Sun Country Airlines San Diego to Chicago Flights

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Best Airfare Price Calendar Flights Schedule

Cheapflightsplus.com will find cheap Sun Country Airlines flights from San Diego to Chicago. Compare airline ticket prices and book air tickets starting from $1 207 from trusted online travel agencies, web sites and directly from airlines. Check flights schedule of Sun Country Airlines, arrivals and departure details below.

Find Cheap Airfare San Diego (CA) — Chicago (IL) by Sun Country Airlines

To find cheap tickets choose a day of your departure with attractive price on the graph below and click «Find flights». For round trip flights please click «Check prices for return flight». The cheapest airfare is in april: one-way - $1207, two-way – $2070.
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Cheap Flights from San Diego to Chicago by Sun Country Airlines

Look at the list of plane tickets for the most connecting flights by Sun Country Airlines, their prices start from $1 207. There’re no direct flights. The fastest connecting flight – 11h 34m.
Price Departure Arrival Flight Time Airline Flight
from $1207
Find flight
6:00 pm
San Diego
San Diego
 7:34 am+1 день
Chicago
O'Hare International
 11h 34m
layover
6h 29m - Minneapolis
 Sun Country Airlines
SY408
UA2430
from $2048
Find flight
6:00 pm
San Diego
San Diego
 8:42 am+1 день
Chicago
O'Hare International
 12h 42m
layover
7h 39m - Minneapolis
 Sun Country Airlines
SY408
DL1686
from $2065
Find flight
6:00 pm
San Diego
San Diego
 7:36 am+1 день
Chicago
O'Hare International
 11h 36m
layover
6h 29m - Minneapolis
 Sun Country Airlines
SY408
AA2885
from $2116
Find flight
6:00 pm
San Diego
San Diego
 8:43 am+1 день
Chicago
Midway
 12h 43m
layover
7h 36m - Minneapolis
 Sun Country Airlines
SY408
DL3746
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*Departure and arrival times are local. Prices are for one-way flights. Information refreshed on 04/19/2024
Below is a detailed 2024 flight schedule for today, tomorrow and all other days. It may vary depending on season and a day of the week of your desired trip. We recommend booking your itinerary at least 2 weeks prior your travel to get the best price and availability by the airline.
Departure Arrival Flight Details Flight Time Price
6:00 pm — 7:34 am
+1 day
6:00 pm — 11:31 pm SY408 Sun Country Airlines
San Diego — Minneapolis
6h 29m stop
6:00 am — 7:34 am UA2430 United Airlines
Minneapolis — Chicago
11h 34m
including layover
Find flight
from$1207
6:00 pm — 8:42 am
+1 day
6:00 pm — 11:31 pm SY408 Sun Country Airlines
San Diego — Minneapolis
7h 39m stop
7:10 am — 8:42 am DL1686 Delta Air Lines Inc.
Minneapolis — Chicago
12h 42m
including layover
Find flight
from$2048
6:00 pm — 7:36 am
+1 day
6:00 pm — 11:31 pm SY408 Sun Country Airlines
San Diego — Minneapolis
6h 29m stop
6:00 am — 7:36 am AA2885 American Airlines
Minneapolis — Chicago
11h 36m
including layover
Find flight
from$2065
6:00 pm — 8:43 am
+1 day
6:00 pm — 11:31 pm SY408 Sun Country Airlines
San Diego — Minneapolis
7h 36m stop
7:07 am — 8:43 am DL3746 Delta Air Lines Inc.
Minneapolis — Chicago
12h 43m
including layover
Find flight
from$2116
*Departure and arrival times are local. Last updated on 04/19/2024

Flight Information

There are 5 flights by Sun Country Airlines from San Diego to Chicago every week with departures from San Diego, AFB, Golden Triangle Reg., Lowndes County, San Diego Regional, El Cajon, Montgomery Field, Miramar NAS, North Island NAS, Brown Field Municipal, Gillespie Field. All flights arrive at Chicago FSS, Midway, O'Hare International, Chicago NAS, Merrill C Meigs (closed), Dupage County, Pal-Waukee.

Departures start from 6:00 pm to 6:00 pm. Nonstop flight is 11h 34m. The time difference between San Diego and Chicago is 2h.

  • The fastest flight 11h 34m
  • Average flight time 12h 9m
  • The earliest flight 6:00 pm
  • The latest flight 6:00 pm
  • Distance 1733 ml

The cheapest months for traveling to Chicago are august (from 1 207 $).

The cheapest flight by Sun Country Airlines that our users were able to find is $1 207. This airfare is economy class on one-way SY408 flight for August 14, 2023 leaving San Diego in San Diego at 6:00 pm, it includes all taxes and additional fees.

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Sun Country Airlines Airplanes on the Route

List of the most popular Sun Country Airlines airplanes flying from San Diego to Chicago:

Other Popular Airlines on the Route

Besides Sun Country Airlines there are other 8 airline carriers between San Diego and Chicago. Please review schedules and prices from the most popular airlines to find the best airfare deals from San Diego to Chicago.

Nonstop flights

There are 22 direct flights every day from San Diego. Airlines and fares are below:

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Connecting Flights

List of flights with layovers (1 and more stops):

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How to book an air ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected airfare.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.

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