Compare live prices for SAN to ORD on
Tue, 14 Apr 2026. Use the search panel
to change origin, destination, passengers, cabin and trip type instantly.
SAN → ORD14 Apr 2026Live inventory
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Showing 25
of 130
live flights
American Airlines
AA-2366
22:40
04/14/2026
SAN
6h 5m
Non-stop
04:45
04/15/2026
+1
ORD
₹11,046
per person
✕ Non-refundable🔥 Last 1 seats23 fare options
American Airlines
AA-518
06:15
04/14/2026
SAN
6h 18m
Non-stop
12:33
04/14/2026
ORD
₹11,046
per person
✕ Non-refundable🔥 Last 1 seats23 fare options
American Airlines
AA-2733
15:09
04/14/2026
SAN
6h 23m
Non-stop
21:32
04/14/2026
ORD
₹11,046
per person
✕ Non-refundable🔥 Last 1 seats22 fare options
Hawaiian Airlines
HA-7072
07:55
04/14/2026
SAN
6h 26m
Non-stop
14:21
04/14/2026
ORD
₹11,086
per person
✕ Non-refundable5 fare options
alaskaairlines
AS-1495
07:55
04/14/2026
SAN
6h 26m
Non-stop
14:21
04/14/2026
ORD
₹11,333
per person
✕ Non-refundable10 fare options
Hawaiian Airlines
HA-7478
12:15
04/14/2026
SAN
6h 25m
Non-stop
18:40
04/14/2026
ORD
₹11,728
per person
✕ Non-refundable5 fare options
Southwest Airlines
WN-2953
15:05
04/14/2026
SAN
7h 50m
Non-stop
22:55
04/14/2026
ORD
₹11,832
per person
✕ Non-refundable11 fare options
Southwest Airlines
WN-4094
22:40
04/14/2026
SAN
5h 55m
Non-stop
04:35
04/15/2026
+1
MDW
₹11,939
per person
✕ Non-refundable9 fare options
Delta Air Lines
DL-1296
13:14
04/14/2026
SAN
8h 4m
1 Stop
⏱ SLC · 0h 51m
21:18
04/14/2026
ORD
₹11,950
per person
✕ Non-refundable6 fare options
Delta Air Lines
DL-764
22:10
04/14/2026
SAN
9h 51m
1 Stop
⏱ DTW · 1h 59m
08:01
04/15/2026
+1
ORD
₹11,950
per person
✕ Non-refundable7 fare options
Delta Air Lines
DL-754
06:15
04/14/2026
SAN
10h 3m
1 Stop
⏱ DTW · 2h 10m
16:18
04/14/2026
ORD
₹11,950
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-819
22:30
04/14/2026
SAN
10h 10m
1 Stop
⏱ ATL · 1h 45m
08:40
04/15/2026
+1
ORD
₹11,950
per person
✕ Non-refundable8 fare options
Delta Air Lines
DL-764
22:10
04/14/2026
SAN
10h 37m
1 Stop
⏱ DTW · 2h 54m
08:47
04/15/2026
+1
MDW
₹11,950
per person
✕ Non-refundable4 fare options
Delta Air Lines
DL-932
21:45
04/14/2026
SAN
10h 55m
1 Stop
⏱ ATL · 2h 28m
08:40
04/15/2026
+1
ORD
₹11,974
per person
✕ Non-refundable4 fare options
alaskaairlines
AS-1459
12:15
04/14/2026
SAN
6h 25m
Non-stop
18:40
04/14/2026
ORD
₹11,993
per person
✕ Non-refundable10 fare options
Southwest Airlines Dallas
WN-3911
22:10
04/14/2026
SAN
11h 35m
1 Stop
⏱ MCO · 1h 35m
09:45
04/15/2026
+1
ORD
₹12,431
per person
✕ Non-refundable6 fare options
Southwest Airlines Dallas
WN-2675
06:35
04/14/2026
SAN
8h 25m
1 Stop
⏱ DEN · 1h 25m
15:00
04/14/2026
ORD
₹12,431
per person
✕ Non-refundable🔥 Last 5 seats7 fare options
Southwest Airlines Dallas
WN-862
14:40
04/14/2026
SAN
9h 15m
1 Stop
⏱ PHX · 2h 25m
23:55
04/14/2026
ORD
₹12,431
per person
✕ Non-refundable🔥 Last 2 seats7 fare options
Southwest Airlines Dallas
WN-4103
16:25
04/14/2026
SAN
7h 30m
1 Stop
⏱ PHX · 0h 40m
23:55
04/14/2026
ORD
₹12,431
per person
✕ Non-refundable7 fare options
Southwest Airlines
WN-2953
15:05
04/14/2026
SAN
7h 50m
1 Stop
⏱ LAS · 0h 40m
22:55
04/14/2026
ORD
₹13,398
per person
✓ Refundable4 fare options
Southwest Airlines
WN-4088
09:40
04/14/2026
SAN
7h 15m
1 Stop
⏱ MCI · 0h 40m
16:55
04/14/2026
MDW
₹13,756
per person
✕ Non-refundable9 fare options
Southwest Airlines
WN-4106
21:35
04/14/2026
SAN
7h 25m
1 Stop
⏱ PHX · 0h 55m
05:00
04/15/2026
+1
MDW
₹13,818
per person
✓ Refundable4 fare options
Southwest Airlines
WN-1975
19:40
04/14/2026
SAN
9h 20m
1 Stop
⏱ PHX · 2h 50m
05:00
04/15/2026
+1
MDW
₹13,818
per person
✓ Refundable4 fare options
Southwest Airlines
WN-3369
06:20
04/14/2026
SAN
7h 50m
1 Stop
⏱ LAS · 0h 45m
14:10
04/14/2026
MDW
₹13,818
per person
✓ Refundable🔥 Last 2 seats4 fare options
Southwest Airlines
WN-2454
20:50
04/14/2026
SAN
8h 35m
1 Stop
⏱ LAS · 1h 45m
05:25
04/15/2026
+1
MDW
₹13,818
per person
✓ Refundable4 fare options
😕 No flights match your filters.
San Diego (SAN)
Chicago (ORD)
📅 Results on this page are loaded for 14 Apr 2026. Click View all flights for the complete live search.
San Diego to Chicago — what to expect when booking
The SAN–ORD route is served by multiple carriers throughout the year.
Fares on this route can move quickly — a price available now may not be there 30 minutes later.
If your dates are flexible, try shifting your departure by a day or two using the date strip above.
Mid-week departures often show lower base fares compared to weekend starts on many routes.
Before you book
Compare nearby dates
The date strip above lets you scan nearby fares without restarting the search.
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Check fare details
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❓ Frequently asked questions — San Diego to Chicago flights
Generally yes — fares on most routes are most competitive around 4–6 weeks before departure. Booking earlier usually means better availability and a lower base fare when your dates are fixed.
The straight-line distance between San Diego,USA (SAN) and Chicago,USA (ORD) is approximately shown in the route details above. Actual flying distance may vary slightly depending on routing.
Non-stop availability on this route varies by airline schedule and season. Use the filters below to quickly check whether direct options are available on your selected date.
Mid-week departures often show lower prices than weekend travel on many routes. Use the date strip above to compare nearby days quickly.