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San Diego To Chicago Flights

  • One-Way
  • Round-Trip
  • Multi-City

From

Indira Gandhi International Airport

To

Chhatrapati Shivaji International Airport

DEPARTURE DATE

calender

Friday

Return Date

Book a round trip
to save more

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TRAVELLER & CLASS

1 Traveller

Economy

August
September
October
November
December
January
February
March
April

August is by far the best month, wherein you can get cheapest flights for San Diego to Chicago. Meanwhile, is perceived as the expensive month due to the varying factors. That’s why it’s highly advised to make advanced online flight booking to save huge amounts of money.

disclDisclaimer - All the above-mentioned fares were found within last 48 hrs. The displayed fares are based on historical data and are subject to change. The fares cannot be guaranteed at the time of booking.

Best Flight From San Diego To Chicago

Cheapest
Delta Airlines
Delta Airlines

SAN

13:38

San Diego

San Diego International Airport

Tue , 26 Aug 2025

06h 26m
ellipse
1 Stop

ORD

22:04

Chicago

Chicago O Hare International Airport

Tue, 26 Aug 2025

£96
American Airlines
American Airlines

SAN

14:57

San Diego

San Diego International Airport

Tue , 26 Aug 2025

04h 17m
ellipse
Non Stop

ORD

21:14

Chicago

Chicago O Hare International Airport

Tue, 26 Aug 2025

£116
United Airlines
United Airlines

SAN

22:30

San Diego

San Diego International Airport

Tue , 26 Aug 2025

04h 07m
ellipse
Non Stop

ORD

04:37

Chicago

Chicago O Hare International Airport

Wed, 27 Aug 2025

£116
American Airlines
American Airlines

SAN

22:45

San Diego

San Diego International Airport

Thu , 28 Aug 2025

04h 09m
ellipse
Non Stop

ORD

04:54

Chicago

Chicago O Hare International Airport

Fri, 29 Aug 2025

£123
Delta Airlines
Delta Airlines

SAN

09:44

San Diego

San Diego International Airport

Tue , 26 Aug 2025

05h 46m
ellipse
1 Stop

ORD

17:30

Chicago

Chicago O Hare International Airport

Tue, 26 Aug 2025

£133
Hawaiian Airlines
Hawaiian Airlines

SAN

08:33

San Diego

San Diego International Airport

Tue , 26 Aug 2025

13h 26m
ellipse
2 Stop

ORD

23:59

Chicago

Chicago O Hare International Airport

Tue, 26 Aug 2025

£182
Alaska Airlines
Alaska Airlines

SAN

13:49

San Diego

San Diego International Airport

Thu , 28 Aug 2025

08h 10m
ellipse
1 Stop

ORD

23:59

Chicago

Chicago O Hare International Airport

Thu, 28 Aug 2025

£254
JetBlue Airways
JetBlue Airways

SAN

20:30

San Diego

San Diego International Airport

Thu , 28 Aug 2025

12h 49m
ellipse
1 Stop

ORD

11:19

Chicago

Chicago O Hare International Airport

Fri, 29 Aug 2025

£287
Delta Airlines
Delta Airlines

SAN

09:44

San Diego

San Diego International Airport

Thu , 28 Aug 2025

05h 46m
ellipse
1 Stop

ORD

17:30

Chicago

Chicago O Hare International Airport

Thu, 28 Aug 2025

£329
Hawaiian Airlines
Hawaiian Airlines

SAN

08:05

San Diego

San Diego International Airport

Tue , 26 Aug 2025

06h 37m
ellipse
1 Stop

ORD

16:42

Chicago

Chicago O Hare International Airport

Tue, 26 Aug 2025

£340
JetBlue Airways
JetBlue Airways

SAN

20:30

San Diego

San Diego International Airport

Tue , 26 Aug 2025

12h 48m
ellipse
1 Stop

ORD

11:18

Chicago

Chicago O Hare International Airport

Wed, 27 Aug 2025

£412
ellipse

Early Morning Flight San Diego to Chicago

wallet
Cheapest Flight
Found
£340
group
Average Flight
Time
06h 37m
calendra
Date/Time
26 Aug 2025
08:05 AM
plane
Airlines
Hawaiian Airlines
Ellipse

Late Night Flight San Diego to Chicago

wallet
Cheapest Flight
Found
£116
group
Average Flight
Time
04h 07m
calendar
Date/Time
26 Aug 2025
22:30 PM
plane
Airlines
United Airlines

Flights from San Diego to Chicago with Easemytrip

Flying from San Diego to Chicago has never been easier. Whether you’re planning a short business trip, a weekend getaway, or reconnecting with family and friends, Easemytrip brings you the best deals, seamless booking, and flexible options for this popular flight route. Our platform is built to help travellers like you compare flight prices, explore direct and connecting options, and find the perfect departure time — all within a few clicks.

The air route between San Diego to Chicago is one of the most frequently travelled, offering reliable services from top airlines and excellent connectivity between San Diego International Airport (SAN) and Chicago O Hare International Airport (ORD). You can expect a flight distance of approximately 2768 km, and most direct services cover it in around 09:40.

Let’s take a closer look at everything you need to know before booking your flight from San Diego to Chicago.

Travel Overview: San Diego to Chicago

Flight Details Information
Route Distance 2768 km
Average Flight Time 09:40 hrs
Departure Airport San Diego International Airport (SAN)
Arrival Airport Chicago O Hare International Airport (ORD)
Cabin Classes Available Economy Class, Premium Economy, Business Class, First Class
Direct Flights YES
Common Airlines Delta Airlines, American Airlines, United Airlines, Hawaiian Airlines

The route is serviced regularly by both full-service and budget airlines, catering to all types of travellers — from those looking for no-frills budget options to those preferring business and first-class comfort. If you're flying for business, early morning weekday flights are a great choice, while leisure travellers often opt for weekend and evening departures.

Read more

FAQs about flights from San Diego to Chicago

Are there direct flights from San Diego to Chicago?

How early should I book?

Which airlines offer the most frequent service?

Is it cheaper to fly round-trip or one-way?

Can I mix airlines for departure and return?

Is it possible to change or cancel my booking after confirmation?

Can I book additional baggage or in-flight services in advance?