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Cheap flights from San Diego (SAN) to Midway (MDW) from $67

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/3. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
SAN — MDW
Jun 10 — Jun 171
From?
To?
Mon 6/10
Mon 6/17
1 adult, Economy
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Cheap flight deals from San Diego to Midway

Discover tips and strategies to find the most affordable flight options for your journey from San Diego (SAN) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated June 5, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$223

One-way from

$67
High demand for flights, 36% potential price rise
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Best time to find cheap flights, 44% potential price drop
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From San Diego to Chicago Midway
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One-way flight from San Diego to Chicago Midway
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What is the cheapest day to fly round-trip from San Diego to Chicago Midway Airport?

Leaving on a Sunday is a viable option for saving on travel. Heavily demanded days of the week can typically drive up the prices you see. Booking your travel for a less competitive day can save up to 55% on the overall cost on flights from San Diego to Chicago Midway Airport.

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 52 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 $317 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $388.

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

September is one of the best times of the year to fly to Chicago Midway Airport from San Diego. Prices for September average $400 per person but you can even find prices for as low as $133. The most expensive prices can be found in the month of June. Opting for a September flight can save you 15% on your journey compared to booking in June

What is the cheapest time of day to fly from SAN to MDW?

It’s optimal to fly from San Diego to Chicago Midway Airport at noon. By choosing this option you can save up to 18% on the cost of your flight, compared to a flight in the morning.

Cheap San Diego to Midway flights in June & July 2024

Find cheap flight options from San Diego to Midway specifically for the months of June and July 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Prices were last updated on June 5, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back regularly for other flight deals.
Wed 6/128:24 pmSAN - MDW
1 stop7h 05mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$140
Wed 6/123:03 pmSAN - MDW
1 stop18h 05mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$150
Sat 6/88:24 pmSAN - MDW
1 stop6h 57mFrontier
Wed 6/128:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/3$160
Sun 7/287:27 pmSAN - MDW
1 stop7h 18mFrontier
Tue 8/136:00 amMDW - SAN
1 stop26h 24mFrontier
Deal found 6/4$167
Sat 6/88:24 pmSAN - MDW
1 stop6h 57mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$168
Sat 6/83:22 pmSAN - MDW
1 stop17h 50mFrontier
Tue 6/116:00 amMDW - SAN
1 stop27h 01mFrontier
Deal found 6/4$170
Sat 6/83:22 pmSAN - MDW
1 stop17h 50mFrontier
Tue 6/116:00 amMDW - SAN
2 stops15h 24mFrontier
Deal found 6/4$175
Tue 6/118:24 pmSAN - MDW
1 stop6h 09mFrontier
Wed 6/128:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/4$177
Sat 6/83:22 pmSAN - MDW
1 stop17h 50mFrontier
Mon 6/108:58 pmMDW - SAN
1 stop15h 19mFrontier
Deal found 6/5$185

San Diego to Midway 2024 flight deals

Discover exclusive flight deals for travel between San Diego and Midway in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
These are some of the best deals we've found on flights to Chicago in 2024 at this time. Check back regularly for other flight deals.
Wed 9/258:41 pmSAN - MDW
1 stop7h 52mFrontier
Sat 9/286:00 amMDW - SAN
1 stop16h 04mFrontier
Deal found 6/5$133
Sat 8/247:24 amSAN - MDW
1 stop26h 28mFrontier
Sat 9/2110:08 pmMDW - SAN
1 stop11h 30mFrontier
Deal found 6/5$136
Tue 8/208:40 pmSAN - MDW
1 stop7h 53mFrontier
Wed 8/2810:00 pmMDW - SAN
1 stop24h 05mFrontier
Deal found 6/4$137
Tue 8/209:30 pmSAN - MDW
1 stop11h 12mFrontier
Sat 8/246:00 amMDW - SAN
1 stop9h 54mFrontier
Deal found 6/4$138
Thu 9/199:06 pmSAN - MDW
1 stop7h 27mFrontier
Mon 9/234:09 pmMDW - SAN
1 stop29h 12mFrontier
Deal found 6/4$139
Wed 6/128:24 pmSAN - MDW
1 stop7h 05mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$140
Thu 9/269:06 pmSAN - MDW
1 stop7h 27mFrontier
Mon 9/306:00 amMDW - SAN
1 stop26h 24mFrontier
Deal found 6/4$141
Sat 8/249:14 pmSAN - MDW
1 stop11h 28mFrontier
Sat 9/76:00 amMDW - SAN
1 stop9h 54mFrontier
Deal found 6/4$144
Sat 9/148:36 amSAN - MDW
1 stop10h 37mFrontier
Sun 9/2210:00 pmMDW - SAN
1 stop23h 41mFrontier
Deal found 6/4$145

