFO)
Mon, 26 Oct
10h 18min
1 stop
22:17
Chicago Midway International Airport (MDW)
Mon, 26 Oct
C$332
Frontier Airlines
F9 2930
23:59
San Francisco (SFO)
Mon, 26 Oct
9h 23min
1 stop
11:22
Chicago Midway International Airport (MDW)
Tue, 27 Oct +1
C$176
Southwest Airlines
WN 3782
09:40
San Francisco (SFO)
Wed, 28 Oct
4h 10min
Direct
15:50
Chicago Midway International Airport (MDW)
Wed, 28 Oct
C$194
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Wed, 28 Oct
9h 33min
1 stop
11:25
Chicago Midway International Airport (MDW)
Thu, 29 Oct +1
C$215
Southwest Airlines
WN 4579
15:35
San Francisco (SFO)
Thu, 29 Oct
4h 10min
Direct
21:45
Chicago Midway International Airport (MDW)
Thu, 29 Oct
C$210
Southwest Airlines
WN 3782
23:40
San Francisco (SFO)
Thu, 29 Oct
4h 10min
Direct
05:50
Chicago Midway International Airport (MDW)
Fri, 30 Oct +1
C$279
Frontier Airlines
F9 4156
08:23
San Francisco (SFO)
Sat, 31 Oct
17h 24min
2 stops
02:47
Chicago Midway International Airport (MDW)
Sun, 1 Nov +1
C$247
Southwest Airlines
WN 3782
23:40
San Francisco (SFO)
Fri, 30 Oct
4h 10min
Direct
05:50
Chicago Midway International Airport (MDW)
Sat, 31 Oct +1
C$260
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Fri, 30 Oct
9h 33min
1 stop
11:25
Chicago Midway International Airport (MDW)
Sat, 31 Oct +1
C$323
Southwest Airlines
WN 2533
08:40
San Francisco (SFO)
Sun, 1 Nov
5h 10min
Direct
15:50
Chicago Midway International Airport (MDW)
Sun, 1 Nov
C$207
Southwest Airlines
WN 2533
22:55
San Francisco (SFO)
Sat, 31 Oct
4h 10min
Direct
04:05
Chicago Midway International Airport (MDW)
Sun, 1 Nov +1
C$279
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Sun, 1 Nov
9h 33min
1 stop
11:25
Chicago Midway International Airport (MDW)
Mon, 2 Nov +1
C$240
Southwest Airlines
WN 3849
10:35
San Francisco (SFO)
Tue, 3 Nov
4h 25min
Direct
17:00
Chicago Midway International Airport (MDW)
Tue, 3 Nov
C$194
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Mon, 2 Nov
9h 30min
1 stop
11:22
Chicago Midway International Airport (MDW)
Tue, 3 Nov +1
C$215
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Tue, 3 Nov
9h 30min
1 stop
11:22
Chicago Midway International Airport (MDW)
Wed, 4 Nov +1
C$215
Frontier Airlines
F9 2930 🔥 Hot deal
23:52
San Francisco (SFO)
Wed, 4 Nov
9h 33min
1 stop
11:25
Chicago Midway International Airport (MDW)
Thu, 5 Nov +1
C$205
Frontier Airlines
F9 2930
10:52
San Francisco (SFO)
Sat, 7 Nov
9h 33min
1 stop
22:25
Chicago Midway International Airport (MDW)
Sat, 7 Nov
C$221
Frontier Airlines
F9 2930
10:52
San Francisco (SFO)
Mon, 9 Nov
9h 33min
1 stop
22:25
Chicago Midway International Airport (MDW)
Mon, 9 Nov
C$241
Frontier Airlines
F9 2930
10:52
San Francisco (SFO)
Tue, 10 Nov
9h 30min
1 stop
22:22
Chicago Midway International Airport (MDW)
Tue, 10 Nov
C$174
Southwest Airlines
WN 3849
10:35
San Francisco (SFO)
Wed, 11 Nov
4h 25min
Direct
17:00
Chicago Midway International Airport (MDW)
Wed, 11 Nov
C$185
Southwest Airlines
WN 3226
16:10
San Francisco (SFO)
Thu, 12 Nov
10h 15min
1 stop
04:25
Chicago Midway International Airport (MDW)
Fri, 13 Nov +1
C$185
Frontier Airlines
F9 3308
20:14
San Francisco (SFO)
Fri, 13 Nov
18h 41min
1 stop
16:55
Chicago Midway International Airport (MDW)
Sat, 14 Nov +1
C$257
Frontier Airlines
F9 2858
21:27
San Francisco (SFO)
Sat, 14 Nov
14h 43min
2 stops
14:10
Chicago Midway International Airport (MDW)
Sun, 15 Nov +1
C$237
Southwest Airlines
WN 3849 🔥 Hot deal
23:35
San Francisco (SFO)
Sat, 14 Nov
4h 25min
Direct
06:00
Chicago Midway International Airport (MDW)
Sun, 15 Nov +1
C$179
Frontier Airlines
F9 1160
18:04
San Francisco (SFO)
Sun, 15 Nov
39h 18min
2 stops
11:22
