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 6/17. 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 25 — Jun 11
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 Monday
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 20, 2024.
Popular in | June |
|---|---|
Cheapest in | October |
Round-trip from | $288 |
One-way from | $91 |
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 52% 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 2,621,518 searches. Data last updated May 20, 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.
Mon 6/175:55 amMDW - SAN
1 stop17h 20mFrontier
Mon 6/245:56 pmSAN - MDW
1 stop17h 13mFrontier
Deal found 5/18$169
Thu 6/1310:41 pmMDW - SAN
1 stop10h 20mFrontier
Mon 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
Deal found 5/18$170
Sat 8/106:00 amMDW - SAN
1 stop8h 20mFrontier
Sat 8/178:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 5/18$171
Wed 5/225:01 amMDW - SAN
1 stop13h 03mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/18$172
Thu 8/85:01 amMDW - SAN
1 stop18h 15mFrontier
Tue 8/138:36 amSAN - MDW
1 stop10h 26mFrontier
Deal found 5/19$173
Thu 6/610:41 pmMDW - SAN
1 stop10h 20mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$174
Tue 6/42:45 pmMDW - SAN
1 stop8h 40mFrontier
Tue 6/258:01 amSAN - MDW
2 stops12h 26mFrontier
Deal found 5/18$175
Tue 5/289:10 pmMDW - SAN
1 stop17h 32mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$176
Mon 6/105:55 amMDW - SAN
1 stop13h 10mFrontier
Fri 6/1410:14 pmSAN - MDW
1 stop10h 47mFrontier
Deal found 5/19$177
Cheap Delta flights from Midway to San Diego
Explore cheap flight options specifically provided by Delta 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 2,621,518 searches. Data last updated May 20, 2024.
Some of the lowest-priced Delta 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.
Sun 8/47:20 pmMDW - SAN
1 stop6h 24mDelta
Sat 8/108:30 amSAN - MDW
1 stop11h 17mDelta
Deal found 5/18$413
Thu 7/187:20 pmMDW - SAN
1 stop6h 24mDelta
Wed 7/2410:05 pmSAN - MDW
1 stop8h 33mDelta
Deal found 5/18$429
Sun 8/47:20 pmMDW - SAN
1 stop6h 24mDelta
Fri 8/99:59 pmSAN - MDW
1 stop21h 48mDelta
Deal found 5/18$433
Mon 7/157:20 pmMDW - SAN
1 stop6h 24mDelta
Mon 7/226:55 amSAN - MDW
1 stop8h 09mDelta
Deal found 5/18$470
Mon 7/112:08 pmMDW - SAN
2 stops10h 25mDelta
Sun 7/710:05 pmSAN - MDW
1 stop8h 33mDelta
Deal found 5/18$778
Thu 6/272:24 pmMDW - SAN
2 stops9h 54mDelta
Mon 7/110:05 pmSAN - MDW
1 stop8h 44mDelta
Deal found 5/18$933
Thu 6/69:46 amMDW - SAN
2 stops9h 43mDelta
Sat 6/810:05 pmSAN - MDW
1 stop8h 43mDelta
Deal found 5/18$1,118
Fri 5/245:47 pmMDW - SAN
1 stop7h 02mDelta
Sun 5/266:15 amSAN - MDW
2 stops8h 40mDelta
Deal found 5/19$1,177
Wed 6/197:19 pmMDW - SAN
1 stop6h 25mDelta
Mon 6/2410:05 pmSAN - MDW
1 stop8h 43mDelta
Deal found 5/19$1,199
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 2,621,518 searches. Prices were last updated on May 20, 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.
Thu 6/610:41 pmMDW - SAN
1 stop10h 20mFrontier
Sat 8/318:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 5/18$169
Thu 6/1310:41 pmMDW - SAN
1 stop10h 20mFrontier
Mon 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
Deal found 5/18$170
Wed 5/225:01 amMDW - SAN
1 stop13h 03mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/18$172
Thu 6/610:41 pmMDW - SAN
1 stop10h 20mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$174
Tue 6/42:45 pmMDW - SAN
1 stop8h 40mFrontier
Tue 6/258:01 amSAN - MDW
2 stops12h 26mFrontier
Deal found 5/18$175
Tue 5/289:10 pmMDW - SAN
1 stop17h 32mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$176
Mon 6/105:55 amMDW - SAN
1 stop13h 10mFrontier
Fri 6/1410:14 pmSAN - MDW
1 stop10h 47mFrontier
Deal found 5/19$177
Thu 6/610:41 pmMDW - SAN
1 stop10h 20mFrontier
Mon 6/108:25 pmSAN - MDW
1 stop7h 04mFrontier
Deal found 5/18$178
Sun 5/2610:49 pmMDW - SAN
1 stop10h 15mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/19$179
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 2,621,518 searches. Data last updated May 20, 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.
Thu 6/610:41 pmMDW - SAN
1 stop10h 20mFrontier
Sat 8/318:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 5/18$169
Thu 6/1310:41 pmMDW - SAN
1 stop10h 20mFrontier
Mon 6/178:24 pmSAN - MDW
1 stop7h 05mFrontier
Deal found 5/18$170
Sat 8/106:00 amMDW - SAN
1 stop8h 20mFrontier
Sat 8/178:41 pmSAN - MDW
1 stop7h 52mFrontier
Deal found 5/18$171
Wed 5/225:01 amMDW - SAN
1 stop13h 03mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/18$172
Thu 8/225:54 amMDW - SAN
1 stop10h 44mFrontier
Sun 8/256:02 pmSAN - MDW
1 stop10h 31mFrontier
Deal found 5/18$173
Fri 9/136:05 amMDW - SAN
1 stop10h 02mFrontier
Sat 9/218:36 amSAN - MDW
1 stop10h 37mFrontier
Deal found 5/18$174
Tue 6/42:45 pmMDW - SAN
1 stop8h 40mFrontier
Tue 6/258:01 amSAN - MDW
2 stops12h 26mFrontier
Deal found 5/18$175
Tue 5/289:10 pmMDW - SAN
1 stop17h 32mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$176
Mon 6/105:55 amMDW - SAN
1 stop13h 10mFrontier
Fri 6/1410:14 pmSAN - MDW
1 stop10h 47mFrontier
Deal found 5/19$177
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 2,621,518 searches. Data last updated May 20, 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 7/88:50 pmMDW - SAN
Nonstop4h 10mSouthwest
Thu 7/117:00 pmSAN - MDW
Nonstop3h 55mSouthwest
Deal found 5/18$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 2,621,518 searches. Data last updated May 20, 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.
