$155 Cheap Flights from Orange County (SNA) to Chicago (MDW)

Popular airlines from John Wayne Airport (SNA) to Chicago Midway Airport (MDW)

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Cheap Flights from Orange County to Chicago (SNA-MDW)

Prices were available within the past 7 days and start at $155 for one-way flights and $249 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Southwest Airlines
Southwest Airlines
Delta
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines
Southwest Airlines

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Frequently asked questions

How much does a flight from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) cost?
You can find cheap one-way flights from $155 and cheap return flights from $249 Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) with Expedia. One-way flights generally range between $192 and $506, and roundtrip flights usually range from $382 to $818. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
February is the cheapest month to fly from Orange County, CA (SNA) to Chicago, IL (MDW), with average round-trip fares around $369. This is about 24% lower than the average price throughout the year, as February is typically a quieter travel month. Other affordable months to consider are April and December.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
Enter SNA to MDW and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
Frontier Airlines is one of the cheapest airlines offering connecting flights from John Wayne (SNA) to Midway Intl. (MDW) with a layover in Denver Intl. (DEN), starting from around $203. Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
To find a cheap flight from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
For your flight from Orange County (SNA) to Chicago (MDW), February and December are the best months to consider. Average prices are around $369, and these months provide a good mix of affordability and seasonal charm, making your travel experience delightful.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
From Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.), the earliest flight typically departs at around 6:45 AM. This seasonal service is available in August, allowing you to arrive in Chicago with plenty of time to explore the city. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
The most popular departure times for flights from Orange County (SNA) to Chicago (MDW) are in the morning, from 6am to 9am. About 35% of passengers prefer this time window. Many major carriers, including Southwest Airlines, offer flights during this window. This timing works well because it allows you to arrive in Chicago with a full day ahead of you.
How long does it take to fly from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
Flying from SNA to MDW with a connection usually takes about 7 hours 30 minutes, traveling roughly 1,728 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
First class seats are offered on the SNA to MDW route with Delta Air Lines.
How do I earn miles on a Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) flight with Expedia?
It's easy to earn miles on a Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from John Wayne (SNA)?
When traveling from John Wayne (SNA) to Chicago, you can fly into Midway Intl. (MDW) and O'Hare Intl. (ORD). Some flights may connect through major hubs like Harry Reid Intl. (LAS), Sky Harbor Intl. (PHX), Denver Intl. (DEN) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) at the last minute?
Typically, booking a last minute flight from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) flight and hotel package?
Securing a Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) Chicago Vacation Packages is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.)?
If you booked your Orange County, CA (SNA-John Wayne) to Chicago, IL (MDW-Midway Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
John Wayne
Destination airport
Midway Intl.
Airlines serving
Delta, Southwest Airlines
Roundtrip price
$248
Distance
1728 mi
Average flight time
6 hours 50 mins

*Flight schedules are subject to change.

*Available to One Key members.

 

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