San Diego to Midway flights leaving soon

Find last-minute flight options from San Diego to Midway for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
Have a look at some of the last-minute flights available departing from San Diego to Chicago. Users should be sure to double check the price, date, and time of their last-minute flight.
Wed 6/128:24 pmSAN - MDW
1 stop7h 05mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$140
Wed 6/123:03 pmSAN - MDW
1 stop18h 05mFrontier
Sat 6/158:50 pmMDW - SAN
1 stop12h 55mFrontier
Deal found 6/4$150
Mon 6/108:25 pmSAN - MDW
1 stop7h 04mFrontier
Wed 6/128:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/5$160
Wed 6/128:24 pmSAN - MDW
1 stop7h 05mFrontier
Wed 6/198:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/4$170
Tue 6/118:24 pmSAN - MDW
1 stop6h 09mFrontier
Wed 6/128:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/4$177
Tue 6/118:24 pmSAN - MDW
1 stop6h 09mFrontier
Thu 6/1310:41 pmMDW - SAN
1 stop10h 20mFrontier
Deal found 6/4$196
Tue 6/112:34 pmSAN - MDW
1 stop11h 59mFrontier
Wed 6/128:58 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/5$199
Mon 6/102:48 pmSAN - MDW
1 stop12h 41mFrontier
Sun 6/168:20 pmMDW - SAN
1 stop20h 03mFrontier
Deal found 6/4$206
Mon 6/108:25 pmSAN - MDW
1 stop7h 04mFrontier
Sun 6/168:20 pmMDW - SAN
1 stop15h 18mFrontier
Deal found 6/5$214

One-way flights to Midway from San Diego

Search for one-way flight options from San Diego to Midway. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
If you're seeking multiple options on one-way flights from San Diego to Chicago, be sure to check out these deals, which are updated often. Users in need of a round-trip flight from San Diego to Chicago instead should update the search form at the top of page.
Tue 9/38:40 pmSAN - MDW
1 stop7h 53mFrontier
Deal found 6/5$67
Wed 10/28:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 6/4$70
Tue 6/118:24 pmSAN - MDW
1 stop6h 09mFrontier
Deal found 6/3$75
Thu 9/59:06 pmSAN - MDW
1 stop7h 27mFrontier
Deal found 6/4$78
Wed 8/148:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 6/3$82
Mon 6/108:25 pmSAN - MDW
1 stop7h 04mFrontier
Deal found 6/5$90
Mon 6/108:25 pmSAN - MDW
1 stop7h 04mFrontier
Deal found 6/5$92
Thu 7/48:24 pmSAN - MDW
1 stop6h 50mFrontier
Deal found 6/5$97
Sat 6/228:24 pmSAN - MDW
1 stop6h 57mFrontier
Deal found 6/5$98

Find flights from San Diego to Midway within your budget

Customize your flight search to find flights from San Diego to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$133 - $145

Route

Depart

Return

Price

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Wed 9/25

1 stop7h 52m

Chicago Midway

Sat 9/28

1 stop16h 04m

$133

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Sat 8/24

1 stop26h 28m

Chicago Midway

Sat 9/21

1 stop11h 30m

$136

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Tue 8/20

1 stop7h 53m

Chicago Midway

Wed 8/28

1 stop24h 05m

$137

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Tue 8/20

1 stop11h 12m

Chicago Midway

Sat 8/24

1 stop9h 54m

$138

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Thu 9/19

1 stop7h 27m

Chicago Midway

Mon 9/23

1 stop29h 12m

$139

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Sat 8/24

1 stop11h 28m

Chicago Midway

Sat 9/7

1 stop11h 30m

$140

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Thu 9/26

1 stop7h 27m

Chicago Midway

Mon 9/30

1 stop26h 24m

$141

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Sat 8/24

1 stop11h 28m

Chicago Midway

Sat 9/7

1 stop9h 54m

$144

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

Sat 9/14

1 stop10h 37m

Chicago Midway

Sun 9/22

1 stop23h 41m

$145

Flights are sorted by cheapest first

Deals found on 6/5

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

Use this chart to determine the cheapest time to fly round-trip from San Diego to Midway. Price data was last updated on June 2, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their San Diego to Chicago Midway Airport flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Saturday evenings flights should be avoided if possible as fares are typically the most expensive at this time.
Search Deals

Best time to book a flight from San Diego to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from San Diego with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Temperature and rainfall in Midway by month

Plan your trip to Midway by taking into account the average temperature and rainfall totals by month.

