Cheap flights from Midway (MDW) to San Diego (SAN) from $91
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 6/13. 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.
MDW — SAN
May 16 — May 231
From?
To?
1 adult, Economy
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The best prices from Chicago Midway to San Diego are usually found in October or April, booked 64 days in advance, depart on a Saturday or Wednesday and return on a Tuesday
Cheap flight deals from Midway to San Diego
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to San Diego (SAN). 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 May 11, 2024.
Popular in | June |
|---|---|
Cheapest in | October |
Round-trip from | $288 |
One-way from | $194 |
What is the cheapest day to fly round-trip from Chicago Midway Airport to San Diego?
Users have found that leaving on a Friday can be a cost-effective option. It’s possible to save up to 72% on your flight compared to booking on days when demand is much higher.
What is the cheapest month to fly from Chicago Midway Airport to San Diego?
Flights from Chicago Midway Airport to San Diego lean towards being more expensive in March. Prices are generally better when you fly from Chicago Midway Airport to San Diego in September, with the cheapest ticket starting at $150.
When is the cheapest time to fly from Chicago Midway Airport to San Diego (MDW - SAN)?
When flying from Chicago Midway Airport to San Diego, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 49% versus a flight in the afternoon.
Cheap Frontier flights from Midway to San Diego
Explore cheap flight options specifically provided by Frontier for the route between Midway and San Diego. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,684,066 searches. Data last updated May 11, 2024.
Take a peek at the cheapest Frontier flights we've detected traveling from Chicago to San Diego. Make sure to double check the flight details before booking.
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 5/10$140
Sat 5/185:05 amMDW - SAN
1 stop27h 59mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$142
Tue 5/217:05 amMDW - SAN
1 stop9h 56mFrontier
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$143
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$144
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$148
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$149
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Wed 5/299:13 amSAN - MDW
1 stop12h 37mFrontier
Deal found 5/10$155
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Wed 5/299:13 amSAN - MDW
1 stop12h 37mFrontier
Deal found 5/10$156
Tue 5/1410:55 pmMDW - SAN
1 stop11h 29mFrontier
Sat 5/188:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$160
Cheap Southwest flights from Midway to San Diego
Explore cheap flight options specifically provided by Southwest for the route between Midway and San Diego. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 2,684,066 searches. Data last updated May 11, 2024.
Some of the lowest-priced Southwest flights we've found at this time heading from Chicago to San Diego. Ensure the flight price, dates, time, and airline match your criteria before you book.
Mon 8/56:00 amMDW - SAN
Nonstop4h 05mSouthwest
Wed 8/75:55 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/10$383
Mon 8/512:35 pmMDW - SAN
2 stops11h 00mSouthwest
Wed 8/75:55 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/10$397
Mon 7/88:50 pmMDW - SAN
Nonstop4h 10mSouthwest
Thu 7/117:00 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/9$452
Mon 7/88:50 pmMDW - SAN
Nonstop4h 10mSouthwest
Thu 7/116:25 pmSAN - MDW
1 stop5h 15mSouthwest
Deal found 5/9$457
Mon 8/510:00 amMDW - SAN
2 stops7h 50mSouthwest
Wed 8/77:40 amSAN - MDW
1 stop5h 40mSouthwest
Deal found 5/10$501
Cheap Midway to San Diego flights in May & June 2024
Find cheap flight options from Midway to San Diego specifically for the months of May and June 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,684,066 searches. Prices were last updated on May 11, 2024.
Check out some of the best flight deals from Chicago to San Diego in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 5/10$140
Sat 5/185:05 amMDW - SAN
1 stop27h 59mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$142
Tue 5/217:05 amMDW - SAN
1 stop9h 56mFrontier
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$143
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$144
Tue 5/289:10 pmMDW - SAN
1 stop24h 11mFrontier
Sat 6/18:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$145
Thu 5/3010:22 pmMDW - SAN
1 stop10h 48mFrontier
Sun 6/28:04 amSAN - MDW
1 stop11h 50mFrontier
Deal found 5/10$146
Thu 5/3010:22 pmMDW - SAN
1 stop10h 48mFrontier
Tue 6/48:21 pmSAN - MDW
1 stop6h 19mFrontier
Deal found 5/10$147
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$148
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$149
Midway to San Diego 2024 flight deals
Discover exclusive flight deals for travel between Midway and San Diego in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 2,684,066 searches. Data last updated May 11, 2024.
