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Cheap flights from San Diego (SAN) to Midway (MDW) from $68

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 6/24. 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. 14 — jun. 211
From?
To?
vie. 6/14
vie. 6/21
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 junio 9, 2024.

Popular in

June

Cheapest in

February

Round-trip from

$222

One-way from

$68
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 3,020,828 searches. Prices were last updated on junio 9, 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.
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
mar. 6/258:02 pmMDW - SAN
1 stop23h 06mFrontier
Deal found 6/8$135
lun. 6/248:24 pmSAN - MDW
1 stop7h 05mFrontier
mié. 6/265:55 amMDW - SAN
1 stop27h 06mFrontier
Deal found 6/9$146
lun. 6/248:24 pmSAN - MDW
1 stop7h 05mFrontier
mié. 6/265:55 amMDW - SAN
1 stop14h 13mFrontier
Deal found 6/8$148
lun. 6/248:24 pmSAN - MDW
1 stop7h 05mFrontier
vie. 6/288:58 pmMDW - SAN
1 stop24h 25mFrontier
Deal found 6/7$167
mar. 6/257:56 pmSAN - MDW
1 stop14h 04mFrontier
dom. 6/308:20 pmMDW - SAN
1 stop20h 03mFrontier
Deal found 6/8$168
sáb. 6/228:24 pmSAN - MDW
1 stop6h 57mFrontier
mar. 6/258:02 pmMDW - SAN
1 stop23h 06mFrontier
Deal found 6/8$172
mar. 7/168:00 amSAN - MDW
1 stop10h 50mFrontier
mar. 7/309:45 pmMDW - SAN
1 stop12h 22mFrontier
Deal found 6/8$174
lun. 7/88:24 pmSAN - MDW
1 stop7h 09mFrontier
lun. 7/156:15 amMDW - SAN
1 stop26h 45mFrontier
Deal found 6/8$176
mié. 7/178:25 pmSAN - MDW
1 stop7h 08mFrontier
lun. 7/228:59 pmMDW - SAN
1 stop22h 21mFrontier
Deal found 6/8$177

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 3,020,828 searches. Data last updated junio 9, 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.
lun. 9/98:41 pmSAN - MDW
1 stop7h 52mFrontier
sáb. 9/146:00 amMDW - SAN
1 stop16h 04mFrontier
Deal found 6/7$132
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
mar. 6/258:02 pmMDW - SAN
1 stop23h 06mFrontier
Deal found 6/8$135
mar. 8/208:40 pmSAN - MDW
1 stop7h 53mFrontier
sáb. 8/246:00 amMDW - SAN
1 stop9h 54mFrontier
Deal found 6/8$136
mar. 9/108:40 pmSAN - MDW
1 stop7h 53mFrontier
mar. 9/1710:00 pmMDW - SAN
1 stop21h 31mFrontier
Deal found 6/7$137
mié. 9/117:24 amSAN - MDW
1 stop26h 28mFrontier
lun. 9/166:00 amMDW - SAN
1 stop26h 24mFrontier
Deal found 6/8$138
mar. 8/208:36 amSAN - MDW
1 stop10h 26mFrontier
sáb. 8/2410:08 pmMDW - SAN
1 stop11h 30mFrontier
Deal found 6/8$139
lun. 8/1210:14 pmSAN - MDW
1 stop6h 19mFrontier
mié. 8/148:54 pmMDW - SAN
1 stop12h 44mFrontier
Deal found 6/7$140
mar. 9/108:40 pmSAN - MDW
1 stop7h 53mFrontier
dom. 9/156:00 amMDW - SAN
1 stop26h 24mFrontier
Deal found 6/7$145
lun. 6/248:24 pmSAN - MDW
1 stop7h 05mFrontier
mié. 6/265:55 amMDW - SAN
1 stop27h 06mFrontier
Deal found 6/9$146

