Cheap flights San Francisco to Chicago Midway International Airport

From

To

Depart

Return

Passengers

1 passenger, economy

Nonstop flights from San Francisco to Chicago Midway International Airport: Southwest Airlines. Nonstop flights per week: 27. Flight time: 4 hours 10 minutes. Distance: 2979 km. Tickets from S$134 (departure 16 November).

Prices updated on 26 October at 11:04

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

Cheap flights San Francisco to Chicago Midway International Airport

Compare prices, duration and stops

Filters

Stops

Direct only 1 stop 2+ stops

Price

S$134 S$892 S$892

Airlines

Aeromexico Alaska Airlines Frontier Airlines Southwest 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

S$161

WN 3782

09:40

San Francisco (SFO)

Wed, 28 Oct

4h 10min

Direct

15:50

Chicago Midway International Airport (MDW)

Wed, 28 Oct

S$177

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

S$196

WN 4579

15:35

San Francisco (SFO)

Thu, 29 Oct

4h 10min

Direct

21:45

Chicago Midway International Airport (MDW)

Thu, 29 Oct

S$191

WN 3782

23:40

San Francisco (SFO)

Thu, 29 Oct

4h 10min

Direct

05:50

Chicago Midway International Airport (MDW)

Fri, 30 Oct +1

S$254

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

S$225

WN 3782

23:40

San Francisco (SFO)

Fri, 30 Oct

4h 10min

Direct

05:50

Chicago Midway International Airport (MDW)

Sat, 31 Oct +1

S$237

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

S$295

WN 2533

08:40

San Francisco (SFO)

Sun, 1 Nov

5h 10min

Direct

15:50

Chicago Midway International Airport (MDW)

Sun, 1 Nov

S$188

WN 2533

22:55

San Francisco (SFO)

Sat, 31 Oct

4h 10min

Direct

04:05

Chicago Midway International Airport (MDW)

Sun, 1 Nov +1

S$254

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

S$219

WN 3849

10:35

San Francisco (SFO)

Tue, 3 Nov

4h 25min

Direct

17:00

Chicago Midway International Airport (MDW)

Tue, 3 Nov

S$177

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

S$196

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

S$196

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

S$187

F9 2930

10:52

San Francisco (SFO)

Sat, 7 Nov

9h 33min

1 stop

22:25

Chicago Midway International Airport (MDW)

Sat, 7 Nov

S$201

F9 2930

10:52

San Francisco (SFO)

Mon, 9 Nov

9h 33min

1 stop

22:25

Chicago Midway International Airport (MDW)

Mon, 9 Nov

S$220

F9 2930

10:52

San Francisco (SFO)

Tue, 10 Nov

9h 30min

1 stop

22:22

Chicago Midway International Airport (MDW)

Tue, 10 Nov

S$158

WN 3849

10:35

San Francisco (SFO)

Wed, 11 Nov

4h 25min

Direct

17:00

Chicago Midway International Airport (MDW)

Wed, 11 Nov

S$169

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

S$168

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

S$234

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

S$216

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

S$163

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

S$274

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

S$255

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

S$196

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

S$134

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

S$279

WN 3849

23:35

San Francisco (SFO)

Sun, 22 Nov

4h 25min

Direct

06:00

Chicago Midway International Airport (MDW)

Mon, 23 Nov +1

S$316

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

S$279

WN 4367

14:15

San Francisco (SFO)

Wed, 25 Nov

7h 10min

1 stop

23:25

Chicago Midway International Airport (MDW)

Wed, 25 Nov

S$246

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

S$324

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

S$359

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

S$196

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

S$150

WN 3849

23:35

San Francisco (SFO)

Thu, 10 Dec

4h 25min

Direct

06:00

Chicago Midway International Airport (MDW)

Fri, 11 Dec +1

S$191

F9 3436

10:34

San Francisco (SFO)

Sun, 13 Dec

21h 11min

2 stops

09:45

Chicago Midway International Airport (MDW)

Mon, 14 Dec +1

S$209

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

S$228

WN 3857

06:30

San Francisco (SFO)

Mon, 21 Dec

6h 55min

1 stop

15:25

Chicago Midway International Airport (MDW)

Mon, 21 Dec

S$317

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

S$259

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

S$331

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

S$189

WN 3511

23:50

San Francisco (SFO)

Thu, 7 Jan

4h 10min

Direct

06:00

Chicago Midway International Airport (MDW)

Fri, 8 Jan +1

S$238

WN 3511

10:50

San Francisco (SFO)

Sat, 9 Jan

4h 10min

Direct

17:00

Chicago Midway International Airport (MDW)

Sat, 9 Jan

S$185

WN 3511

23:55

San Francisco (SFO)

Tue, 19 Jan

4h 10min

Direct

06:05

Chicago Midway International Airport (MDW)

Wed, 20 Jan +1

S$164

WN 2208

10:50

Oakland (OAK)

