Flight INFO & United Airlines(UA) flights from San Diego to Chicago
| Cheapest one-way flight price | US$95 |
|---|---|
| Cheapest return ticket price | US$200 |
| Cheapest month | September |
| Peak season for travel | July |
| Flight distance | 2,786.63 km |
| Average flight time | 4 hours 25 minutes |
| Popular airline | Alaska Airlines |
Book United Airlines(UA) flights from San Diego to Chicago
- One way
- Round-trip
- direct cheapest
SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Wed, Sep 2|United AirlinesUS$130US$24848% offSearch48% offUS$248US$130 - SAN19:417h 23mNonstopORD05:04San Diego - Chicago|Wed, Sep 2|United AirlinesUS$135US$24846% offSearch46% offUS$248US$135
- SAN22:304h 3mNonstopORD04:33San Diego - Chicago|Thu, Sep 10|United AirlinesUS$153US$24838% offSearch38% offUS$248US$153
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Tue, Sep 8|United AirlinesUS$175SearchUS$175
- SAN12:416h 53mNonstopORD21:34San Diego - Chicago|Tue, Sep 8|United AirlinesUS$180SearchUS$180
- SAN06:184h 19mNonstopORD12:37San Diego - Chicago|Mon, Sep 7|United AirlinesUS$188SearchUS$188
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Mon, Aug 31|United AirlinesUS$188SearchUS$188
- SAN16:084h 6mNonstopORD22:14San Diego - Chicago|Fri, Aug 28|United AirlinesUS$188SearchUS$188
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Wed, Sep 9|United AirlinesUS$189SearchUS$189
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Fri, Sep 4|United AirlinesUS$189SearchUS$189
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Thu, Sep 3|United AirlinesUS$190SearchUS$190
- SAN19:417h 20mNonstopORD05:01San Diego - Chicago|Mon, Sep 7|United AirlinesUS$194SearchUS$194
- SAN12:417h 49mNonstopORD22:30San Diego - Chicago|Mon, Aug 31|United AirlinesUS$194SearchUS$194
- SAN12:416h 49mNonstopORD21:30San Diego - Chicago|Thu, Sep 3|United AirlinesUS$195SearchUS$195
- SAN16:084h 6mNonstopORD22:14San Diego - Chicago|Fri, Aug 21|United AirlinesUS$224SearchUS$224
- SAN06:184h 19mNonstopORD12:37San Diego - Chicago|Mon, Aug 17|United AirlinesUS$229SearchUS$229
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Thu, Aug 20|United AirlinesUS$229SearchUS$229
- SAN16:084h 6mNonstopORD22:14San Diego - Chicago|Fri, Aug 14|United AirlinesUS$229SearchUS$229
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Mon, Aug 24|United AirlinesUS$229SearchUS$229
- SAN16:084h 6mNonstopORD22:14San Diego - Chicago|Thu, Aug 13|United AirlinesUS$229SearchUS$229
- SAN12:416h 49mNonstopORD21:30San Diego - Chicago|Fri, Aug 21|United AirlinesUS$229SearchUS$229
- SAN22:404h 3mNonstopORD04:43San Diego - Chicago|Sun, Aug 30|United AirlinesUS$233SearchUS$233
- SAN08:0010h 4m1 stopsORD20:04San Diego - Chicago|Tue, Sep 8|United AirlinesUS$177SearchUS$177
- SAN08:008h 30m1 stopsORD18:30San Diego - Chicago|Mon, Aug 31|United AirlinesUS$192SearchUS$192
- SAN08:008h 30m1 stopsORD18:30San Diego - Chicago|Fri, Aug 28|United AirlinesUS$192SearchUS$192
- SAN08:008h 30m1 stopsORD18:30San Diego - Chicago|Fri, Aug 21|United AirlinesUS$226SearchUS$226
- SAN10:137h 52m1 stopsORD20:05San Diego - Chicago|Mon, Aug 17|United AirlinesUS$233SearchUS$233
- SAN08:008h 30m1 stopsORD18:30San Diego - Chicago|Thu, Aug 20|United AirlinesUS$233SearchUS$233
- SAN06:206h 16m1 stopsORD14:36San Diego - Chicago|Fri, Aug 14|United AirlinesUS$233SearchUS$233
- SAN08:008h 30m1 stopsORD18:30San Diego - Chicago|Mon, Aug 24|United AirlinesUS$233SearchUS$233
SAN13:008h 30mNonstopCHI14:00San Diego - Chicago|Mon, Sep 6|Normal AirlineMore cheap flightsMore cheap flights
United Airlines(UA) flights from San Diego to Chicago & Flight Schedule
Flight info.
Departure
Arrival
Weekly Schedule
-
UA1100
United Airlines
22:40
SAN
04:43
ORD
S M T W T F SSearch -
UA2486
United Airlines
16:45
SAN
22:49
ORD
S M T W T F SSearch -
UA1779
United Airlines
14:15
SAN
20:36
ORD
S M T W T F SSearch -
UA2278
United Airlines
19:41
SAN
05:01
ORD
S - - W T F SSearch -
UA2667
United Airlines
06:15
SAN
07:18
LAX
S M T W T F SSearch -
UA1946
United Airlines
08:15
LAX
14:35
ORD
S M T W T F SSearch -
UA2476
United Airlines
08:50
SAN
12:10
DEN
S M T W T F SSearch -
UA675
United Airlines
16:15
DEN
19:43
ORD
S M T W T F SSearch -
UA1835
United Airlines
12:41
SAN
14:25
SFO
S M T W T F SSearch -
UA1835
United Airlines
15:10
SFO
21:45
ORD
S M T W T F SSearch -
UA2760
United Airlines
08:00
SAN
13:13
IAH
S M T W T F SSearch -
UA1813
United Airlines
15:35
IAH
18:30
ORD
S M T W T F SSearch -
UA2760
United Airlines
08:00
SAN
13:13
IAH
S M T W T F SSearch -
UA1464
United Airlines
17:06
IAH
20:05
ORD
S M T W T F SSearch
United Airlines(UA) flights from San Diego to Chicago Flight Booking FAQ
-
Which airlines offer direct flights from San Diego to Chicago?
At the moment, you can catch a nonstop flight from San Diego to Chicago with the following airlines, including: Alaska Airlines American Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days. -
How long is a flight from San Diego to Chicago?
It takes about 4 hours 25 minutes to fly from San Diego to Chicago. -
When is the best time to book flights from San Diego to Chicago?
By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from San Diego to Chicago is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals. -
How many flights are there per week from San Diego to Chicago?
Based on Trip.com data in the past 4 weeks, there is 84 flight per week flying from San Diego to Chicago. You can check the weekly schedule for popular airlines on this route below: American Airlines: S/M/T/W/T/F/S -- AA518 (06:36) -
When are flight tickets from San Diego (SAN) to Chicago (CHI) the cheapest?
The cheapest months to fly from San Diego to Chicago is September, when demand for travel is lower. -
Which upcoming date is cheapest to fly from San Diego to Chicago on?
After crunching the numbers on our August flight calendar, it's currently cheapest to fly from San Diego to Chicago on August 29, 2026 with Alaska Airlines, with prices starting at US$205. -
Which airports can I fly to for Chicago from San Diego?
You can land at any one of the following hubs in Chicago, with San Diego International Airport to O'Hare International Airport (SAN-ORD) is by far the most common option on this route: Chicago Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD). -
Is there any time difference between San Diego and Chicago?
The time difference between Chicago and San Diego is 2h. -
How do I change or cancel my ticket from San Diego to Chicago?
Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
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