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 3,020,828 searches. Data last updated junio 9, 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.
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
mar. 6/258:02 pmMDW - SAN
1 stop23h 06mFrontier
Deal found 6/8$135
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
dom. 6/235:05 amMDW - SAN
1 stop27h 56mFrontier
Deal found 6/9$181
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
mié. 6/265:55 amMDW - SAN
1 stop27h 06mFrontier
Deal found 6/9$187
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
mar. 6/182:06 pmMDW - SAN
1 stop6h 48mFrontier
Deal found 6/8$191
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
vie. 6/218:58 pmMDW - SAN
1 stop24h 25mFrontier
Deal found 6/7$193
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
sáb. 6/225:40 amMDW - SAN
1 stop8h 37mFrontier
Deal found 6/9$204
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
mar. 8/136:00 amMDW - SAN
1 stop9h 29mFrontier
Deal found 6/8$215
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
dom. 6/235:05 amMDW - SAN
1 stop27h 56mFrontier
Deal found 6/8$221
mié. 6/198:24 pmSAN - MDW
1 stop7h 05mFrontier
sáb. 6/225:40 amMDW - SAN
1 stop8h 37mFrontier
Deal found 6/8$223

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 3,020,828 searches. Data last updated junio 9, 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.
lun. 6/248:24 pmSAN - MDW
1 stop7h 05mFrontier
Deal found 6/8$68
lun. 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
Deal found 6/8$69
mar. 9/108:40 pmSAN - MDW
1 stop7h 53mFrontier
Deal found 6/9$70
sáb. 8/248:36 amSAN - MDW
1 stop10h 37mFrontier
Deal found 6/8$72
mié. 9/119:05 amSAN - MDW
1 stop11h 36mFrontier
Deal found 6/8$75
lun. 8/1210:14 pmSAN - MDW
1 stop6h 19mFrontier
Deal found 6/9$78
sáb. 9/78:36 amSAN - MDW
1 stop10h 37mFrontier
Deal found 6/8$84
mié. 7/178:25 pmSAN - MDW
1 stop7h 08mFrontier
Deal found 6/7$86
jue. 7/186:10 pmSAN - MDW
1 stop8h 35mFrontier
Deal found 6/8$87

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 3,020,828 searches. Data last updated junio 9, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$132 - $144

Route

Depart

Return

Price

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

lun. 9/9

1 stop7h 52m

Chicago Midway

sáb. 9/14

1 stop16h 04m

$132

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

sáb. 8/24

1 stop18h 58m

Chicago Midway

sáb. 9/21

1 stop11h 30m

$135

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

mar. 8/20

1 stop7h 53m

Chicago Midway

sáb. 8/24

1 stop9h 54m

$136

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

mar. 9/10

1 stop7h 53m

Chicago Midway

mar. 9/17

1 stop21h 31m

$137

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

mié. 9/11

1 stop26h 28m

Chicago Midway

lun. 9/16

1 stop26h 24m

$138

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

mar. 8/20

1 stop10h 26m

Chicago Midway

sáb. 8/24

1 stop11h 30m

$139

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

lun. 8/12

1 stop6h 19m

Chicago Midway

mié. 8/14

1 stop12h 44m

$140

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

vie. 9/13

1 stop7h 52m

Chicago Midway

dom. 9/15

1 stop26h 24m

$142

San DiegoChicago Midway

SAN - MDW

SANMDW

San Diego

vie. 8/23

1 stop7h 52m

Chicago Midway

lun. 8/26

1 stop29h 12m

$144

Flights are sorted by cheapest first

Deals found on 6/7

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 junio 9, 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.
Delta
8.0
Very good
10,310 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Crew

8.6

Food

7.4

Comfort

7.9

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Delta
8.0
Very good
10,310 reviews
Delta
8.0
Very good
10,310 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Crew

8.6

Food

7.4

Comfort

7.9

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

WestJet
7.5
Good
2,850 reviews
Delta
8.0
Very good
10,310 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Crew

8.6

Food

7.4

Comfort

7.9

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Allegiant Air
7.5
Good
992 reviews
Delta
8.0
Very good
10,310 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Crew

8.6

Food

7.4

Comfort

7.9

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Frontier
6.2
Okay
3,975 reviews
Delta
8.0
Very good
10,310 reviews

Overall

8.0

Boarding

8.2

Entertainment

8.0

Crew

8.6

Food

7.4

Comfort

7.9

Reviews

1 / 10

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

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 $132, 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 $132. 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 6/9.

  • 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 3,020,828 searches. Data last updated junio 9, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$219FlexibilityNo cancel feeOn-time62%
DeltaCheapest$267Average$459FlexibilityNo cancel feeOn-timeN/A
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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 junio 9, 2024.
1%of flight departuresEarly morningMidnight to 6 am
36%of flight departuresMorning6 am to noon
45%of flight departuresAfternoonNoon to 6 pm
18%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 junio 9, 2024.
Sunday5daily flights
Monday3daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday3daily flights
Friday3daily flights
Saturday4daily flights

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