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  1. Flights
  2. United States
  3. Chicago
  4. San Diego, CA - Chicago

Cheap Flights from San Diego, CA (SAN) to Chicago (CHI)

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Discover the cheapest flights from San Diego, CA to Chicago
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Thu, Apr 16 - Thu, Apr 23
American Airlines
American AirlinesDirect
SAN - CHI
American Airlines
American AirlinesDirect
CHI - SAN
135$
Prime price per passenger
Thu, Apr 30 - Thu, May 7
American Airlines
American AirlinesDirect
SAN - CHI
American Airlines
American AirlinesDirect
CHI - SAN
138$
137$
Prime price per passenger
Sun, May 17 - Wed, May 20
American Airlines
American AirlinesDirect
SAN - CHI
American Airlines
American AirlinesDirect
CHI - SAN
147$
Prime price per passenger
Wed, Apr 8 - Sun, Apr 12
Alaska Airlines
Alaska AirlinesDirect
SAN - CHI
Frontier Airlines
Frontier Airlines1 stop
CHI - SAN
191$
178$
Prime price per passenger
Tue, May 19 - Wed, May 20
American Airlines
American AirlinesDirect
SAN - CHI
American Airlines
American AirlinesDirect
CHI - SAN
197$
Prime price per passenger
Mon, Jun 1 - Tue, Jun 9
Frontier Airlines
Frontier Airlines1 stop
SAN - CHI
Alaska Airlines
Alaska AirlinesDirect
CHI - SAN
226$
213$
Prime price per passenger
Tue, Apr 7
Alaska Airlines
Alaska AirlinesDirect
SAN - CHI
99$
92$
Prime price per passenger
Wed, May 20
Alaska Airlines
Alaska AirlinesDirect
SAN - CHI
99$
92$
Prime price per passenger
Tue, Apr 14
American Airlines
American AirlinesDirect
SAN - CHI
99$
Prime price per passenger
Wed, May 6
American Airlines
American AirlinesDirect
SAN - CHI
99$
Prime price per passenger
Mon, Jun 1
Frontier Airlines
Frontier Airlines1 stop
SAN - CHI
105$
101$
Prime price per passenger
The prices shown on this page were available within the last 20 days for the specified periods and should not be considered the final price offered. Please note that availability and prices are subject to change.

Cheapest time to fly from San Diego, CA to Chicago

If you’re planning to fly this route soon, keep in mind that the lowest fares are usually available in the middle of May. Take advantage of this period to save on your flight tickets and make the most of your trip. Please note that prices may change after your search.
Filter by
week: May 11 - May 17
Flights from just $92
$197
$137
$99
$97
$98
$93
$92
$111
$130
$124
$135
$146
MarchAprilMayJune
Flying Time4 h and 23 mWhen flying from San Diego, CA to Chicago, this can take around 4 h and 23 m in flying time, however this flight duration can vary due to other factors
Cheapest flight$92The best price for flights from San Diego, CA to Chicago offered by eDreams, which have been found by our customers in the last 3 days
Origin airportSan Diego International AirportWhen flying from San Diego, CA to Chicago
Destination airportsO'hare International Airport, Midway International AirportWhen traveling from San Diego, CA to Chicago
Peak seasonMarchMarch is the busiest time to fly from San Diego, CA to Chicago according to search data results from our customers
Airlines operating this routeAlaska Airlines, American AirlinesAirline(s) that fly from San Diego, CA to Chicago
One-way average Price166.83A flight from San Diego, CA to Chicago at eDreams will cost around 166.83, this being based on prices of the previous 6 months of data
Best time to bookMarchAugust is one of the most frequent times to fly to Chicago from San Diego, CA according to real data from our customers
Airlines that fly from San Diego, CA to Chicago
American Airlines
American Airlines
168$
Spirit Airlines
Spirit Airlines
299$
Distance: 1726 miles
San Diego, CA airports
Lindbergh International Airport (SAN)How far from city center: 2 miles
Chicago airports
O'hare International Airport (ORD)How far from city center: 14 miles
Midway Airport (MDW)How far from city center: 4 miles

Are you planning to travel to Chicago for vacations, business or family visits? eDreams offers you the cheapest flights and best deals departing from San Diego, CA. With our fast search engine you will get a large selection of airfares from standard and low cost airlines worldwide and easily book your tickets for this route. If you are flexible we help you identify the cheapest day to fly to Chicago and if you need to leave soon you can check our most convenient last minute fares. Read all the useful information about your next destination and proceed to the reservation, indicating your flight dates and completing your travel booking with hotels and car rental!

Frequently asked questions about flights from San Diego, CA to Chicago

What are the benefits of booking flexible flight tickets?
Using the flexible flight ticket, you're guaranteed a refund or a rebooking option (without fees) in case of flight cancellations when travelling to United States. At eDreams have you covered!
On average, how much is the price of a flight from San Diego, CA to Chicago?
When you fly from San Diego, CA to Chicago the average price is 166.83. However, this price depends on many other factors such as seasonality or how far in advance the route has been booked.
For flights from San Diego, CA to Chicago, how can I find the cheapest price?
The cheapest price for a flight from San Diego, CA to Chicago is $92. At eDreams we use different machine learned based methodologies to find our costumers the best option available, considering airline combinations, stopovers and direct flights as well as different criteria for inbound and outbound journeys.
When booking, when is the best time to get the best prices for flights from San Diego, CA to Chicago?
The most popular months to book a trip from San Diego, CA to Chicago are May, August and July, based on the searches of our customers.
When is the best time to travel from San Diego, CA to Chicago?
The best time of the year to visit Chicago depends on lots of personal preferences, especially the price. Regarding popularity, July is the best month to fly to Chicago from San Diego, CA in terms of searches from our customers, followed by June and August. If you prefer to avoid the busy season and get away from the crowds February, October and December are the months with fewer searches for San Diego, CA - Chicago.
How long does the flight from San Diego, CA to Chicago take?
Flight length from San Diego, CA to Chicago is around 4 h and 23 m on average, at an average distance of 1,725.55 mi, for flights for the route (which may have 1 or more stops in other cities in between).

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