Cheap flights from San Diego (SAN) to Midway (MDW) from $70
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 5/8. 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
May 2 — May 91
From?
To?
1 adult, Economy
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The best prices from San Diego to Chicago Midway are usually found in November or April, booked 55 days in advance, depart on a Tuesday or Monday and return on a Saturday
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 April 27, 2024.
Popular in | June |
|---|---|
Cheapest in | November |
Round-trip from | $222 |
One-way from | $70 |
What is the cheapest day to fly round-trip from San Diego to Chicago Midway Airport?
Leaving on a Monday 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 62% 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 8 days before your planned departure. Booking around this time can save you about 76% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $318 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $745.
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 $408 per person but you can even find prices for as low as $128. The most expensive prices can be found in the month of June. Opting for a September flight can save you 14% on your journey compared to booking in June
When is the cheapest time to fly from San Diego to Chicago Midway Airport (SAN - MDW)?
It’s optimal to fly from San Diego to Chicago Midway Airport at noon. By choosing this option you can save up to 25% on the cost of your flight, compared to a flight in the evening.
Cheap Frontier flights from San Diego to Midway
Explore cheap flight options specifically provided by Frontier for the route between San Diego and Midway. 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 2,991,349 searches. Data last updated April 27, 2024.
Check out some of the cheapest Frontier flights we've come across from San Diego to Chicago. Be sure to come back soon if the deals available don't appeal to you at this time.
Tue 5/147:09 pmSAN - MDW
1 stop12h 13mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$103
Tue 5/1410:05 pmSAN - MDW
1 stop11h 31mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/26$104
Wed 5/159:32 pmSAN - MDW
1 stop6h 18mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$114
Wed 5/158:34 amSAN - MDW
1 stop19h 16mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$116
Fri 5/109:32 pmSAN - MDW
1 stop12h 04mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$124
Thu 5/1611:08 amSAN - MDW
1 stop8h 19mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/27$125
Sat 5/116:15 pmSAN - MDW
1 stop12h 16mFrontier
Wed 5/155:30 amMDW - SAN
1 stop16h 45mFrontier
Deal found 4/26$127
Tue 5/218:54 amSAN - MDW
1 stop9h 01mFrontier
Wed 6/125:55 amMDW - SAN
1 stop10h 08mFrontier
Deal found 4/26$128
Wed 5/159:32 pmSAN - MDW
1 stop6h 18mFrontier
Tue 5/219:10 pmMDW - SAN
1 stop17h 32mFrontier
Deal found 4/26$129
Cheap Delta flights from San Diego to Midway
Explore cheap flight options specifically provided by Delta for the route between San Diego and Midway. 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 2,991,349 searches. Data last updated April 27, 2024.
Have a look at some of the cheapest available Delta flights departing from San Diego and landing in Chicago. Make sure to examine the flight information before completing your reservation.
Mon 5/610:30 pmSAN - MDW
1 stop7h 25mDelta
Mon 5/137:10 pmMDW - SAN
1 stop6h 34mDelta
Deal found 4/26$596
Tue 5/77:00 amSAN - MDW
1 stop8h 06mDelta
Wed 5/82:15 pmMDW - SAN
2 stops21h 37mDelta
Deal found 4/26$868
Mon 5/611:00 amSAN - MDW
2 stops8h 31mDelta
Wed 5/86:00 amMDW - SAN
1 stop7h 25mDelta
Deal found 4/27$1,172
Thu 5/29:50 pmSAN - MDW
1 stop9h 20mDelta
Sat 5/46:30 amMDW - SAN
2 stops11h 40mDelta
Deal found 4/27$1,187
Tue 5/76:15 amSAN - MDW
2 stops9h 52mDelta
Wed 5/89:46 amMDW - SAN
2 stops15h 10mDelta
Deal found 4/26$1,214
Fri 5/311:00 amSAN - MDW
2 stops9h 50mDelta
Sun 5/55:05 pmMDW - SAN
1 stop8h 34mDelta
Deal found 4/26$1,366
Sat 5/411:55 amSAN - MDW
1 stop7h 36mDelta
Tue 5/79:46 amMDW - SAN
2 stops10h 27mDelta
Deal found 4/26$1,447
Fri 5/311:55 amSAN - MDW
1 stop7h 36mDelta
Tue 5/79:46 amMDW - SAN
2 stops10h 27mDelta
Deal found 4/26$1,467
Thu 5/29:50 pmSAN - MDW
2 stops8h 59mDelta
Sun 5/55:05 pmMDW - SAN
1 stop8h 34mDelta
Deal found 4/25$1,551
Cheap San Diego to Midway flights in April & May 2024
Find cheap flight options from San Diego to Midway specifically for the months of April and May 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 2,991,349 searches. Prices were last updated on April 27, 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.