Check out some of the best flight deals from Chicago to San Diego in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 5/10$140
Sat 5/185:05 amMDW - SAN
1 stop27h 59mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$142
Tue 5/217:05 amMDW - SAN
1 stop9h 56mFrontier
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$143
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$144
Tue 5/289:10 pmMDW - SAN
1 stop24h 11mFrontier
Sat 6/18:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$145
Thu 5/3010:22 pmMDW - SAN
1 stop10h 48mFrontier
Sun 6/28:04 amSAN - MDW
1 stop11h 50mFrontier
Deal found 5/10$146
Thu 5/3010:22 pmMDW - SAN
1 stop10h 48mFrontier
Tue 6/48:21 pmSAN - MDW
1 stop6h 19mFrontier
Deal found 5/10$147
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$148
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$149
Non-stop flights to San Diego from Midway
Discover non-stop flight options from Midway to San Diego. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 2,684,066 searches. Data last updated May 11, 2024.
Take a look at some of the direct flights traveling from Chicago to San Diego in the near future. If you're looking for other options for flights from Chicago to San Diego, make sure to update the search form at the top of page.
Mon 8/56:00 amMDW - SAN
Nonstop4h 05mSouthwest
Wed 8/75:55 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/10$383
Mon 7/88:50 pmMDW - SAN
Nonstop4h 10mSouthwest
Thu 7/117:00 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/9$452
Midway to San Diego flights leaving soon
Find last-minute flight options from Midway to San Diego 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 2,684,066 searches. Data last updated May 11, 2024.
Users seeking a last-minute flight from Chicago to San Diego should consider booking one of these fares. To prevent any unwanted surprises, users should verify their flight info before booking.
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Tue 5/218:04 amSAN - MDW
1 stop7h 08mFrontier
Deal found 5/10$140
Sat 5/185:05 amMDW - SAN
1 stop27h 59mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$142
Tue 5/217:05 amMDW - SAN
1 stop9h 56mFrontier
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$143
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Tue 5/288:04 amSAN - MDW
1 stop25h 05mFrontier
Deal found 5/10$144
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$148
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Sat 6/110:11 amSAN - MDW
1 stop8h 55mFrontier
Deal found 5/10$149
Mon 5/205:11 amMDW - SAN
1 stop18h 14mFrontier
Wed 5/299:13 amSAN - MDW
1 stop12h 37mFrontier
Deal found 5/10$155
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Wed 5/299:13 amSAN - MDW
1 stop12h 37mFrontier
Deal found 5/10$156
Tue 5/1410:55 pmMDW - SAN
1 stop11h 29mFrontier
Sat 5/188:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/10$160
One-way flights to San Diego from Midway
Search for one-way flight options from Midway to San Diego. 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 2,684,066 searches. Data last updated May 11, 2024.
Users traveling one-way from Chicago to San Diego can select one of these great deals. Users can also find round-trip Chicago to San Diego flights by using the search form above.
Thu 6/1310:41 pmMDW - SAN
1 stop10h 20mFrontier
Deal found 5/9$91
Mon 6/35:01 amMDW - SAN
1 stop28h 13mFrontier
Deal found 5/10$92
Sun 6/97:30 amMDW - SAN
2 stops10h 48mFrontier
Deal found 5/10$93
Fri 6/78:58 pmMDW - SAN
1 stop24h 25mFrontier
Deal found 5/10$94
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Deal found 5/9$95
Mon 6/108:58 pmMDW - SAN
1 stop15h 19mFrontier
Deal found 5/9$96
Fri 6/78:58 pmMDW - SAN
1 stop22h 10mFrontier
Deal found 5/9$98
Sun 6/97:30 amMDW - SAN
2 stops10h 48mFrontier
Deal found 5/9$99
Tue 7/92:15 pmMDW - SAN
1 stop8h 25mFrontier
Deal found 5/9$100
Find flights from Midway to San Diego within your budget
Customize your flight search to find flights from Midway to San Diego 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 2,684,066 searches. Data last updated May 11, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$170 - $492
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 6/13
1 stop10h 20m
San Diego
Mon 6/17
1 stop7h 05m
$170
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 5/20
1 stop9h 57m
San Diego
Fri 5/31
1 stop7h 29m
$172
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 6/3
1 stop10h 46m
San Diego
Fri 6/7
1 stop7h 08m
$173
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 5/20
1 stop24h 11m
San Diego
Thu 5/23
1 stop8h 19m
$174
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 6/12
1 stop27h 06m
San Diego
Sun 6/16
1 stop6h 20m
$175
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 5/22
1 stop28h 03m
San Diego
Thu 5/23
1 stop8h 19m
$176
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 8/5
Nonstop4h 05m
San Diego
Wed 8/7
Nonstop3h 55m
$383
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Fri 5/24
1 stop7h 02m
San Diego
Sat 6/1
1 stop8h 46m
$465
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Fri 5/31
3 stops24h 08m
San Diego
Wed 6/5
3 stops31h 25m
$492
When is the best time to book a flight from Chicago Midway Airport to San Diego?