Chicago Midway International Airport (MDW)
Tue, 17 Nov +1
C$301
Frontier Airlines
F9 4156
22:23
San Francisco (SFO)
Sun, 15 Nov
29h 17min
1 stop
05:40
Chicago Midway International Airport (MDW)
Tue, 17 Nov +1
C$280
Frontier Airlines
F9 2930
23:52
San Francisco (SFO)
Sun, 15 Nov
9h 33min
1 stop
11:25
Chicago Midway International Airport (MDW)
Mon, 16 Nov +1
C$215
Frontier Airlines
F9 2930 Best price
23:47
San Francisco (SFO)
Mon, 16 Nov
9h 35min
1 stop
11:22
Chicago Midway International Airport (MDW)
Tue, 17 Nov +1
C$147
Southwest Airlines
WN 3846
21:00
San Francisco (SFO)
Sun, 22 Nov
25h 15min
1 stop
00:15
Chicago Midway International Airport (MDW)
Tue, 24 Nov +1
C$306
Southwest Airlines
WN 3849
23:35
San Francisco (SFO)
Sun, 22 Nov
4h 25min
Direct
06:00
Chicago Midway International Airport (MDW)
Mon, 23 Nov +1
C$347
Southwest Airlines
WN 4065
19:45
San Francisco (SFO)
Mon, 23 Nov
6h 40min
1 stop
04:25
Chicago Midway International Airport (MDW)
Tue, 24 Nov +1
C$306
Southwest Airlines
WN 4367
14:15
San Francisco (SFO)
Wed, 25 Nov
7h 10min
1 stop
23:25
Chicago Midway International Airport (MDW)
Wed, 25 Nov
C$270
Frontier Airlines
F9 1448
23:26
San Francisco (SFO)
Wed, 25 Nov
10h 55min
1 stop
12:21
Chicago Midway International Airport (MDW)
Thu, 26 Nov +1
C$355
Frontier Airlines
F9 4156
21:11
San Francisco (SFO)
Sun, 29 Nov
58h 15min
3 stops
09:26
Chicago Midway International Airport (MDW)
Wed, 2 Dec +1
C$394
Frontier Airlines
F9 4156
21:11
San Francisco (SFO)
Mon, 30 Nov
36h 22min
2 stops
11:33
Chicago Midway International Airport (MDW)
Wed, 2 Dec +1
C$215
Frontier Airlines
F9 3436
10:34
San Francisco (SFO)
Tue, 8 Dec
22h 59min
2 stops
11:33
Chicago Midway International Airport (MDW)
Wed, 9 Dec +1
C$165
Frontier Airlines
F9 1448
22:41
San Francisco (SFO)
Sun, 13 Dec
14h 14min
1 stop
14:55
Chicago Midway International Airport (MDW)
Mon, 14 Dec +1
C$250
Southwest Airlines
WN 3857
06:30
San Francisco (SFO)
Mon, 21 Dec
6h 55min
1 stop
15:25
Chicago Midway International Airport (MDW)
Mon, 21 Dec
C$348
Southwest Airlines
WN 3847
16:10
San Francisco (SFO)
Tue, 22 Dec
6h 25min
1 stop
00:35
Chicago Midway International Airport (MDW)
Wed, 23 Dec +1
C$284
Frontier Airlines
F9 1448
23:44
San Francisco (SFO)
Sun, 3 Jan
11h 15min
1 stop
12:59
Chicago Midway International Airport (MDW)
Mon, 4 Jan +1
C$363
Frontier Airlines
F9 3308
12:54
San Francisco (SFO)
Tue, 5 Jan
15h 1min
1 stop
05:55
Chicago Midway International Airport (MDW)
Wed, 6 Jan +1
C$208
Southwest Airlines
WN 3511
23:50
San Francisco (SFO)
Thu, 7 Jan
4h 10min
Direct
06:00
Chicago Midway International Airport (MDW)
Fri, 8 Jan +1
C$262
Southwest Airlines
WN 3511
10:50
San Francisco (SFO)
Sat, 9 Jan
4h 10min
Direct
17:00
Chicago Midway International Airport (MDW)
Sat, 9 Jan
C$203
Southwest Airlines
WN 3511
23:55
San Francisco (SFO)
Tue, 19 Jan
4h 10min
Direct
06:05
Chicago Midway International Airport (MDW)
Wed, 20 Jan +1
C$180
Southwest Airlines
WN 2208
10:50
Oakland (OAK)
Tue, 2 Feb
4h
Direct
16:50
Chicago Midway International Airport (MDW)
Tue, 2 Feb
C$200
Southwest Airlines
WN 3511
23:50
San Francisco (SFO)
Thu, 25 Feb
4h 10min
Direct
06:00
Chicago Midway International Airport (MDW)
Fri, 26 Feb +1
C$263
Southwest Airlines
WN 3511
23:50
San Francisco (SFO)
Fri, 26 Feb
4h 10min
Direct
06:00
Chicago Midway International Airport (MDW)
Sat, 27 Feb +1
C$254
Southwest Airlines
WN 2932
10:50
Oakland (OAK)
Fri, 5 Mar
4h
Direct
16:50
Chicago Midway International Airport (MDW)
Fri, 5 Mar
C$286
Southwest Airlines
WN 3995
06:05
San Francisco (SFO)
Tue, 9 Mar
4h
Direct
12:05
Chicago Midway International Airport (MDW)
Tue, 9 Mar
C$310