Sat 5/189:48 amSAN - MDW
1 stop9h 50mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/27$89
Tue 5/147:09 pmSAN - MDW
1 stop12h 13mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$103
Tue 5/1410:05 pmSAN - MDW
1 stop11h 31mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/26$104
Wed 5/159:32 pmSAN - MDW
1 stop6h 18mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$114
Wed 5/158:34 amSAN - MDW
1 stop19h 16mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$116
Wed 5/158:34 amSAN - MDW
1 stop19h 16mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/27$119
Tue 5/147:09 pmSAN - MDW
1 stop12h 13mFrontier
Tue 5/212:45 pmMDW - SAN
1 stop8h 40mFrontier
Deal found 4/27$120
Fri 5/109:32 pmSAN - MDW
1 stop12h 04mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$124
Thu 5/1611:08 amSAN - MDW
1 stop8h 19mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/27$125
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 2,991,349 searches. Data last updated April 27, 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.
Sat 5/189:48 amSAN - MDW
1 stop9h 50mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/27$89
Tue 5/147:09 pmSAN - MDW
1 stop12h 13mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$103
Tue 5/1410:05 pmSAN - MDW
1 stop11h 31mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/26$104
Wed 5/159:32 pmSAN - MDW
1 stop6h 18mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$114
Wed 5/158:34 amSAN - MDW
1 stop19h 16mFrontier
Wed 5/225:01 amMDW - SAN
1 stop28h 03mFrontier
Deal found 4/26$116
Wed 5/158:34 amSAN - MDW
1 stop19h 16mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/27$119
Tue 5/147:09 pmSAN - MDW
1 stop12h 13mFrontier
Tue 5/212:45 pmMDW - SAN
1 stop8h 40mFrontier
Deal found 4/27$120
Fri 5/109:32 pmSAN - MDW
1 stop12h 04mFrontier
Sat 5/1810:33 pmMDW - SAN
1 stop12h 25mFrontier
Deal found 4/26$124
Thu 5/1611:08 amSAN - MDW
1 stop8h 19mFrontier
Tue 5/216:00 amMDW - SAN
1 stop9h 39mFrontier
Deal found 4/27$125
Non-stop flights to Midway from San Diego
Discover non-stop flight options from San Diego to Midway. 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 2,991,349 searches. Data last updated April 27, 2024.
For a shorter flight, select one of these non-stop flights from San Diego to Chicago. Users can also choose from other San Diego to Chicago flights by using the search form above.
Mon 5/206:30 pmSAN - MDW
Nonstop3h 50mSouthwest
Wed 5/228:05 pmMDW - SAN
Nonstop4h 15mSouthwest
Deal found 4/27$391
Tue 10/155:50 pmSAN - MDW
Nonstop4h 00mSouthwest
Tue 10/222:55 pmMDW - SAN
Nonstop4h 15mSouthwest
Deal found 4/26$396
Mon 6/36:30 pmSAN - MDW
Nonstop3h 50mSouthwest
Wed 6/56:55 pmMDW - SAN
Nonstop4h 10mSouthwest
Deal found 4/26$417
Sun 5/2611:40 amSAN - MDW
Nonstop3h 55mSouthwest
Sun 6/26:55 amMDW - SAN
Nonstop4h 20mSouthwest
Deal found 4/26$518
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 2,991,349 searches. Data last updated April 27, 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.
Tue 5/711:34 amSAN - MDW
1 stop22h 02mFrontier
Sat 5/1110:30 amMDW - SAN
1 stop11h 45mFrontier
Deal found 4/26$137
Tue 5/78:00 amSAN - MDW
1 stop12h 05mFrontier
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Deal found 4/26$144
Sat 5/46:15 pmSAN - MDW
1 stop12h 16mFrontier
Fri 5/179:10 pmMDW - SAN
1 stop14h 58mFrontier
Deal found 4/26$146
Sat 5/44:57 pmSAN - MDW
1 stop13h 34mFrontier
Sun 5/1210:59 pmMDW - SAN
1 stop10h 55mFrontier
Deal found 4/26$147
Sat 5/411:20 amSAN - MDW
1 stop6h 59mFrontier
Sat 5/1110:59 pmMDW - SAN
1 stop10h 04mFrontier
Deal found 4/26$153
Sat 5/49:33 amSAN - MDW
1 stop9h 06mFrontier
Tue 5/710:55 pmMDW - SAN
1 stop11h 29mFrontier
Deal found 4/26$158
Tue 5/78:00 amSAN - MDW
1 stop12h 05mFrontier
Wed 5/810:59 pmMDW - SAN
1 stop10h 55mFrontier
Deal found 4/26$160
Tue 5/711:34 amSAN - MDW
1 stop22h 02mFrontier
Fri 5/1010:59 pmMDW - SAN
1 stop10h 55mFrontier
Deal found 4/26$163
Sat 5/46:15 pmSAN - MDW
1 stop12h 16mFrontier
Wed 5/155:30 amMDW - SAN
1 stop13h 45mFrontier
Deal found 4/26$165
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 2,991,349 searches. Data last updated April 27, 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.
