Flights from San Diego Airport SAN to Chicago Airport MDW
We've found the cheapest flights to Chicago
Travelling from San Diego International Airport to Midway is not a very popular route. There is however one airliner offer flights which is Southwest Airlines. When travelling from San Diego International Airport you will cover about 1,725 miles before you reach Midway. This journey will take 4 Hours 4 Minutes.
The cost of flights varies on the time and day you fly. If you are on a tight budget then you should avoid flying at peak hours as the prices are more expensive. The cheapest flights are in the evenings and in mid week. We advise all our viewers to book well in advance. This way you will get the low priced tickets available.
On arriving at Midway please note the time difference, the time zone at Midway is 6.0 GMT compared to 8.0 GMT at San Diego International Airport.
Travellers planning to fly from San Diego International Airport to Midway Airport can pre-book short or long term car parking at San Diego International Airport.
If you rented a vehicle at Midway Airport and have to return it with a full tank of fuel, avoid excess fees by refilling at the nearest fuel station to Midway Airport.
Below are some options if you require transport to San Diego International Airport:
- Private Transfers to San Diego International Airport
- Buses to San Diego International Airport
- Taxis to San Diego International Airport
- Train Services to/near San Diego International Airport
Pre-booking your transportation requirements at Midway Airport can save a lot of time, hassle and money when arriving at the airport. Research and book your preferred choice of ground transportation at Midway Airport:
- Midway Airport rental car companies
- Midway Airport private tansfers
- Midway Airport bus transfers
- Midway Airport taxi transfers
- Midway Airport train services information
Need a place to stay when you get to Chicago? See a range of hotels near Midway Airport
The table below displays the numbers of daily flights from San Diego International Airport (SAN) to Midway (MDW) and the relevant airlines that fly.

Airliner | Mo | Tu | We | Th | Fr | Sa | Su | First Flight | Last Flight | Flights |
---|---|---|---|---|---|---|---|---|---|---|
Southwest Airlines | 3 | 3 | 3 | 3 | 3 | 3 | 3 | 06:30 | 19:40 | VIEW FLIGHTS |
Southwest Airlines is the most popular airliners who operate this route. They have around 21 a week with times that vary between 06:30 and 19:40.
To book your flight you can visit Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com. You will find up to date information on availability and the latest discounts.
Flight times for the route are summarised in the table below. These time were correct at the time of writing, but please be aware that times may vary from time to time so please check their website for exact times and the dates you wish to fly.

Day | Flight Times | Flights | ||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Monday | 08:00
15:00
18:55
| VIEW FLIGHTS | ||||||||||||
Tuesday | 07:35
14:45
17:45
| VIEW FLIGHTS | ||||||||||||
Wednesday | 07:35
14:45
17:45
| VIEW FLIGHTS | ||||||||||||
Thursday | 08:00
15:00
18:55
| VIEW FLIGHTS | ||||||||||||
Friday | 08:00
15:00
18:55
| VIEW FLIGHTS | ||||||||||||
Saturday | 06:35
12:15
17:40
| VIEW FLIGHTS | ||||||||||||
Sunday | 06:30
13:35
19:40
| VIEW FLIGHTS |
Instead of flying from San Diego International Airport you could consider a few airports that are close by. Please see that table below of alternative routes.

Route | Stops | Distance | Flying Time |
---|---|---|---|
Burbank to Chicago Midway | 0 | 4 Hours 6 Minutes | |
Los Angeles to Chicago Midway | 0 | 4 Hours 7 Minutes | |
Long Beach to Chicago Midway | 0 | 4 Hours 6 Minutes | |
Ontario to Chicago Midway | 0 | 4 Hours 2 Minutes | |
Palm Springs Municipal to Chicago Midway | 0 | 3 Hours 56 Minutes | |
Santa Ana John Wayne to Chicago Midway | 0 | 4 Hours 5 Minutes |
Over the past 10 years flight regulations have become very strict so we advise you to leave plenty of time to check in and get through customs.
Don't forget to book your hire car!
Flight Price FAQ - San Diego (SAN) to Chicago (MDW)
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Alternative Airports in United States with Connections from San Diego International Airport
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