Direct flight schedule San Francisco — Chicago Midway International Airport

Direct flights: 6 · First departure: 08:40 · Last departure: 23:50

Departure → arrivalFlightAirport DaysDurationPrice
08:40→14:50 Southwest Airlines WN 2533 San FranciscoSFO MonTueWedThuFriSatSun 4h 10min
10:35→17:00 Southwest Airlines WN 3849 San FranciscoSFO MonTueWedThuFriSatSun 4h 25min
23:40→05:45+1 Southwest Airlines WN 2953 OaklandOAK MonTueWedThuFriSatSun 4h 5min
23:40→05:50+1 Southwest Airlines WN 3782 San FranciscoSFO MonTueWedThuFriSatSun 4h 10min
23:50→06:00+1 Southwest Airlines WN 3511 San FranciscoSFO MonTueWedThuFriSatSun 4h 10min
23:50→06:05+1 Southwest Airlines WN 3755 San FranciscoSFO MonTueWedThuFriSatSun 4h 15min
Local time: departure at the departure airport, arrival at the arrival airport. Days and prices are based on tickets found for the coming months.

Low price calendar

From
To
Lowest price of the month Tue, 27 Oct · One way from C$176

Prices as of 25 October, 11:07 Moscow time

Cheap flights San Francisco to Chicago Midway International Airport

Frontier Airlines
Frontier Airlines
Mon, Tue, Wed, Fri, Sat, Sun
Price from
C$147
Southwest Airlines
Southwest Airlines
Mon, Tue, Wed, Thu, Fri, Sat, Sun
Price from
C$179

Which airlines offer the cheapest flights from San Francisco to Chicago Midway International Airport?

Based on collected data, the cheapest flights are offered by Frontier Airlines with an average ticket price of C$250.

  • Frontier Airlines Average price: C$250 · Flights: 7 · Direct: 0
  • Southwest Airlines Average price: C$272 · Flights: 21 · Direct: 15
  • Aeromexico Average price: C$808 · Flights: 2 · Direct: 0
  • Alaska Airlines Average price: C$920 · Flights: 1 · Direct: 0

Which airlines fly most often from San Francisco to Chicago Midway International Airport?

The most flight options on this route are offered by Southwest Airlines — options found: 21.

  • Southwest Airlines Flights: 21 · Direct: 15
  • Frontier Airlines Flights: 7 · Direct: 0
  • Aeromexico Flights: 2 · Direct: 0
  • Alaska Airlines Flights: 1 · Direct: 0

Round trip San Francisco — Chicago Midway International Airport

TripOutboundReturnOutbound + returnTotal
Weekend tripSat, 14 NovMon, 16 Nov C$158 + C$149
One weekWed, 11 NovTue, 17 Nov C$149 + C$133
Two weeksTue, 17 NovWed, 2 Dec C$147 + C$166

Two one-way tickets combined, price per adult. Tap a price to search these dates.

Prices as of 25 October, 11:07 Moscow time

How many days before departure is it cheapest to buy a San Francisco — Chicago Midway International Airport ticket?

