Popular in | June |
---|---|
Cheapest in | September |
Round-trip from | $222 |
One-way from | $46 |
Departing on a Tuesday is a good option for securing a great price. You can expect to save up to 19% when planning your travel around this day of the week.
When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 52 days in advance, which can save you up to 27% on flights from San Diego to Chicago compared to booking the week you need them. Waiting 52 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $317. For sooner than that we have options available in the next 3 days from $388.
The best pricing can be found in the month of September. Prices to Chicago from San Diego average $400. You can even find prices in September for less than $400, as users have found deals to Chicago from as low as $133. The month of June appears to be one of the more expensive times to travel to Chicago from San Diego. Flying in the targeted month can save you up to 15%.
It’s optimal to fly from San Diego to Chicago in the afternoon. By choosing this option you can save up to 19% on the cost of your flight, compared to a flight in the morning.
If you’re traveling from San Diego to Chicago, one of the more common airlines traveling that route is Spirit Airlines. San Diego to Chicago flights are typically 25% cheaper than other airlines traveling the same route. Flights from Spirit Airlines typically cost $472.97 RT. The cheapest Spirit Airlines flight found for this route was $327. When traveling from San Diego to Chicago on Spirit Airlines, the most popular airport to depart from is San Diego Airport and the most popular airport to arrive at is Chicago O'Hare Intl Airport. When flying from San Diego to Chicago, Spirit Airlines flights are 11% more popular than any other airline flying that same route.
If you’re traveling from San Diego to Chicago, one of the more common airlines traveling that route is American Airlines. Flights from American Airlines traveling this route typically cost $440.80 RT. This price is typically 103% more expensive than other airlines that offer San Diego to Chicago flights. When booking this route, the cheapest RT price found was $218. The most popular departure airport in San Diego when flying to Chicago is San Diego Airport. The most popular airport to fly into when visiting Chicago is Chicago O'Hare Intl Airport. When flying from San Diego to Chicago, American Airlines flights are 3% more popular than any other airline flying that same route.
Fly from
Fly to
Budget
$117 - $308
Route
Depart
Return
Price
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare Intl
Tue 9/10
2 stops19h 31m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare Intl
Wed 9/4
1 stop19h 23m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Thu 8/22
1 stop10h 35m
Chicago O'Hare Intl
Wed 8/28
1 stop26h 35m
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Tue 9/17
1 stop26h 28m
Chicago Midway
Sat 9/21
1 stop11h 30m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Mon 6/10
1 stop7h 00m
Chicago O'Hare Intl
Wed 6/12
1 stop11h 08m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Wed 8/28
1 stop12h 58m
Chicago O'Hare Intl
Wed 9/4
1 stop7h 45m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Tue 7/16
1 stop8h 51m
Chicago O'Hare Intl
Tue 7/23
1 stop28h 27m
San DiegoChicago O'Hare Intl
SAN - ORD
SANORD
San Diego
Thu 6/13
1 stop7h 18m
Chicago O'Hare Intl
Wed 6/19
1 stop11h 55m
San DiegoChicago Midway
SAN - MDW
SANMDW
San Diego
Sat 10/19
1 stop8h 30m
Chicago Midway
Tue 10/22
1 stop8h 31m
CHI Temperature | 23 - 73.4 °F |
---|
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Boarding
Entertainment
Food
Crew
Comfort
Overall
Reviews
Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
1%of flight departures | Early morningMidnight to 6 am |
---|---|
61%of flight departures | Morning6 am to noon |
21%of flight departures | AfternoonNoon to 6 pm |
17%of flight departures | Evening6 pm to midnight |
Sunday | 31daily flights |
---|---|
Monday | 32daily flights |
Tuesday | 27daily flights |
Wednesday | 25daily flights |
Thursday | 31daily flights |
Friday | 32daily flights |
Saturday | 25daily flights |
When you search for this flight from San Diego to Chicago, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.
It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from San Diego to Chicago.
Yes! Cheapflights helps users easily find flights from San Diego to Chicago with no change fees.
Yes! Start tracking prices for San Diego to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.