San Diego to Chicago Flight Tickets
Compare the best flight deals from San Diego to Chicago
About San Diego - Chicago Flights
Find the best prices for flights between San Diego (United States) and Chicago (United States) on Tripuck. We compare prices from hundreds of airlines to offer you the best options.
San Diego has 2 airports, while Chicago has 6 airports. Compare flights between all airports to find the best deal.
Cheapest Months for San Diego - Chicago Flights
Best month to fly
May 2026 - 3,512 ₺
May 2026
3,512 ₺
1 stops
CheapestAugust 2026
7,069 ₺
2 stops
| Ay | Flight Type | Price |
|---|---|---|
| May 2026Cheapest | 1 stops | 3,512 ₺ |
| August 2026 | 2 stops | 7,069 ₺ |
Prices may change. Based on recent searches.
Popular San Diego - Chicago Flights
San Diego - Chicago
Chicago - San Diego
Airlines on San Diego - Chicago Route
| Havayolu | Uçuş Tipi | Fiyat |
|---|---|---|
 Frontier Airlines | 1 stops | 3,512 ₺ |
San Diego Airports
Chicago Airports
Alternative Routes
Alternative Routes from San Diego
San Diego - Chicago Flight Summary
Cheaper tickets are usually available on weekdays and with early bookings.
San Diego and Chicago - Airport Transportation
San Diego International Airport (SAN)
How to Get to the Airport
Metro/Train: You can reach San Diego International Airport from Santa Fe Depot by taking the COASTER line. The journey takes approximately 20 minutes. Services run every 30 minutes and operate from 05:00 to 22:00.
Bus (Route 992): You can reach the airport from the Santa Fe Depot in the city center with the Route 992 bus. The journey takes approximately 15 minutes, and buses depart every 15 minutes.
Free Shuttle (San Diego Flyer): You can reach the airport from the Old Town Transit Center with the free San Diego Flyer shuttle. The journey takes about 10-15 minutes, and services run every 20-30 minutes.
Taxi: You can reach the airport from the city center by taxi. The journey takes 10-20 minutes depending on traffic. Taxi stands can be easily found in the city center.
Car Rental: You can reach the airport by renting a car from car rental offices in the city center. The journey takes approximately 15-20 minutes.
O'Hare International Airport (ORD)
From Airport to City Center
Metro/Train: The CTA Blue Line Train is the most convenient option for transportation from O'Hare International Airport to downtown Chicago. The airport station is directly connected to Terminals 1, 2, and 3. Access from Terminal 5 is possible via a free shuttle train. The journey takes approximately 40-45 minutes. Services operate 24 hours a day, with trains running every 5-10 minutes during peak hours.
Bus (CTA and Private Shuttles): Buses connecting O'Hare Terminals 1, 2, 3, and 5 operate routes to downtown. The journey time varies between 45-60 minutes depending on traffic conditions. Services run every 15-30 minutes and generally operate from 5:00 AM to 11:45 PM.
Taxi: Official taxi stands at O'Hare are located at each terminal exit and provide direct transportation to downtown. The journey time varies between 30-60 minutes depending on traffic. Taxi services are available 24 hours a day.
Airport App-Based Rides (Uber/Lyft): Apps like Uber and Lyft operate in designated pickup areas at O'Hare. Journey time and cost can vary based on traffic and demand.
Car Rental: Various car rental companies are available at the airport. Car rental options can be arranged at offices located at terminal exits or at rental centers accessible via shuttle services.