Use this chart to determine the optimal time to book a round-trip flight from Midway to San Diego. Price data was last updated on May 10, 2024.
To ensure you get the cheapest price possible for a flight from Chicago Midway Airport to San Diego, you should look to book at least 63 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.
When is the cheapest time to fly from Chicago Midway Airport to San Diego?
Use this chart to determine the cheapest time to fly round-trip from Midway to San Diego. Price data was last updated on May 5, 2024.
Morning
Noon
Afternoon
Evening
All times are departure.
Travelers seeking maximum savings on their Chicago Midway Airport to San Diego flight should consider departing on Wednesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Average price of flights to San Diego by month
Plan your trip from Midway to San Diego by taking into account the cheapest months to travel. The average price of a one-way flight from Midway to San Diego is currently $95 while a round-trip flight costs $264. Price data was last updated on May 5, 2024.
Currently, October is the cheapest month in which you can book a flight from Chicago Midway Airport to San Diego (average of $288). Flying from Chicago Midway Airport to San Diego in July is currently the most expensive (average of $358). 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.
January
$291
February
$297
March
$339
April
$298
May
$301
June
$356
July
$358
August
$308
September
$298
October
$288
November
$336
December
$306
Temperature and rainfall in San Diego by month
Plan your trip to San Diego by taking into account the average temperature and rainfall totals by month.
SAN Temperature | 57.2 - 71.6 °F |
|---|
Reviews of airlines servicing San Diego
Get insights into the airlines that provide service to San Diego. 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 San Diego. Reviews last updated May 11, 2024.
See what other customers who have flown with Frontier, Southwest and Delta from Chicago to San Diego have to say. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
6,065 reviews
Comfort
8.1
Overall
8.2
Entertainment
7.8
Crew
8.7
Food
7.3
Boarding
8.3
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
Southwest
6,065 reviews
Southwest
6,065 reviews
Comfort
8.1
Overall
8.2
Entertainment
7.8
Crew
8.7
Food
7.3
Boarding
8.3
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
10,768 reviews
Southwest
6,065 reviews
Comfort
8.1
Overall
8.2
Entertainment
7.8
Crew
8.7
Food
7.3
Boarding
8.3
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
2,940 reviews
Southwest
6,065 reviews
Comfort
8.1
Overall
8.2
Entertainment
7.8
Crew
8.7
Food
7.3
Boarding
8.3
Reviews
1 / 10
My original flight was delayed so they found this flight for me so I could arrive at a reasonable time
4,085 reviews
Southwest
6,065 reviews
Comfort
8.1
Overall
8.2
Entertainment
7.8
Crew
8.7
Food
7.3
Boarding
8.3
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 Midway to San Diego. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Midway to San DiegoSee prices for flight routes from nearby airports that may be better suited for you.
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Midway to San Diego
Discover the top 2 airlines that operate flights from Midway to San Diego. 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 2,684,066 searches. Data last updated May 11, 2024.
Search flights from Midway to San Diego by cabin class
Find flights from Midway to San Diego, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Hourly flight availability from Midway to San Diego
Find hourly flight availability from Midway to San Diego. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated May 11, 2024.
| 14%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 26%of flight departures | Morning6 am to noon |
| 34%of flight departures | AfternoonNoon to 6 pm |
| 26%of flight departures | Evening6 pm to midnight |
Midnight
6 AM
Noon
6 PM
Weekly flight availability from Midway to San Diego
Explore weekly flight availability from Midway to San Diego. 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 May 11, 2024.
| Sunday | 2daily flights |
|---|---|
| Monday | 5daily flights |
| Tuesday | 4daily flights |
| Wednesday | 4daily flights |
| Thursday | 5daily flights |
| Friday | 5daily flights |
| Saturday | 4daily flights |
Book a flight to one of these trending destinations
User searches for flights to these destinations increased 20% or more in the past 90 days compared to other destinations
Fly with Cheapflights
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Yes, we can. To see specific flights from Midway to San Diego with no change fees, users can toggle flexible booking options after using the search form above to find flights.
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