Menu

Cheap flights from Chicago Midway to San Diego (MDW - SAN)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Chicago Midway to San Diego are usually found in September or October, booked 43 days in advance, depart on a Sunday or Monday and return on a Wednesday

MDW - SAN
Price
$244 - $457
SAN
Temperature
66.2 - 80.6 °F
SAN
Rainfall
0 - 2.8 inches
Popular in December High demand for flights, 26% potential price rise
Cheapest in September Best time to find cheap flights, 27% potential price drop
Round-trip from $244 From Chicago Midway to San Diego
One-way from $146 One-way flight from Chicago Midway to San Diego
Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.

Cheap flights from Chicago Midway to San Diego in June, July 2020

The best prices found for MDW to SAN flights for June, July
21 Jun - 24 Jun
$245pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SAN
San Diego
SAN
San Diego
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
4 Jun - 10 Jun
$299pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SAN
San Diego
SAN
San Diego
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway
4 Jun - 13 Jun
$326pp
MDW
Chicago Midway
Multiple Airlines
   
2 STOPS
SAN
San Diego
SAN
San Diego
Multiple Airlines
   
2 STOPS
MDW
Chicago Midway

Chicago Midway to San Diego 2020 flight deals

Cheap flights to San Diego from Chicago Midway found for this year
4 Sep - 8 Sep
$152pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
4 Sep - 8 Sep
$166pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
14 Oct - 20 Oct
$179pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway

One-way flights to San Diego from Chicago Midway

The cheapest one-way flights from Chicago Midway to San Diego
5:50 am - 7:04 am
Multiple Airlines
3 Stops
27h 14m
MDW - SAN
Multiple Airlines
$146
Kiwi.com
3:45 pm - 1:10 pm
Multiple Airlines
3 Stops
23h 25m
MDW - SAN
Multiple Airlines
$167
Kiwi.com

Related info for your journey

Useful info, stats and facts about Chicago Midway to San Diego flights.

Flight FAQs

From Chicago Midway to San Diego

Are flight prices decreasing from Chicago Midway to San Diego due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago Midway and San Diego for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Can I find flights from Chicago Midway to San Diego for under $200 on Cheapflights?

Yes, there are multiple flights from Chicago Midway to San Diego for under $200. The cheapest flight booked recently is on Delta for just $152, but on average you can expect to pay $278.

Are there nonstop flights from Chicago Midway to San Diego for under $200 on Cheapflights?

There are no nonstop flights from Chicago Midway to San Diego, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

How popular is this flight route?

Flights from Chicago Midway to San Diego have been viewed 401 times in the past calendar month.

What is the cheapest airline for this route?

The cheapest airline for this route is Southwest Airlines Co.. When flying this airline from Chicago Midway to San Diego on average you can expect to find 108 flights available for this route daily.

Does it rain more in Chicago Midway or San Diego?

Chicago Midway will have greater rainfall in 0 compared to San Diego over the next 12 days.

Is Chicago Midway weather warmer or cooler than San Diego?

Our data indicates that the weather will be 84 °F on average in the month of July. The temperature in San Diego is typically colder than in Chicago Midway. If you're traveling when the temperature is at its warmest, push to plan early, as flight price and availability will have an impact on your travels. For the best results, search for flights well in advance or after peak season.

Alternative routes for Chicago Midway to San Diego

Destination information for San Diego

Things to know before you go. Useful info for your trip from Chicago Midway to San Diego
Average temperature for June in San Diego
75.2 °F
Avg rainfall for June in San Diego
0.1 ″

Airports servicing Chicago

Airports servicing San Diego

Hourly flight availability from Chicago Midway to San Diego

Morning 6 AM to noon 50% of MDW to SAN departures
Afternoon Noon to 6 PM 50% of MDW to SAN departures
Early morning Midnight to 6 AM 0% of MDW to SAN departures
Evening 6 PM to midnight 0% of MDW to SAN departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from Chicago Midway to San Diego
Sunday
2 daily flights
Monday
2 daily flights
Tuesday
2 daily flights
Wednesday
2 daily flights
Thursday
2 daily flights
Friday
2 daily flights
Saturday
2 daily flights