Wed 5/89:24 amSAN - MDW
1 stop21h 12mFrontier
Deal found 4/26$70
Fri 5/109:32 pmSAN - MDW
1 stop12h 04mFrontier
Deal found 4/26$75
Sat 5/188:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 4/26$76
Wed 6/58:24 pmSAN - MDW
1 stop7h 06mFrontier
Deal found 4/26$80
Sat 5/411:20 amSAN - MDW
1 stop6h 59mFrontier
Deal found 4/26$81
Fri 5/318:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 4/26$83
Wed 5/228:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 4/26$84
Sat 5/258:21 pmSAN - MDW
1 stop7h 29mFrontier
Deal found 4/25$85
Tue 5/78:00 amSAN - MDW
1 stop12h 05mFrontier
Deal found 4/26$86
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 2,991,349 searches. Data last updated April 27, 2024.
Fly from
Any airport
Fly to
Any airport
Budget
$103 - $251
Route
Depart
Return
Price
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Tue 5/14
1 stop12h 13m
Chicago Midway
Sat 5/18
1 stop12h 25m
$103
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Tue 5/14
1 stop11h 31m
Chicago Midway
Tue 5/21
1 stop9h 39m
$104
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Wed 5/15
1 stop6h 18m
Chicago Midway
Wed 5/22
1 stop28h 03m
$114
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Wed 5/15
1 stop19h 16m
Chicago Midway
Wed 5/22
1 stop28h 03m
$116
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Fri 5/10
1 stop12h 04m
Chicago Midway
Sat 5/18
1 stop12h 25m
$124
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Thu 5/16
1 stop8h 19m
Chicago Midway
Tue 5/21
1 stop9h 39m
$125
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Sat 5/11
1 stop12h 16m
Chicago Midway
Wed 5/15
1 stop16h 45m
$127
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Tue 5/21
1 stop9h 01m
Chicago Midway
Wed 6/12
1 stop10h 08m
$128
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Sun 5/26
1 stop6h 38m
Chicago Midway
Tue 6/4
2 stops22h 32m
$251
When is the best time to book a flight from San Diego to Chicago Midway Airport?
Use this chart to determine the optimal time to book a round-trip flight from San Diego to Midway. Price data was last updated on January 28, 2024.
The price you pay for your flight from San Diego to Chicago Midway Airport may vary depending on when you book. For the best chance of a lower fare, look to book 54 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
When is the cheapest time 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 April 21, 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.
Average price of flights to Midway by month
Plan your trip from San Diego to Midway by taking into account the cheapest months to travel. The average price of a one-way flight from San Diego to Midway is currently $80 while a round-trip flight costs $132. Price data was last updated on April 21, 2024.
Currently, December is the cheapest month in which you can book a flight from San Diego to Chicago Midway Airport (average of $140). Flying from San Diego to Chicago Midway Airport in July is currently the most expensive (average of $254). 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
$194
February
$190
March
$219
April
$159
May
$185
June
$235
July
$254
August
$196
September
$157
October
$143
November
$165
December
$140
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 |
|---|
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 April 27, 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.
10,951 reviews
Crew
8.6
Food
7.4
Overall
8.1
Boarding
8.2
Comfort
7.9
Entertainment
8.0
Reviews
1 / 10
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
10,951 reviews
10,951 reviews
Crew
8.6
Food
7.4
Overall
8.1
Boarding
8.2
Comfort
7.9
Entertainment
8.0
Reviews
1 / 10
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
2,979 reviews
10,951 reviews
Crew
8.6
Food
7.4
Overall
8.1
Boarding
8.2
Comfort
7.9
Entertainment
8.0
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.
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Alternative routes for San Diego to MidwaySee 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 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 2,991,349 searches. Data last updated April 27, 2024.
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.
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 April 27, 2024.
| 1%of flight departures | Early morningMidnight to 6 am |
|---|---|
| 54%of flight departures | Morning6 am to noon |
| 45%of flight departures | AfternoonNoon to 6 pm |
| 0%of flight departures | Evening6 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 April 27, 2024.
| Sunday | 5daily flights |
|---|---|
| Monday | 3daily flights |
| Tuesday | 2daily flights |
| Wednesday | 2daily flights |
| Thursday | 3daily flights |
| Friday | 3daily 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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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.
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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.