CHI

Temperature

23 - 73.4 °F

If weather is an important factor for your trip to Chicago Midway Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated June 5, 2024.
Read through reviews of airlines operating flights from San Diego to Chicago, such as Frontier and Delta. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Southwest
8.2
Very good
5,922 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Delta
8.0
Very good
10,368 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

WestJet
7.5
Good
2,856 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Frontier
6.2
Okay
3,985 reviews
Southwest
8.2
Very good
5,922 reviews

Entertainment

7.8

Boarding

8.3

Crew

8.7

Food

7.3

Overall

8.2

Comfort

8.1

Reviews

1 / 10

My original flight was delayed so they found this flight for me so I could arrive at a reasonable time

Related info for your journey

Find useful and relevant information for your journey from San Diego to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • 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 2 different airlines.

  • 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 $133, but on average you can expect to pay $149.

  • 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 $133. You may be able to fly from San Diego to Chicago Midway Airport for 50% less than the average price by searching for this airline.

  • What does SAN to MDW mean?

    SAN stands for San Diego Airport, while MDW stands for Chicago Midway Airport. These codes are often called IATA codes, a set of identifiers established by IATA (International Air Transport Association) that is widely used by airlines and the aviation industry.

  • Can I find deals for flights from San Diego to Midway that include extra baggage allowance?

    The amount of baggage you can bring on your San Diego to Midway flight depends on the airline and the type of fare you've chosen. After entering your flight details, you'll be able to view the specific baggage policies for each deal in the search results. Keep in mind that certain deals may offer additional baggage allowance.

  • Can I find deals on flights from San Diego to Midway with specific airlines?

    Yes, Cheapflights allows you to browse and filter San Diego to Midway flight deals by airline. After entering your origin and destination, use the available filters to view flights offered by airlines.

  • Can I find deals for flights from San Diego to Midway that include hotel bookings?

    Yes. In addition to deals on San Diego to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from San Diego to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from San Diego to Midway.

  • Can I find deals for business class flights from San Diego to Midway?

    Yes. Cheapflights offers flight deals from San Diego to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • Can I find deals for flights from San Diego to Midway that allow pets onboard?

    Many airlines flying from San Diego to Midway offer the option to travel with pets. After selecting a flight deal, you can find more information about the airline's pet policy on their official website or by contacting the airline directly. Please note that additional fees and restrictions may apply.

  • Can I find deals on last-minute flights from San Diego to Midway?

    Yes, you can often find last-minute deals on San Diego to Midway flights on Cheapflights. However, these deals can vary and may not always be available. We recommend checking back frequently or signing up for price alerts for the most up-to-date deals.

  • How recently were the San Diego to Chicago Midway Airport flight deals updated?

    The San Diego to Chicago Midway Airport flight deals you see on this page were last updated on 6/5.

  • What is the cheapest month to book a flight from San Diego to Chicago Midway Airport?

    Currently, December is the cheapest month in which you can book a flight from San Diego to Chicago Midway Airport (average of $141). Flying from San Diego to Chicago Midway Airport in July is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for San Diego to Midway
See prices for flight routes from nearby airports that may be better suited for you.

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Top 2 airlines flying from San Diego to Midway

Discover the top 2 airlines that operate flights from San Diego to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 3,050,429 searches. Data last updated June 5, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$219FlexibilityNo cancel feeOn-time62%
DeltaCheapest$267Average$459FlexibilityNo cancel feeOn-timeN/A
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Atlanta to Orlando flights
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San Diego to Las Vegas flights
New York to Atlanta flights
Newark Airport to West Palm Beach flights
Denver to Los Angeles flights
Orlando to Las Vegas flights
Los Angeles to Hawaii flights
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Search flights from San Diego to Midway by cabin class

Find flights from San Diego to Midway, based on your preferred cabin class, be it economy, premium economy, business, or first class.
First Class
Business Class
Prem Econ Class
Economy Class

Hourly flight availability from San Diego to Midway

Find hourly flight availability from San Diego to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 5, 2024.
1%of flight departuresEarly morningMidnight to 6 am
52%of flight departuresMorning6 am to noon
47%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

Explore weekly flight availability from San Diego to Midway. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated June 5, 2024.
Sunday5daily flights
Monday3daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday3daily flights
Friday3daily flights
Saturday4daily flights

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How does Cheapflights help users find flights from San Diego to Midway?

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Why should you use Cheapflights to find cheap flight tickets from San Diego to Midway?

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Can Cheapflights find flights from San Diego to Midway with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from San Diego to Midway, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from San Diego to Midway become cheaper?

Of course! You can now track prices for flights from San Diego to Midway and get an alert from Cheapflights when they change. Have a valid email address ready and click the bell icon next to the flight deals above to set up your price alerts.

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