$60 Cheap Flights from San Diego (SAN) to Chicago (ORD)
Cheap Flights from San Diego (SAN) to Chicago (ORD) start at $35 for one-way and $70 for round trip. Earn your airline miles on top of our rewards!
Find Cheap Flights from San Diego to Chicago - Google Flights
Flights from San Diego to Chicago. Use Google Flights to plan your next trip and find cheap one way or round trip flights from San Diego to Chicago. Find the best flights fast, track...
Cheap Flights from San Diego to Chicago | United Airlines
Find United Airlines cheap flights from San Diego to Chicago. Enjoy a San Diego to Chicago modern flight experience in premium cabins with Wi-Fi.
$43 CHEAP FLIGHTS from San Diego to Chicago (SAN - CHI) - KAYAK
Our data shows that the cheapest route for a return flight from San Diego to Chicago cost $265 and was between San Diego (SAN) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly from San Diego (SAN) to Chicago Midway Airport (MDW).
Southwest® flights from San Diego to Chicago (O'Hare) from $204*
Fly one-way from San Diego to Chicago (O'Hare) starting at $204. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.
Southwest® flights from San Diego to Chicago (Midway) from …
Fly one-way from San Diego to Chicago (Midway) starting at $171. Bundle your Southwest Airlines® flight with a hotel or rental car booking and find even more savings.
$43 CHEAP FLIGHTS from San Diego to Chicago O'Hare (SAN - ORD) - KAYAK
Recommended round-trip deals departing in the coming months from the most popular airlines that fly from San Diego to O'Hare Intl. Discover the best prices and deals for you by selecting your travel dates. Only flying one-way? Below are some of the best one-way flight deals from San Diego to O'Hare Intl found on KAYAK recently.
Direct (non-stop) flights from San Diego to Chicago
San Diego (SAN) to Chicago (ORD) flight schedule. The monthly calendar shows every direct flight departure from San Diego International Airport (SAN) with all airlines. Click on a date to see a list of flights or search for the best prices.
$78+ Flights from San Diego to Chicago | Cheapflights
3 days ago · Explore the most affordable flight options available from San Diego to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.
$47 Flights from San Diego (SANA) to Chicago (MDW) - Skyscanner
San Diego International Airport (SAN) to Chicago Midway International Airport (MDW) is the most popular route. There are 15 direct departures a week to choose from. If you prefer starting your day later, hop on the last flight with Southwest Airlines at 19:05.