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

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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

How to find the cheapest flight from
Chicago Midway (MDW) to San Diego (SAN)

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

$115

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.
What is the cheapest day to fly round-trip from Chicago Midway to San Diego?

Users have found that leaving on a Saturday can be a cost-effective option. It’s possible to save up to 80% 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 to San Diego?

Travelers have found it’s best to book a flight 33 days in advance to save up to 19% compared to booking the same week of travel. As your travel date approaches, the cost of this flight route may potentially increase. While opting to book 33 days out may not be an option for all, there are still additional ways to secure a deal in the near future. You might find a flight from Chicago Midway to San Diego 1-2 weeks in advance for as low as $86, or $107 for flights within the next 24 hours.

What is the cheapest month to fly from Chicago Midway to San Diego?

May can be a great time to fly to San Diego from Chicago Midway with a flight ticket averaging about $98. Cheapflights users have found deals in the month of May for as cheap as $58. The most expensive prices can be found in the month of March.

When is the cheapest time to fly from Chicago Midway to San Diego (MDW - SAN)?

One of the essential ways to save on airfare from Chicago Midway to San Diego is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 23% on airfare.

Cheap flights from Chicago Midway to San Diego in September, October 2020

The best prices found for MDW to SAN flights for September, October
21 Oct - 4 Nov
$178pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
   
2 STOPS
MDW
Chicago Midway
30 Oct - 2 Nov
$198pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
30 Oct - 2 Nov
$218pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway

Chicago Midway to San Diego 2020 flight deals

Cheap flights to San Diego from Chicago Midway found for this year
21 Oct - 4 Nov
$178pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
6 Nov - 9 Nov
$198pp
MDW
Chicago Midway
Delta
   
2 STOPS
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
30 Oct - 2 Nov
$218pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway

Last minute flights from Chicago Midway to San Diego

Late deals on round-trip flights to San Diego from Chicago Midway, departing today and this week
7 Oct - 12 Oct
$218pp
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
6 Oct - 9 Oct
$238pp
MDW
Chicago Midway
Delta
   
2 STOPS
SAN
San Diego
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
7 Oct - 12 Oct
$242pp
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
7:25 am - 4:40 pm
Delta
1 Stop
11h 15m
MDW - SAN
Delta
$115
Delta
6:25 am - 3:40 pm
Delta
1 Stop
11h 15m
MDW - SAN
Delta
$129
Delta
2:15 am - 7:08 am
Delta
1 Stop
6h 53m
MDW - SAN
Delta
$133
Delta

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 $178, but on average you can expect to pay $265.

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.

Are there last-minute flights available from Chicago Midway to San Diego for under $300?

There are currently 20+ open flights from Chicago Midway to San Diego within the next 7 days for less than $300.

What days are nonstop flights available from Chicago Midway to San Diego?

You can find nonstop flights on the following days: Sunday, Monday, Wednesday, Thursday, Friday, Saturday.

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 10 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.

How long is the flight from Chicago Midway to San Diego?

Departing from Chicago Midway to San Diego will take you 6h 53m.

What is the cheapest airline to fly from Chicago Midway to San Diego round-trip?

Delta, at $178, was found to be the cheapest airline from Chicago Midway to San Diego.. Delta is 47% cheaper than the average price of flights available within the next 90 days to this destination.

What are the cheapest airlines to fly from Chicago Midway to San Diego one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $89.

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 September in San Diego
80.6 °F
Avg rainfall for September 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 80% of MDW to SAN departures
Afternoon Noon to 6 PM 20% 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
5 daily flights
Monday
5 daily flights
Tuesday
5 daily flights
Wednesday
5 daily flights
Thursday
5 daily flights
Friday
5 daily flights
Saturday
5 daily flights
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