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

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

All the information you need to plan the best SAN to MDW flight in 2022: compare San Diego to Midway flight prices with the expected peak season, weather and rainfall in Midway.
SAN - MDW
Price
$176 - $514
MDW
Temperature
23 - 73.4 °F
MDW
Precipitation
1.7 - 4.9 inches

Popular in

January

High demand for flights, 39% potential price rise

Cheapest in

July

Best time to find cheap flights, 44% potential price drop

Average price

$514

Average for round-trip flights in January 2022

Round-trip from

$176

From San Diego to Chicago Midway

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
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 18 days before your planned departure. Booking around this time can save you about 11% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $189 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $217.

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

August is one of the best times of the year to fly to Chicago Midway Airport from San Diego. Prices for August average $205 per person but you can even find prices for as low as $35. The most expensive prices can be found in the month of December. Opting for a August flight can save you 52% on your journey compared to booking in August

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

When flying from San Diego to Chicago Midway Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap flights from San Diego to Midway in January, February 2022

The best prices found for SAN to MDW flights for January, February
16 Feb - 23 Feb
$186pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
9 Feb - 11 Feb
$197pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
11 Feb - 14 Feb
$208pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego

San Diego to Midway 2022 flight deals

Cheap flights to Midway from San Diego found for this year
16 Feb - 23 Feb
$186pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
9 Feb - 11 Feb
$197pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
7 May - 18 May
$208pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego

Non-stop flights to Midway from San Diego

Save time with San Diego to Midway direct flight deals
10 Feb - 13 Feb
$270pp
SAN
San Diego
Frontier
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Frontier
Non-Stop
SAN
San Diego
25 Feb - 27 Feb
$295pp
SAN
San Diego
Spirit Airlines
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Spirit Airlines
Non-Stop
SAN
San Diego
17 May - 21 May
$315pp
SAN
San Diego
Spirit Airlines
Non-Stop
MDW
Chicago Midway
MDW
Chicago Midway
Spirit Airlines
Non-Stop
SAN
San Diego

Last minute flights from San Diego to Midway

Late deals on round-trip flights to Midway from San Diego, departing today and this week
25 Jan - 8 Feb
$410pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego
25 Jan - 27 Jan
$415pp
SAN
San Diego
Spirit Airlines
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Spirit Airlines
 
1 STOP
SAN
San Diego
29 Jan - 2 Feb
$433pp
SAN
San Diego
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
SAN
San Diego

One-way flights to Midway from San Diego

The cheapest one-way flights from San Diego to Midway
1:55 pm - 7:40 pm
Spirit Airlines
Nonstop
3h 45m
SAN - MDW
Spirit Airlines
$200
flightschannel
3:15 pm - 3:57 am
Multiple Airlines
3 Stops
34h 42m
SAN - MDW
Multiple Airlines
$218
Kiwi.com
6:15 pm - 4:47 am
Delta
1 Stop
8h 32m
SAN - MDW
Delta
$220
Delta

Related info for your journey

Useful info, stats and facts about <span class="emphasized">San Diego</span> to <span class="emphasized">Midway</span> flights.

Flight FAQs

From San Diego to Midway

What airport do you fly from for flights from San Diego to Chicago Midway?

Located just 2.6 mi from the city center, San Diego is the airport most travelers will use when flying to Chicago Midway from San Diego. Booking flights from San Diego (SAN) to Chicago Midway should be relatively easy as there are 3 daily outbound flights to Chicago Midway from 5 different airlines.

Which airlines flying from San Diego to Chicago Midway have flexible cancellations due to COVID-19?

Delta, American Airlines, and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

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

Yes, there are multiple flights from San Diego to Chicago Midway Airport for under $200. The cheapest flight booked recently is on Delta for just $186, but on average you can expect to pay $253.

Are there nonstop flights from San Diego to Chicago Midway Airport for under $300 on Cheapflights?

Cheapflights has at least 12 direct flights from San Diego to Chicago Midway Airport under $300. A good price for a nonstop flight from San Diego to Chicago Midway Airport is less than $373.

Are there last-minute flights available from San Diego to Chicago Midway Airport for under $500?

There are currently 20+ open flights from San Diego to Chicago Midway Airport within the next 7 days for less than $500.

What are the cheapest airlines flying from San Diego to Chicago Midway Airport round-trip?

Flying on Delta is currently your cheapest option to Chicago Midway Airport, with prices starting at $186. Additional round-trip tickets that might be worth considering are offered by Frontier and Spirit Airlines, with the lowest prices starting at $270 and $315, respectively. You may be able to fly from San Diego to Chicago Midway Airport for 40% less than the average price by searching for these airlines.

What are the cheapest flights from San Diego to Chicago Midway Airport?

On average you can expect to pay $132 for a flight from San Diego to Chicago Midway Airport. The cheapest flight overall is $66 while the most popular route, (San Diego - Chicago Midway) is currently priced at $186.

What are the most popular airlines that fly from San Diego to Chicago Midway Airport?

Before booking your flight from San Diego to Chicago Midway Airport check out the most popular airlines for this route: American Airlines, Alaska Airlines or Delta.

COVID Restrictions

View COVID Travel Restrictions for Midway (MDW)

Do I need a COVID test to fly to Midway from San Diego?

Information is based on travel restrictions for travel to Chicago Midway within the United States

Most visitors from San Diego need to provide a negative COVID-19 test result and/or quarantine to enter Chicago Midway.

COVID-19 testing requirements
Visitors from San Diego must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago Midway.

Quarantine requirements
Visitors from San Diego are not required to quarantine after entering Chicago Midway.

Do I need a test to fly back to San Diego from Midway?

Returning to San Diego from Chicago Midway

COVID-19 testing requirements
Visitors from Chicago Midway must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to San Diego.

Quarantine requirements
Visitors from Chicago Midway are not required to quarantine after entering San Diego.

Hide COVID Travel Restrictions for Midway (MDW)

Alternative routes for San Diego to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Destination information for Midway

Things to know before you go - useful duration and weather info for your trip from San Diego to Midway.
Flight duration from SAN to Chicago Midway
4h 08m
Average temperature for January in Midway
33.8 °F
Avg rainfall for January in Midway
0.7 ″

Airports servicing San Diego

Airports servicing Chicago

Top 4 airlines flying from San Diego to Chicago Midway

The chart below displays the airlines Cheapflights users traveling from San Diego to Midway choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
Airline Cheapest Average Flexibility On-time COVID-19 safety
Spirit Airlines
$171 $289 No cancel fee 65%
American Airlines
$189 $415 No cancel fee 71%
United Airlines
$211 $437 No cancel fee 69%
Delta
$244 $477 No cancel fee N/A

Hourly flight availability from San Diego to Midway

See what time of day planes typically take off from San Diego towards Midway.
Morning 6 AM to noon 76% of SAN to MDW departures
Afternoon Noon to 6 PM 9% of SAN to MDW departures
Early morning Midnight to 6 AM 8% of SAN to MDW departures
Evening 6 PM to midnight 7% of SAN to MDW departures
Midnight
6 AM
Noon
6 PM
Weekly flight availability
from San Diego to Midway
See how many times per day planes take to the skies headed from San Diego to Midway.
Sunday
4 daily flights
Monday
4 daily flights
Tuesday
3 daily flights
Wednesday
3 daily flights
Thursday
4 daily flights
Friday
4 daily flights
Saturday
0 flights