Cheap flights from San Diego (SAN) to Midway (MDW)

SAN — MDW
Nov 28 — Dec 51

How to find the cheapest flight from San Diego (SAN) to Midway (MDW)

All the information you need to plan the best SAN to MDW flight in 2022: compare San Diego to Midway flight prices with the expected peak season, weather and rainfall in Midway.

SAN - MDW

Price

$244 - $627

MDW

Temperature

23 - 73.4 °F

MDW

Rainfall

1.7 - 4.9 inches

Popular inMarchHigh demand for flights, 37% potential price rise
Cheapest inNovemberBest time to find cheap flights, 38% potential price drop
Round-trip from$244From San Diego to Chicago Midway
One-way from$56One-way flight from San Diego to Chicago Midway

How far in advance should I book a flight from San Diego to Chicago Midway Airport?

To save on the cost of your flight from San Diego to Chicago Midway Airport, book at least 30 days before your planned departure. Booking around this time can save you about 27% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $460 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $555.

What is the cheapest month to fly from San Diego to Chicago Midway Airport?

January is one of the best times of the year to fly to Chicago Midway Airport from San Diego. Prices for January average $410 per person but you can even find prices for as low as $145. The most expensive prices can be found in the month of June. Opting for a January flight can save you 41% on your journey compared to booking in June

When is the cheapest time to fly from San Diego to Chicago Midway Airport (SAN - MDW)?

When flying from San Diego to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from San Diego to Midway in November, December 2022

The best prices found for SAN to MDW flights for November, December
Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$114

Frontier

Pick Dates

Deal found 11/22

Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$125

Frontier

Pick Dates

Deal found 11/20

Dec 9 - Dec 12
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 44m
$126

Frontier

Pick Dates

Deal found 11/22

San Diego to Midway 2022 flight deals

Cheap flights to Midway from San Diego found for this year
Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$114

Frontier

Pick Dates

Deal found 11/22

Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$125

Frontier

Pick Dates

Deal found 11/20

Dec 9 - Dec 12
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 44m
$126

Frontier

Pick Dates

Deal found 11/22

Cheap Frontier flights from San Diego to Midway

Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$114

Frontier

Pick Dates

Deal found 11/22

Dec 9 - Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

24h 46m
$125

Frontier

Pick Dates

Deal found 11/20

Dec 9 - Dec 12
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 44m
$126

Frontier

Pick Dates

Deal found 11/22

Cheap Southwest flights from San Diego to Midway

Nov 28 - Dec 1
SAN

San Diego

MDW

Chicago Midway

Nonstop

3h 55m
MDW

Chicago Midway

SAN

San Diego

Nonstop

4h 30m
$612

Southwest

Pick Dates

Deal found 11/20

Nov 28 - Dec 1
SAN

San Diego

MDW

Chicago Midway

1 stop

5h 50m
MDW

Chicago Midway

SAN

San Diego

Nonstop

4h 30m
$621

Southwest

Pick Dates

Deal found 11/20

Nov 28 - Dec 1
SAN

San Diego

MDW

Chicago Midway

Nonstop

3h 55m
MDW

Chicago Midway

SAN

San Diego

Nonstop

4h 30m
$629

Southwest

Pick Dates

Deal found 11/22

Last minute flights from San Diego to Midway

Late deals on return flights to Midway from San Diego, departing today and this week
Nov 29 - Dec 3
SAN

San Diego

MDW

Chicago Midway

1 stop

13h 00m
MDW

Chicago Midway

SAN

San Diego

1 stop

11h 34m
$163

Frontier

Pick Dates

Deal found 11/22

Dec 1 - Dec 5
SAN

San Diego

MDW

Chicago Midway

1 stop

12h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 44m
$164

Frontier

Pick Dates

Deal found 11/22

Dec 1 - Dec 5
SAN

San Diego

MDW

Chicago Midway

1 stop

12h 13m
MDW

Chicago Midway

SAN

San Diego

1 stop

16h 44m
$168

Frontier

Pick Dates

Deal found 11/21

One-way flights to Midway from San Diego

The cheapest one-way flights from San Diego to Midway
Dec 9
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 13m
$56

Frontier

Pick Dates

Deal found 11/23

Dec 1
SAN

San Diego

MDW

Chicago Midway

1 stop

12h 13m
$65

Frontier

Pick Dates

Deal found 11/21

Dec 13
SAN

San Diego

MDW

Chicago Midway

1 stop

11h 33m
$67

Frontier

Pick Dates

Deal found 11/21

Related info for your journey

Useful info, stats and facts about San Diego to Midway flights.

What airport do you fly from for flights from San Diego to Chicago Midway?

Located just 2.6 mi from the city center, San Diego is the airport most travelers will use when flying to Chicago Midway from San Diego. Booking flights from San Diego (SAN) to Chicago Midway should be relatively easy as there are 3 daily outbound flights to Chicago Midway from 8 different airlines.

Which airlines flying from San Diego to Chicago Midway have flexible cancellations due to COVID-19?

Frontier, Delta, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from San Diego to Chicago Midway Airport for under $200 on Cheapflights?

Yes, there are multiple flights from San Diego to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Frontier for just $114, but on average you can expect to pay $151.

Are there last-minute flights available from San Diego to Chicago Midway Airport for under $200?

There are currently 20+ open flights from San Diego to Chicago Midway Airport within the next 7 days for less than $200.

What is the cheapest airline to fly from San Diego to Chicago Midway Airport round-trip?

Flying on Frontier is currently your cheapest option to Chicago Midway Airport, with prices starting at $114. You may be able to fly from San Diego to Chicago Midway Airport for 71% less than the average price by searching for this airline.

What are the most popular airlines that fly from San Diego to Chicago Midway Airport?

Before booking your flight from San Diego to Chicago Midway Airport check out the most popular airlines for this route: American Airlines, Alaska Airlines or Delta.

What are the cheapest flights from San Diego to Chicago Midway Airport?

On average you can expect to pay $493 for a flight from San Diego to Chicago Midway Airport. The cheapest flight overall is $119 while the most popular route, (San Diego - Chicago Midway) is currently priced at $123.

Alternative routes for San Diego to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 4 airlines flying from San Diego to Midway

The chart below displays the airlines Cheapflights users traveling from San Diego to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
FrontierCheapest$166Average$342FlexibilityNo cancel feeOn-time62%COVID-19 safety
Search Frontier flights
DeltaCheapest$287Average$703FlexibilityNo cancel feeOn-timeN/ACOVID-19 safety
Search Delta flights
United AirlinesCheapest$324Average$516FlexibilityNo cancel feeOn-time69%COVID-19 safety
Search United Airlines flights
Alaska AirlinesCheapest$351Average$612FlexibilityNo cancel feeOn-time75%COVID-19 safety
Search Alaska Airlines flights

Hourly flight availability from San Diego to Midway

See what time of day planes typically take off from San Diego to Midway
17%of flight departuresEarly morningMidnight to 6 am
61%of flight departuresMorning6 am to noon
22%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from San Diego to Midway

See how many times per day planes take to the skies headed from San Diego to Midway
Sunday6daily flights
Monday6daily flights
Tuesday6daily flights
Wednesday6daily flights
Thursday0daily flights
Friday0daily flights
Saturday0daily flights