The cheapest departure right now is Tue, 17 Nov — from C$147. Days before departure: 23. 4–7 days before departure tickets cost from C$215, 1–3 days before — from C$176.

Before departureDeparture dateDifference from lowestPrice
1–3 days Tue, 27 Oct 20% more
4–7 days Thu, 29 Oct 46% more
8–14 days Tue, 3 Nov 46% more
15–21 days Tue, 10 Nov 18% more
22–30 days Tue, 17 Nov cheapest

Lowest prices for departures in the next 30 days.

How many flights per day operate from San Francisco to Chicago Midway International Airport?

Most flights operate on Sun (10), the fewest on Thu (5).

  • Mon Flights: 7 · Direct: 2
  • Tue Flights: 9 · Direct: 5
  • Wed Flights: 7 · Direct: 3
  • Thu Flights: 5 · Direct: 4
  • Fri Flights: 7 · Direct: 5
  • Sat Flights: 9 · Direct: 4
  • Sun Flights: 10 · Direct: 3

Popular destinations from San Francisco

All →
SFO
San Francisco — Los Angeles
United States → United States
LAX
from
C$26
SFO
San Francisco — Las Vegas
United States → United States
LAS
from
C$36
SFO
San Francisco — Phoenix
United States → United States
PHX
from
C$41
SFO
San Francisco — Salt Lake City
United States → United States
SLC
from
C$76
SFO
San Francisco — Houston
United States → United States
IAH
from
C$103
SFO
San Francisco — New York
United States → United States
JFK
from
C$115

Popular destinations to Chicago Midway International Airport

All →
ATL
Atlanta — Chicago
United States → United States
MDW
from
C$63
DFW
Dallas — Chicago
United States → United States
MDW
from
C$73
FLL
Fort Lauderdale — Chicago
United States → United States
MDW
from
C$74
LAS
Las Vegas — Chicago
United States → United States
MDW
from
C$103
PHL
Philadelphia — Chicago
United States → United States
MDW
from
C$112
DEN
Denver — Chicago
United States → United States
MDW
from
C$117
BOS
Boston — Chicago
United States → United States
MDW
from
C$128
BNA
Nashville — Chicago
United States → United States
MDW
from
C$134
NYC
New York — Chicago
United States → United States
MDW
from
C$135

Cheap flights San Francisco to Chicago Midway International Airport

Price from
C$147
Average price
C$279
Flight time
4 hours 10 minutes
Distance
2 979 km
Рейсов в неделю
26
Airlines
4
Most frequent flight
WN 3511

Prices as of 25 October, 11:06 Moscow time

Airports on the San Francisco — Chicago Midway International Airport route

From → to Flights Direct Airlines Price from
San FranciscoSFO Chicago Midway International AirportMDW Cheapest
26104
OaklandOAK Chicago Midway International AirportMDW
551

Departure airports · San Francisco

  • San FranciscoSFO
  • OaklandOAK

Arrival airports · Chicago Midway International Airport

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15

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C$18

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C$20

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C$22

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Frequently Asked Questions

Yes. Nonstop flights from San Francisco to Chicago Midway International Airport are operated by: Southwest Airlines. A nonstop flight takes 4 hours 10 minutes on average. Nonstop tickets start at C$179.
The average ticket price San Francisco Chicago Midway International Airport is C$279. The cheapest ticket costs C$147, operated by Frontier Airlines, flight F9 2930, departing San Francisco on 16 November at 23:47, arriving Chicago Midway International Airport on 17 November at 11:22. Prices as of 25 October.
A nonstop flight takes 4 hours 10 minutes on average. The fastest is WN 2208 Southwest Airlines: 4 hours. With a connection: from 6 hours 25 minutes, usually about 11 hours.
Flights from San Francisco to Chicago Midway International Airport depart from these airports: San Francisco (SFO), Oakland (OAK). Most flights depart from San Francisco. Arrival: Chicago Midway International Airport (MDW).
Based on prices for the coming months, the cheapest month to fly is November: tickets from C$147. The most expensive month is October, with tickets from C$176.
Tickets from San Francisco to Chicago Midway International Airport are sold by: Southwest Airlines, Frontier Airlines, Aeromexico, Alaska Airlines. Nonstop: Southwest Airlines.
The distance from San Francisco to Chicago Midway International Airport is 2979 km.
The first nonstop flight departs at 08:40 (WN 2533, Southwest Airlines, San Francisco), the last one at 23:50 (WN 3755, Southwest Airlines, San Francisco). Local time.