Tue, 2 Feb

4h

Direct

16:50

Chicago Midway International Airport (MDW)

Tue, 2 Feb

S$182

WN 3511

23:50

San Francisco (SFO)

Thu, 25 Feb

4h 10min

Direct

06:00

Chicago Midway International Airport (MDW)

Fri, 26 Feb +1

S$240

WN 3511

23:50

San Francisco (SFO)

Fri, 26 Feb

4h 10min

Direct

06:00

Chicago Midway International Airport (MDW)

Sat, 27 Feb +1

S$231

WN 2932

10:50

Oakland (OAK)

Fri, 5 Mar

4h

Direct

16:50

Chicago Midway International Airport (MDW)

Fri, 5 Mar

S$260

WN 3995

06:05

San Francisco (SFO)

Tue, 9 Mar

4h

Direct

12:05

Chicago Midway International Airport (MDW)

Tue, 9 Mar

S$283

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

23:35→06:00⁺¹ 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 S$161

Prices as of 26 October, 11:04 Moscow time

Cheap flights San Francisco to Chicago Midway International Airport

Frontier Airlines

Mon, Tue, Wed, Fri, Sat, Sun

Price from

S$134

Southwest Airlines

Mon, Tue, Wed, Thu, Fri, Sat, Sun

Price from

S$163

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 S$222.

Frontier Airlines Average price: S$222 · Flights: 7 · Direct: 0
Southwest Airlines Average price: S$246 · Flights: 21 · Direct: 15
Aeromexico Average price: S$737 · Flights: 2 · Direct: 0
Alaska Airlines Average price: S$838 · 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

Trip	Outbound	Return	Outbound + return	Total
Weekend trip	Sat, 14 Nov	Mon, 16 Nov	S$144 + S$136
One week	Wed, 11 Nov	Tue, 17 Nov	S$135 + S$121
Two weeks	Wed, 23 Dec	Tue, 5 Jan	S$144 + S$118

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

Prices as of 26 October, 11:04 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 S$134. Days before departure: 21. 4–7 days before departure tickets cost from S$196, 1–3 days before — from S$177.

Before departureDeparture dateDifference from lowestPrice

1–3 days Wed, 28 Oct 32% more

4–7 days Tue, 3 Nov 46% more

8–14 days Tue, 10 Nov 18% more

15–21 days Tue, 17 Nov cheapest

22–30 days Wed, 25 Nov 83% more

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 (6).

Mon Flights: 7 · Direct: 2
Tue Flights: 9 · Direct: 5
Wed Flights: 7 · Direct: 3
Thu Flights: 6 · Direct: 5
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

S$24

SFO

San Francisco — San Diego

United States → United States

SAN

from

S$30

SFO

San Francisco — Las Vegas

United States → United States

LAS

from

S$33

SFO

San Francisco — Phoenix

United States → United States

PHX

from

S$38

SFO

San Francisco — Ontario

United States → United States

ONT

from

S$51

SFO

San Francisco — Portland

United States → United States

PDX

from

S$69

SFO

San Francisco — Salt Lake City

United States → United States

SLC

from

S$69

SFO

San Francisco — Seattle

United States → United States

SEA

from

S$73

Popular destinations to Chicago Midway International Airport

All →

ATL

Atlanta — Chicago

United States → United States

MDW

from

S$57

FLL

Fort Lauderdale — Chicago

United States → United States

MDW

from

S$68

DFW

Dallas — Chicago

United States → United States

MDW

from

S$69

LAS

Las Vegas — Chicago

United States → United States

MDW

from

S$94

PHL

Philadelphia — Chicago

United States → United States

MDW

from

S$102

DEN

Denver — Chicago

United States → United States

MDW

from

S$106

BOS

Boston — Chicago

United States → United States

MDW

from

S$116

BNA

Nashville — Chicago

United States → United States

MDW

from

S$122

NYC

New York — Chicago

United States → United States

MDW

from

S$123

Cheap flights San Francisco to Chicago Midway International Airport

Price from: S$134
Average price: S$240
Flight time: 4 hours 10 minutes
Distance: 2 979 km
Рейсов в неделю: 27
Airlines: 4
Most frequent flight: WN 3511

Prices as of 26 October, 11:04 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	26	10	4
OaklandOAK Chicago Midway International AirportMDW	5	5	1

Departure airports · San Francisco

San FranciscoSFO
OaklandOAK

Arrival airports · Chicago Midway International Airport

Chicago Midway International AirportMDW ≈ 14 km from the centre

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Internet abroad

eSIM · United States

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2 GB

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15

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S$16

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5 GB

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30

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S$18

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3 GB

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30

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S$20

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5 GB

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S$29

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 S$163.

The average ticket price San Francisco Chicago Midway International Airport is S$240. The cheapest ticket costs S$134, 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 26 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 S$134. The most expensive month is December, with tickets from S$150.

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.