San Diego to Chicago Flights

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San Diego to Chicago Flight Info

Peak season for travel

November
US$51

Cheapest return ticket price

US$310
San Diego(SAN) ⇒ Chicago(MDW)

Cheapest direct flight price

US$184
San Diego(SAN) ⇒ Chicago(MDW)

Frequently Asked Questions

  • When are flight tickets from San Diego (SAN) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from San Diego to Chicago based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.
  • How much do flights from San Diego (SAN) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around US$237.
  • How long does it take to fly from San Diego (SAN) to Chicago (CHI)?

    It takes about 4 hours 7 minutes to fly from San Diego (SAN) to Chicago (CHI).
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 13km, by taxi about 30 minutes.
  • What time does the earliest flight from San Diego to Chicago depart?

    The earliest flight departs from San Diego (SAN) at 06:15 and arrives in Chicago (ORD) at 12:36.
  • What time does the latest flight from San Diego to Chicago depart?

    The latest flight departs from San Diego (SAN) at 18:45 and arrives in Chicago (MDW) at 00:35.
  • What are the most popular airlines that fly from San Diego (SAN) to Chicago (CHI)?

    Airlines with flights from San Diego (SAN) to Chicago (CHI): American Airlines, Air Canada and Alaska Airlines.
  • What's the most popular airline for non-stop flights from San Diego (SAN) to Chicago (CHI)?

    United Airlines operates 305 non-stop flights from San Diego (SAN) to Chicago (CHI).
  • How many airports are there in Chicago (CHI)?

  • What are some travel guidelines for Chicago during the COVID19 pandemic?

    Entry restrictions and flight schedule changes and cancellations are frequently updated and subject to change. If you plan to travel to Chicago, please obtain the most updated information from the airline you plan to book your travels with. You can also refer to COVID19 Country/Region Entry Restrictions for more information.
  • Which airlines offer free date changes for flights to this city during the COVID19 pandemic?

    There are no airlines with flights to this city that provide this service. Please use this information as a reference only and confirm with the airline prior to booking.

San Diego (SAN) to Chicago (CHI) Flight Schedule

Flight info.
Departure
Arrival
RouteWeekly Schedule
Air Canada

07:00

SAN

13:05

ORD

San Diego to ChicagoSMTWTFSSearch
American Airlines

07:07

SAN

13:14

ORD

San Diego to ChicagoS------Search
Alaska Airlines

07:45

SAN

13:55

ORD

San Diego to Chicago---W---Search
Aer Lingus

08:00

SAN

14:05

ORD

San Diego to Chicago----T--Search
Air Canada

08:20

SAN

14:24

ORD

San Diego to ChicagoS------Search
American Airlines

09:30

SAN

15:38

ORD

San Diego to ChicagoS------Search
Alaska Airlines

09:37

SAN

15:45

ORD

San Diego to Chicago----TFSSearch
American Airlines

10:03

SAN

16:10

ORD

San Diego to Chicago-------Search
American Airlines

10:05

SAN

16:14

ORD

San Diego to Chicago-------Search
Gulf Air

10:10

SAN

16:05

ORD

San Diego to Chicago----TF-Search
American Airlines

10:45

SAN

16:56

ORD

San Diego to Chicago-------Search
Air Canada

10:55

SAN

17:00

ORD

San Diego to ChicagoSMTWTFSSearch
Alaska Airlines

11:00

SAN

17:14

ORD

San Diego to Chicago---W---Search
American Airlines

11:33

SAN

17:48

ORD

San Diego to ChicagoS--WT-SSearch
British Airways

11:38

SAN

17:48

ORD

San Diego to ChicagoSMTW-FSSearch
American Airlines

13:10

SAN

19:19

ORD

San Diego to ChicagoSM--TFSSearch
American Airlines

13:12

SAN

19:19

ORD

San Diego to ChicagoSMTWTFSSearch
Alaska Airlines

13:17

SAN

19:27

ORD

San Diego to ChicagoS------Search
American Airlines

13:21

SAN

19:34

ORD

San Diego to ChicagoSMTWTFSSearch
Alaska Airlines

13:22

SAN

19:34

ORD

San Diego to Chicago-M-----Search
Spirit Airlines

13:50

SAN

19:52

ORD

San Diego to Chicago-M-----Search
Air Canada

14:15

SAN

20:11

ORD

San Diego to ChicagoS--WT-SSearch
Gulf Air

14:56

SAN

21:04

ORD

San Diego to ChicagoSMTWTF-Search
Alaska Airlines

15:20

SAN

21:25

ORD

San Diego to Chicago-------Search
Lufthansa

16:15

SAN

22:06

ORD

San Diego to Chicago------SSearch
Air Canada

22:30

SAN

04:26

ORD

San Diego to ChicagoSMTWTFSSearch
Alaska Airlines

22:40

SAN

04:50

ORD

San Diego to ChicagoS------Search
American Airlines

22:45

SAN

04:44

ORD

San Diego to ChicagoS------Search
IBERIA

22:50

SAN

05:05

ORD

San Diego to Chicago-M-----Search
Royal Jordanian

22:54

SAN

05:00

ORD

San Diego to Chicago-----F-Search
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  • Plan Your Trip from San Diego (SAN) to Chicago (CHI)

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  • A Trip to Remember (SAN—CHI)

    Make your journey from San Diego (SAN) to Chicago (CHI) a trip to remember by using Trip.com to view Chicago attractions before you arrive. Once you know what to do in Chicago, you can reserve and book in advance for the best travel experience possible. Planning ahead is the most effective way to ensure your whole travel experience goes smoothly. Whether you need help choosing the perfect restaurant, discovering the best places to try local flavors, or finding the most stunning views in town, Trip.com is with you every step of the way for your trip to Chicago.