$103 Cheap Flights from Ontario (ONT) to Chicago (MDW)

View $103 flight on Tue, Nov 11, 2025Opens in a new window

Popular airlines from Los Angeles - Ontario Intl. Airport (ONT) to Chicago Midway Airport (MDW)

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Cheap Flights from Ontario to Chicago (ONT-MDW)

Prices were available within the past 7 days and start at $103 for one-way flights and $185 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Wed, Aug 27 - Wed, Sep 3
ONT
Ontario
MDW
Chicago
$185 Roundtrip, found 3 days ago
$185
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Aug 27 from Ontario to Chicago, returning Wed, Sep 3, priced at $185 found 3 days ago
Southwest Airlines
Sat, Oct 11 - Sat, Oct 18
ONT
Ontario
MDW
Chicago
$190 Roundtrip, found 4 days ago
$190
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, Oct 11 from Ontario to Chicago, returning Sat, Oct 18, priced at $190 found 4 days ago
Southwest Airlines
Sat, Aug 16 - Mon, Aug 18
ONT
Ontario
MDW
Chicago
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Sat, Aug 16 from Ontario to Chicago, returning Mon, Aug 18, priced at $195 found 3 days ago
Southwest Airlines
Wed, Oct 22 - Tue, Oct 28
ONT
Ontario
MDW
Chicago
$195 Roundtrip, found 3 days ago
$195
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Ontario to Chicago, returning Tue, Oct 28, priced at $195 found 3 days ago
Southwest Airlines
Wed, Aug 27 - Sat, Aug 30
ONT
Ontario
MDW
Chicago
$199 Roundtrip, found 3 days ago
$199
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Aug 27 from Ontario to Chicago, returning Sat, Aug 30, priced at $199 found 3 days ago
Southwest Airlines
Tue, Sep 23 - Fri, Sep 26
ONT
Ontario
MDW
Chicago
$200 Roundtrip, found 4 days ago
$200
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Sep 23 from Ontario to Chicago, returning Fri, Sep 26, priced at $200 found 4 days ago
Southwest Airlines
Tue, Sep 9 - Sat, Sep 13
ONT
Ontario
MDW
Chicago
$205 Roundtrip, found 4 days ago
$205
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Tue, Sep 9 from Ontario to Chicago, returning Sat, Sep 13, priced at $205 found 4 days ago
Southwest Airlines
Wed, Oct 22 - Tue, Oct 28
ONT
Ontario
MDW
Chicago
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Southwest Airlines flight, departing Wed, Oct 22 from Ontario to Chicago, returning Tue, Oct 28, priced at $214 found 3 days ago
Delta
Wed, Aug 13 - Wed, Aug 27
ONT
Ontario
MDW
Chicago
$222 Roundtrip, found 3 days ago
$222
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Aug 13 from Ontario to Chicago, returning Wed, Aug 27, priced at $222 found 3 days ago
Frontier Airlines
Mon, Aug 11 - Sat, Aug 16
ONT
Ontario
MDW
Chicago
$228 Roundtrip, found 3 days ago
$228
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Mon, Aug 11 from Ontario to Chicago, returning Sat, Aug 16, priced at $228 found 3 days ago

Find the cheapest month to fly from Ontario (ONT) to Chicago (MDW)

October is typically the cheapest month to fly

From $118 - $369 per traveler.

Graph displaying average flight prices per month

Alternative airports near Chicago

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

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city center is 23 minutes. Flights from $304
ORD
O'Hare Intl.
Cheapest
Average driving time to city center23 min
Flights from $304
Flights from Ontario (ONT) to Chicago (MDW)
Origin airport
Los Angeles - Ontario Intl.
Destination airport
Midway Intl.
Airlines serving
Delta, Frontier Airlines, Southwest Airlines
Roundtrip price
$184
Distance
1702 mi
Average flight time
3 hours 45 mins

Ontario to Chicago Flights

The cheapest times to fly from Ontario to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Ontario to Chicago are during the month of August. You can find some of the cheapest flights from Ontario to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Ontario to Chicago

Sunday is one of the best days to book for cheap flights from Ontario to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Ontario to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Ontario to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $103 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Ontario to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Ontario to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW) cost?
Cheap return flights from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW) start from $172. This information is based on the cheapest price found on Expedia for this return journey departing within the next three months. This airfare is for a Southwest Airlines and Spirit Airlines flight leaving ONT on August 6 2025 and touching down at MDW. The price was last updated on July 13 2025 and has not changed since.
What is the cheapest month to fly from ONT to MDW?
The cheapest flights from ONT to MDW are usually during off-peak season, when demand is lower. To save money, avoid flying during public holidays, school breaks and major local events.
Which airlines fly direct from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
Board a nonstop flight with Southwest Airlines and travel straight from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW).
What is the cheapest airline that flies from ONT to MDW?
Book a flight from ONT to MDW with Southwest Airlines. This carrier currently has the cheapest one-way fare for this route, starting at $103. This fare is based on the lowest price found on Expedia departing within the next three months. The flight takes off from ONT on August 31 2025. Prices were last updated on July 13 2025 and have not changed since.
How many flights per day from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
On average, Los Angeles - Ontario Intl. Airport (ONT) has 6 nonstop flights to Midway Intl. Airport (MDW) each week. For more options, use Expedia's filter tool to discover flights with one or two stops. Squeeze in a quick visit to another location or simply break up your travels.
What are the most popular departure times for flights from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
More travelers fly between ONT and MDW at 11 AM than at any other time of day. Rather go when it's quieter? Pick a flight outside the busiest times and you're likely to save on your ticket as well.
What day of the week has the most flights from ONT to MDW?
Friday has the most flights from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW). Consider taking off on this day and you'll have a greater chance of finding a schedule that works for you.
What is the earliest flight from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
Los Angeles - Ontario Intl. Airport (ONT)'s earliest flight to Midway Intl. Airport (MDW) is at approximately 11:15AM UTC-8. With a flight time of 3h 45m, you'll land at around 5:00PM UTC-6.
How long does it take to fly from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
It takes about 3 hours and 45 minutes to fly the 1,700 mi from ONT to MDW.
What is the best time to fly from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
To avoid possible delays on the Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW) route, travel before 3 PM. Later flights are 22% more likely to be canceled.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Los Angeles - Ontario Intl. Airport (ONT)?
Midway Intl. Airport (MDW) is the only airport in Chicago with direct flights from Los Angeles - Ontario Intl. Airport (ONT). Consider the available options and discover cheap fares on Expedia.
Is it cheaper to buy a plane ticket from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW) last-minute?
Waiting until right before your break to book a ticket from ONT to MDW often results in higher prices. Although you may find some last-minute discounts, they aren't always guaranteed. Be flexible with your travel plans to maximize your chances of getting a bargain.
Is it cheaper to book an ONT to MDW flight and hotel package?
Securing an ONT to MDW flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your trip in one place. Choose from our impressive range of hotels and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Los Angeles - Ontario Intl. Airport (ONT) to Midway Intl. Airport (MDW)?
If you booked your ONT to MDW flight within the last 24 hours, you may be able to modify or cancel it without fees. Depending on the airline and the fare type you purchased, additional charges may apply for changes after that time. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal for further details.

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