Cheap flights from Midway (MDW) to San Diego (SAN) from $65
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 5/20. 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.
The best prices from Chicago Midway to San Diego are usually found in October or January, booked 10 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 April 28, 2024.
Popular in | November |
|---|---|
Cheapest in | October |
Round-trip from | $288 |
One-way from | $65 |
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.
How far in advance should I book a flight from Chicago Midway Airport to San Diego?
To save on the cost of your flight from Chicago Midway Airport to San Diego, book at least 12 days before your planned departure. Booking around this time can save you about 51% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $352 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $725.
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 June. 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 2,944,896 searches. Data last updated April 28, 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.
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 2,944,896 searches. Data last updated April 28, 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.
Cheap Midway to San Diego flights in April & May 2024
Find cheap flight options from Midway to San Diego specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,944,896 searches. Prices were last updated on April 28, 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.
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 2,944,896 searches. Data last updated April 28, 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.
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 2,944,896 searches. Data last updated April 28, 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.
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 2,944,896 searches. Data last updated April 28, 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.
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 2,944,896 searches. Data last updated April 28, 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.
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 2,944,896 searches. Data last updated April 28, 2024.
Fly from
Fly to
Budget
$117 - $442
Route
Depart
Return
Price
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/14
1 stop18h 24m
San Diego
Tue 5/21
1 stop9h 01m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/14
1 stop11h 29m
San Diego
Tue 5/21
1 stop7h 08m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 5/18
1 stop12h 25m
San Diego
Sat 6/1
1 stop9h 50m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 5/18
1 stop12h 25m
San Diego
Sun 5/19
1 stop9h 31m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Tue 5/14
1 stop10h 18m
San Diego
Sat 5/18
1 stop9h 50m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 5/13
1 stop13h 35m
San Diego
Tue 5/21
1 stop9h 01m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Sat 5/18
1 stop12h 25m
San Diego
Sun 5/26
1 stop9h 30m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Thu 10/24
1 stop9h 30m
San Diego
Mon 10/28
1 stop8h 39m
Chicago MidwaySan Diego
MDW - SAN
MDWSAN
Chicago Midway
Mon 7/8
Nonstop4h 10m
San Diego
Thu 7/11
Nonstop3h 55m
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 January 28, 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 10 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 April 21, 2024.
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 $83 while a round-trip flight costs $194. Price data was last updated on April 28, 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 June is currently the most expensive (average of $360). 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
$301
May
$304
June
$360
July
$359
August
$311
September
$298
October
$288
November
$335
December
$305
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 April 28, 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.
Overall
Boarding
Food
Comfort
Entertainment
Crew
Reviews
The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.
Overall
Boarding
Food
Comfort
Entertainment
Crew
Reviews
The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.
Overall
Boarding
Food
Comfort
Entertainment
Crew
Reviews
The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.
Overall
Boarding
Food
Comfort
Entertainment
Crew
Reviews
The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.
Overall
Boarding
Food
Comfort
Entertainment
Crew
Reviews
The flight attendant on the flight was extremely unprofessional and obnoxious. He treated the entire plane as if we were on a seventh grade camping trip. He thought he was funny but was actually rude to us while we were on the ground waiting to continue to our final stop. It was like being stuck with a bad comedian for four solid hours. We flew from Chicago to Long Beach to Reno over 5 hours and they did not have any food other then graham crackers. Because of being delayed no one had time to get food in the airport between flights. Terrible experience and Southwest should look into this crew member.
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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 2,944,896 searches. Data last updated April 28, 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 April 28, 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 |
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 April 28, 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
Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.
How does Cheapflights help users find flights from Midway to San Diego?
Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Midway to San Diego. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.
Why should you use Cheapflights to find cheap flight tickets from Midway to San Diego?
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Midway to San Diego.
Can Cheapflights find flights from Midway to San Diego with no change fees?
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.
Can Cheapflights notify me if prices for flights from Midway to San Diego become cheaper?
Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!