How much is a flight from San Diego to Chicago Midway?

Prices vary based on date, airline, and availability. Compare several options if you're flying between San Diego and Chicago.

Pick a travel date to see today’s available fares.

Fares change often — checking several times throughout the week can make a big difference. Booking in advance often means access to lower prices for the San Diego - Chicago Midway route.

Which airports near San Diego or Chicago offer flights?

In many cases, using a nearby airport can improve your chances of finding direct flights or better rates.

• Airports in San Diego: Besides San Diego - International, you can also try McClellan-Palomar.
• Airports in Chicago: 3 options available in Chicago - Midway, O'Hare, Rockford.

Secondary airports can offer faster travel thanks to shorter lines and quicker boarding times than major ones.

Plan your perfect flight from San Diego to Chicago Midway

Jetcost gives you full control over your flight search. Filter by date, time, duration, price, and airline. See round-trip and one-way options from low-cost and full-service carriers and more.

Other popular destinations

Planning a trip to United States? Other frequent searches include: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Some airlines include baggage in the fare, others don’t — always check the details before booking. If you're looking for round-trip flights, you can easily see the most convenient combinations.