Journey information
Overview: San Diego, CA to Chicago, IL flight
Flights from San Diego, CA to Chicago, IL depart on average 37 times per day, taking around 4h 33m. Cheap flight tickets for this journey start at $86 (€69) if you book in advance.
There are 8 flights per day. The earliest flight runs at 05:00, the last at 23:58. The fastest flight covers the 1729 miles (2784 km) distance in 3h 59m. February is the cheapest month to fly.
Distance 1729 miles (2784 km) |
Average flight duration 4h 33m |
Cheapest ticket price $86 (€69) |
Flights per day 37 |
Direct flights 8 |
Fastest flight 3h 59m |
Cheapest month February |
First flight 05:00 |
Last flight 23:58 |
The cheapest and fastest flights from San Diego, CA to Chicago, IL
Cheapest price
$149
Average price
$243
Fastest journey
4 h 18 m
Average duration
4 h 26 m
Flights per day
3
Distance
2784 km
The best way to find a cheap flight ticket from San Diego, CA to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from San Diego, CA to Chicago, IL will cost around $243 if you buy it on the day, but the cheapest tickets can be found for only $149.
Of the 3 flights that leave San Diego, CA for Chicago, IL onWed, Feb 25, 3 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Wed, Feb 25 the direct flights cover the 2784 km distance in an average of 4 h 26 m but if you time it right, some flights will get you there in just 4 h 18 m .
On Wed, Feb 25 the longest flights will take 4 h 32 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.






Travel Information
Compare train, bus, and flight for San Diego, CA to Chicago, IL
Omio recommends booking the train as it is the most popular option from San Diego, CA to Chicago, IL among Omio's users. If you are prioritising price take the flight with prices starting from $86. For those with little time consider booking a flight which can get you there in 4h 33m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.8 - 2.5kg. The ticket price range depends on the travel mode: a flight costs an average of $86, and a train costs an average of $202.
Distance: 1729 miles (2784 km)
Compare flight with
| Flight | Most popular Train | Bus |
|---|---|---|
$292 Average price Cheapest | $596 Average price | $358 Average price |
7h 33m Average total duration Fastest 4h 33m Onboard + 3h 0m Additional time* | 48h 54m Average total duration 48h 24m Onboard + 30m Additional time* | 49h 18m Average total duration 48h 48m Onboard + 30m Additional time* |
8.4 - 16.7kg CO2 emissions | 0.8 - 2.5kg CO2 emissions Lowest | 2.8 - 7.0kg CO2 emissions |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company |
Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
Live departures
San Diego, CA to Chicago, IL flight times
The table below shows live departures for San Diego, CA to Chicago, IL flights for today, Tuesday, February 24. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 2:19 PM San Diego, CA | 4h16 | 6:35 PM Chicago, IL | 0 transfersDirect | |
![]() | 9:58 PM San Diego, CA | 4h17 | 2:15 AM Chicago, IL | 0 transfersDirect | |
![]() | 11:08 PM San Diego, CA | 4h18 | 3:26 AM Chicago, IL | 0 transfersDirect | |
| Wednesday, February 25 | |||||
![]() | 1:10 AM San Diego, CA | 4h27 | 5:37 AM Chicago, IL | 0 transfersDirect | |
This is the last flight of the day. | |||||
Find all the dates and times for this journey
Compare prices and tickets San Diego, CA to Chicago, IL by train, bus, or flight
Compare train, bus, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Feb 25
Feb 26
Feb 27
Feb 28
Mar 01
Mar 02
Mar 03
Why should you book San Diego, CA to Chicago, IL flights with Omio?
Why book with Omio vs Spirit Airlines?
- Compare with other providers: On Omio, you can not only buy tickets for Spirit Airlines, but also compare tickets for the likes of American Airlines or United to find the best option for your trip from San Diego, CA to Chicago, IL.
- Designed for International Travelers: Omio is in your language including 24/7 customer service and offers multiple payment options, including PayPal, credit cards, and bank transfer, in your preferred currency.
- Compare all your options: Omio allows you to compare Spirit Airlines with all available travel options, which are train, bus and flight to ensure you get the best deal for traveling from San Diego, CA to Chicago, IL.
Why book with Omio over Edreams, Kayak or Trip?
- Compare with other providers: On Omio, you can also compare tickets for the likes of American Airlines or United to find the best option for your trip from San Diego, CA to Chicago, IL.
- Multiple modes of transport: Omio allows you to compare travel options including train, bus and flight to find the ideal travel option from San Diego, CA to Chicago, IL.
Airlines: Spirit Airlines, American Airlines, United from San Diego, CA to Chicago, ILFind the best flights between San Diego, CA to Chicago, IL with Omio's travel partners Spirit Airlines, American Airlines, United from $86 (€69). We can find you the best deals, schedules and tickets when comparing and booking the best trip.
United
American Airlines
Spirit Airlines
FAQs: San Diego, CA to Chicago, IL Flight
Find answers to the most common questions about traveling from San Diego, CA to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

- Chicago Air and Water Show, an exhilarating display of military and civilian aircraft performing daring maneuvers over Lake Michigan
- Lollapalooza, a massive music festival featuring top artists across multiple genres in Grant Park
- Chicago Gourmet, a premier culinary event celebrating the city's vibrant food scene with tastings, cooking demonstrations, and wine pairings.
- Memorial Day, the unofficial start of summer with vibrant outdoor activities and events
- Independence Day, spectacular fireworks and festive celebrations throughout the city
- Labor Day, a lively atmosphere with various festivals and pleasant weather.
popular airports
Popular airports from San Diego, CA to Chicago, IL
- Free Wi-Fi available throughout the airport.
- Shops in terminals 1 and 2, including Duty-Free and Hudson News.
- Parking available, price varies.
- Restaurants in terminals 1 and 2, including fast food and sit-down options like The Counter and Phil's BBQ
- Available outside the terminal.
- Elevators, ramps
- Available throughout the airport.
- Hotels nearby, Sheraton San Diego Hotel & Mari within walking distance.
- Showers available at the Airspace Lounge, access fee required.
- Lounges available, including United Club and Airspace Lounge.
- Lost and Found located in terminal 2 East, baggage claim area.
- Car rental services available at Rental Car Center, free shuttle from terminals
- Bus Route 992, Airport Station, 4.8 km
- Free Wi-Fi available throughout the airport.
- Shops are located in all terminals, including duty-free and brands like Hudson and MAC Cosmetics.
- Parking available with options including hourly, daily, and economy lots, approximately 2.85€ ($3) per hour.
- Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
- Available outside the terminal.
- Elevators, ramps, toilets
- Available throughout the airport.
- Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby.
- Showers are available in some lounges, such as the United Club, but access may require a fee or membership.
- Lounges available, including United Club and American Airlines Admirals Club.
- Lost and Found located in terminal 1, near the baggage claim area.
- Car rental services are available at the Multi-Modal Facility, with companies like Hertz and Avis.
- CTA Blue Line, O'Hare Station, 45 minutes to city center
More options for your journey from San Diego, CA to Chicago, IL
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