San Diego to Chicago Flights

San Diego to Chicago Flight Info

Peak season for travel

November
US$51

Cheapest return ticket price

US$203
San Diego(SAN) ⇒ Chicago(MDW)

Cheapest direct flight price

US$146
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$203.
  • 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 06:20 and arrives in Chicago (MDW) at 12:25.
  • What time does the latest flight from San Diego to Chicago depart?

    The latest flight departs from San Diego (SAN) at 17:40 and arrives in Chicago (MDW) at 23:30.
  • 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 233 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

07:00

SAN

13:05

ORD

San Diego to ChicagoSMTWTFSSearch

07:07

SAN

13:14

ORD

San Diego to ChicagoS------Search

07:45

SAN

13:55

ORD

San Diego to Chicago---W---Search

08:00

SAN

14:05

ORD

San Diego to Chicago------SSearch

08:20

SAN

14:24

ORD

San Diego to ChicagoS------Search

09:30

SAN

15:38

ORD

San Diego to ChicagoS------Search

09:37

SAN

15:45

ORD

San Diego to Chicago----TFSSearch

10:03

SAN

16:10

ORD

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

10:05

SAN

16:14

ORD

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

GF6414

Gulf Air

10:10

SAN

16:05

ORD

San Diego to Chicago----TF-Search

10:45

SAN

16:56

ORD

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

10:55

SAN

17:00

ORD

San Diego to ChicagoSMTWTFSSearch

11:00

SAN

17:14

ORD

San Diego to Chicago---W---Search

11:33

SAN

17:48

ORD

San Diego to ChicagoS--WT-SSearch

11:38

SAN

17:48

ORD

San Diego to ChicagoS--WT-SSearch

13:10

SAN

19:19

ORD

San Diego to ChicagoSM--TFSSearch

13:12

SAN

19:19

ORD

San Diego to ChicagoSMTWTFSSearch

13:17

SAN

19:27

ORD

San Diego to ChicagoS------Search

13:21

SAN

19:34

ORD

San Diego to ChicagoSMTWTFSSearch

13:22

SAN

19:34

ORD

San Diego to Chicago-M-----Search

13:50

SAN

19:52

ORD

San Diego to Chicago-M-----Search

14:15

SAN

20:11

ORD

San Diego to ChicagoS------Search

GF6603

Gulf Air

14:56

SAN

21:04

ORD

San Diego to ChicagoSMTWTF-Search

15:20

SAN

21:25

ORD

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

LH8945

Lufthansa

16:15

SAN

22:06

ORD

San Diego to Chicago------SSearch

22:30

SAN

04:26

ORD

San Diego to ChicagoSMTWTFSSearch

22:40

SAN

04:50

ORD

San Diego to ChicagoS------Search

22:45

SAN

04:44

ORD

San Diego to ChicagoS------Search

IB4533

IBERIA

22:50

SAN

05:05

ORD

San Diego to Chicago-M-----Search

22:54

SAN

05:00

ORD

San Diego to Chicago-----F-Search
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