Fri 5/249:10 pmMDW - SAN
1 stop24h 11mFrontier
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/17$172
Tue 5/289:10 pmMDW - SAN
1 stop17h 32mFrontier
Sun 6/910:14 pmSAN - MDW
1 stop10h 17mFrontier
Deal found 5/18$176
Sun 5/2610:49 pmMDW - SAN
1 stop10h 15mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/19$179
Sat 5/2510:01 pmMDW - SAN
1 stop11h 03mFrontier
Sat 7/68:27 pmSAN - MDW
1 stop6h 55mFrontier
Deal found 5/19$188
Tue 5/286:00 amMDW - SAN
1 stop9h 39mFrontier
Thu 5/304:56 pmSAN - MDW
1 stop10h 54mFrontier
Deal found 5/18$229
Mon 5/276:00 amMDW - SAN
1 stop10h 46mFrontier
Wed 5/298:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/19$247
Fri 5/249:10 pmMDW - SAN
1 stop14h 58mFrontier
Sat 6/18:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 5/19$248
Fri 5/249:10 pmMDW - SAN
1 stop24h 11mFrontier
Tue 5/282:39 pmSAN - MDW
1 stop18h 30mFrontier
Deal found 5/19$251
Fri 5/249:10 pmMDW - SAN
1 stop24h 11mFrontier
Wed 5/2910:11 amSAN - MDW
1 stop22h 58mFrontier
Deal found 5/19$259
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 2,621,518 searches. Data last updated May 20, 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.
Mon 6/175:55 amMDW - SAN
1 stop13h 10mFrontier
Deal found 5/19$91
Fri 6/145:55 amMDW - SAN
1 stop9h 02mFrontier
Deal found 5/19$93
Tue 6/186:00 amMDW - SAN
1 stop14h 54mFrontier
Deal found 5/17$94
Sat 6/155:40 amMDW - SAN
1 stop27h 21mFrontier
Deal found 5/19$95
Sun 5/2610:49 pmMDW - SAN
1 stop10h 15mFrontier
Deal found 5/17$96
Mon 6/105:55 amMDW - SAN
1 stop9h 07mFrontier
Deal found 5/18$99
Sat 5/2510:01 pmMDW - SAN
1 stop11h 03mFrontier
Deal found 5/18$100
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 5/17$101
Tue 7/22:06 pmMDW - SAN
1 stop6h 48mFrontier
Deal found 5/19$104
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 2,621,518 searches. Data last updated May 20, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$169 - $452
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 6/17
1 stop17h 20m
San Diego
Mon 6/24
1 stop17h 13m
$169
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
Sat 8/10
1 stop8h 20m
San Diego
Sat 8/17
1 stop7h 52m
$171
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Wed 5/22
1 stop13h 03m
San Diego
Wed 5/29
1 stop7h 29m
$172
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 8/8
1 stop18h 15m
San Diego
Tue 8/13
1 stop10h 26m
$173
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 6/6
1 stop10h 20m
San Diego
Sun 6/9
1 stop10h 17m
$174
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 6/4
1 stop8h 40m
San Diego
Tue 6/25
2 stops12h 26m
$175
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sun 8/4
1 stop6h 24m
San Diego
Sat 8/10
1 stop11h 17m
$413
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 7/8
Nonstop4h 10m
San Diego
Thu 7/11
Nonstop3h 55m
$452
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 19, 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 $97 while a round-trip flight costs $230. Price data was last updated on May 19, 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 $354). 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
$292
February
$297
March
$339
April
$298
May
$296
June
$346
July
$354
August
$308
September
$298
October
$288
November
$337
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 20, 2024.
See what other customers who have flown with Frontier, Delta and Southwest 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
6,017 reviews
Comfort
8.1
Boarding
8.3
Food
7.3
Crew
8.7
Overall
8.2
Entertainment
7.8
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
Southwest
6,017 reviews
Southwest
6,017 reviews
Comfort
8.1
Boarding
8.3
Food
7.3
Crew
8.7
Overall
8.2
Entertainment
7.8
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
10,635 reviews
Southwest
6,017 reviews
Comfort
8.1
Boarding
8.3
Food
7.3
Crew
8.7
Overall
8.2
Entertainment
7.8
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
2,897 reviews
Southwest
6,017 reviews
Comfort
8.1
Boarding
8.3
Food
7.3
Crew
8.7
Overall
8.2
Entertainment
7.8
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
4,055 reviews
Southwest
6,017 reviews
Comfort
8.1
Boarding
8.3
Food
7.3
Crew
8.7
Overall
8.2
Entertainment
7.8
Reviews
1 / 10
Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.
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 2,621,518 searches. Data last updated May 20, 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 20, 2024.
| 9%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 26%of flight departures | Morning6 am to noon |
| 39%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 20, 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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How does Cheapflights help users find flights from Midway to San Diego?
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