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Find Cheap Flights from San Diego to Chicago SAN MDW

Looking for a cheap last-minute deal or the best round-trip flight from San Diego to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

Good to know

Useful information for finding cheap flights from San Diego International to Chicago Midway International and booking your next trip

Cheapest Round Trip Flight

$197

WN Southwest Airlines • 1 stop • 15h 35m

Jul 03 – Jul 10

The cheapest round trip flight from San Diego International to Chicago Midway International is currently $197

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Cheapest Direct Flight

$428

WN Southwest Airlines • nonstop • 6h 40m

Jul 03

The cheapest nonstop flight from San Diego International to Chicago Midway International is currently $428

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Fastest Flight

6h 40m

The fastest nonstop flight from San Diego International to Chicago Midway International takes 6h 40m

Recent airfare deals on San Diego to Chicago

Jul 03 - Jul 10, Economy
WN
San Diego → Chicago
15h 35m
12:55 PM - 12:30 AM • 1 stop
WN
San Diego → Chicago
6h 50m
2:20 PM - 4:30 PM • nonstop
$197
Southwest Airlines
Jul 03 - Jul 10, Economy
WN
San Diego → Chicago
15h 35m
12:55 PM - 12:30 AM • 1 stop
WN
San Diego → Chicago
21h 50m
8:25 AM - 7:35 PM • 1 stop
$202
Southwest Airlines
Jul 03 - Jul 10, Economy
WN
San Diego → Chicago
15h 35m
12:55 PM - 12:30 AM • 1 stop
WN
San Diego → Chicago
14h
3:10 PM - 9:50 PM • 2 stops
$204
Southwest Airlines
Jul 03 - Jul 10, Economy
WN
San Diego → Chicago
18h 20m
11:30 AM - 12:30 AM • 1 stop
WN
San Diego → Chicago
12h 5m
5:20 AM - 10:45 AM • 2 stops
$218
Southwest Airlines
Jul 03 - Jul 10, Economy
WN
San Diego → Chicago
7h 25m
12:05 PM - 8:50 PM • 1 stop
NK
San Diego → Chicago
8h 35m
3:18 PM - 11:06 PM • 1 stop
$445
Southwest Airlines
Jul 03 - Jul 10, Economy
DL
San Diego → Chicago
- • 1 stop
DL
San Diego → Chicago
- • 1 stop
$1134
Delta Airlines

Facts to know while booking flights from San Diego to Chicago

What are the airports in San Diego?
SAN
What’s the most popular airline flying from SAN to MDW?
The most popular airline flying from San Diego to Chicago are
Can I fly from SAN to MDW non-stop?
Yes, you can fly SAN to MDW non-stop on
Which airlines fly nonstop between San Diego and Chicago?
The non-stop flights between San Diego and Chicago are .
What’s the earliest departure time from SAN to MDW Airport?
The earliest flight leaves SAN at 6:35 am and lands in MDW - Chicago Midway International
What are the airports in Chicago?
ORD,MDW
Can I make changes to my San Diego to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from SAN to MDW?
Read the fare rules of the San Diego to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from San Diego and Chicago?
operate flights between San Diego and Chicago
How long does a flight from San Diego to Chicago take?
It takes approximately 4 hour to fly non-stop from SAN to MDW, which is 1728.01 miles by air.
Which airlines provide the cheapest flights from San Diego (SAN) to Chicago (MDW) ?
In the past couple of days, the cheapest tickets to MDW from SAN were found on ('WN') : USD 204
Do I need a passport to fly between SAN and MDW?
No
What’s the latest departure time from SAN to MDW ?
The last flight leaves SAN at 12:1800 pm

Essential Information for Booking Flights from San Diego (SAN) - AI Insights

What's the cheapest airline from san to mdw?
Looking for cheap flights from San Diego to Chicago? Virgin Atlantic (VS), Air France (AF), Alaska Airlines (AS), WestJet Airlines (WS), Aerolineas Argentinas (AR), and WestJet Airlines (WS) offer options within your budget.
What's the popular airline to fly from san to mdw?
Delta Airlines (DL) offers popular routes from San Diego to Chicago Midway International, providing a comfortable economy flight for one passenger.
What's the cheapest day of the week to fly from san to mdw?
Friday is the cheapest day to fly from San Diego to Chicago Midway International.
What's the cheapest month to fly from san to mdw?
March is the cheapest month to fly from San Diego to Chicago Midway International.
What is the cheapest airline to fly from San Diego to Chicago Midway International?
Virgin Atlantic (VS) is often offered the lowest fares for this route.
What month typically has the lowest airfare for travel from San Diego to Chicago Midway International?
March is generally known as the month with the lowest airfare for this route.

Flights from San Diego to Chicago

Origin Airport San Diego International , San Diego, US
Destination Airport Chicago Midway International , Chicago, US
Distance miles

Popular Airlines

Southwest Airlines-WN
Delta Airline, DL
United Airlines, UA
Hawaiian Airlines-HA
Alaska Airlines -AS

Popular Origin & Destination

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