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$93+ Cheap flights from Ontario (ONT) to Midway (MDW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/16. Fares are subject to change and may not be available on all flights or dates of travel.
ONT — MDW
Jul 16 — Jul 231
Wed 7/16
Wed 7/23
1 adult, Economy
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Cheapflights Tip: The best prices from Ontario to Chicago Midway are usually found in October or September, booked 54 days in advance, depart on a Wednesday or Tuesday and return on a Tuesday

Cheap flight deals from Ontario to Midway

Discover tips and strategies to find the most affordable flight options for your journey from Ontario (ONT) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated July 11, 2025.

Round-trip from

$253
(Frontier)

One-way from

$93
(Southwest)

Popular in

January

Cheapest in

October

Average price

$377

Good round-trip deal

$397 or less

Good one-way deal

$208 or less
From Ontario to Chicago Midway
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One-way flight from Ontario to Chicago Midway
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Highest demand for flights based on searches. 23% potential increase in price ($101 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Ontario to Chicago Midway.
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Price to beat on a one-way flight from Ontario to Chicago Midway.
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Find flight deals from Ontario to Midway

Cheapest flights from Ontario to Midway
Explore the most affordable flight options available from Ontario to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 11, 2025.

This Frontier deal was found by Cheapflights users on 7/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/312:59 amONT - MDW
1 stop8h 42mFrontier
Sat 8/98:05 amMDW - ONT
2 stops15h 47mFrontier
Deal found 7/10$253
This Southwest deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/118:30 pmONT - MDW
1 stop6h 40mSouthwest
Sun 9/1412:45 pmMDW - ONT
Nonstop4h 10mSouthwest
Deal found 7/9$256
This Delta deal was found by Cheapflights users on 7/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/57:05 amONT - MDW
1 stop7h 05mDelta
Sat 8/912:43 pmMDW - ONT
1 stop8h 37mDelta
Deal found 7/9$257

Cheapflights Fare Finder

Customize your flight search to find flights from Ontario to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.

Fly from

Ontario

Fly to

Midway

Route

Depart

Return

Price

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sun 8/3

12:59 am-11:41 am

1 stop8h 42m

Chicago Midway

Sat 8/9

8:05 am-9:52 pm

2 stops15h 47m

$253

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 9/11

8:30 pm-5:10 am

1 stop6h 40m

Chicago Midway

Sun 9/14

12:45 pm-2:55 pm

Nonstop4h 10m

$256

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Mon 8/4

10:05 pm-9:45 am

1 stop9h 40m

Chicago Midway

Tue 8/12

12:43 pm-7:11 pm

1 stop8h 28m

$257

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 8/16

11:15 am-9:20 pm

1 stop8h 05m

$93

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 8/14

12:59 am-11:41 am

1 stop8h 42m

$102

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Tue 8/12

7:05 am-5:47 pm

1 stop8h 42m

$129

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/10

The best insider tips for Ontario to Chicago Midway Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Ontario to Chicago Midway Airport trip
Airports
ONT

ONT's TSA security is smoother and quicker than LAX, making it ideal for weekday business travelers.

Read more about ONTby Bill Fink
MDW

Use the 'L' train for a quick, affordable ride to downtown Chicago from MDW, taking less than 30 minutes.

Read more about MDWby Ramsey Qubein
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Bill Fink

Bill Fink

Expert on ONT

Bill Fink

Bill Fink

Bill is an award-winning travel writer with extensive credits covering airlines and the aviation industry for publications including AARP, AFAR, The Points Guy and Yahoo. Based in Portland, Oregon, Bill has traveled to more than 75 countries - and been late for his flight in most of them. He once achieved top-level frequent flier status for all of American, Delta and United Airlines during a single year.

Read more

Best time to book a flight from Ontario to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from Ontario with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Ontario to Chicago Midway Airport

How far ahead should I book a flight from Ontario to Chicago Midway Airport?

Use this chart to determine the optimal time to book a round-trip flight from Ontario to Midway. Price data was last updated on June 27, 2025.

Booking 54 days in advance of your planned departure date is, on average, the best time to get cheap flights from Ontario to Chicago Midway Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Ontario to Chicago Midway Airport?

Currently, April is the cheapest month in which you can book a flight from Ontario to Chicago Midway Airport (average of $160). Flying from Ontario to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ONT to MDW?

Find hourly flight availability from Ontario to Midway. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 11, 2025.

It’s typically best to fly out from Ontario to Chicago Midway Airport in the evening. Doing so could potentially save you 54% on the flight price compared to flying at noon, which is usually more expensive.

Reviews of airlines servicing Midway

Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated July 11, 2025.
See what other customers who have flown with Southwest, Delta, and Frontier from Ontario to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Southwest
8.0
Very good
4,249 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Delta
8.0
Very good
7,951 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.
Frontier
5.9
Fair
3,271 reviews
Southwest
8.0
Very good
4,249 reviews

Food

7.0

Overall

8.0

Entertainment

7.6

Crew

8.6

Comfort

8.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Merlyn,Feb 2025

LAX - SMF

New Terminal is neat, lost of stores and places to catch a bite.

Related info for your journey

Find useful and relevant information for your journey from Ontario to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Ontario to Chicago Midway?

    Ontario (ONT), located 3.1 mi from the city center, is the airport you fly out of when you book flights from Ontario to Chicago Midway. 3 airlines have flights from Ontario to Chicago Midway on a regular basis. Booking flights from Ontario to Chicago Midway should not be difficult; the airport handles an average of 0 outbound flights to Chicago Midway per day.

  • What are the cheapest airlines flying from Ontario to Chicago Midway Airport round-trip?

    According to our current data, Frontier ($253), Southwest ($256), and Delta ($257) offers the cheapest pricing from Ontario to Chicago Midway Airport. Frontier is currently priced 24% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Ontario to Chicago Midway Airport one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $93. Frontier flights start at $102 while deals on Delta start at $129 one-way.

  • What are the cheapest flights from Ontario to Chicago Midway Airport?

    Looking at all options, your cheapest flight can be booked for $149. While the most popular route (Ontario - Chicago Midway) can be booked for $185 on average our data indicates $367 when flying from Ontario to Chicago Midway Airport.

  • Can I find deals for flights from Ontario to Midway that include hotel bookings?

    Yes. In addition to deals on Ontario to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ontario to Midway?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ontario to Midway.

  • Can I find deals for business class flights from Ontario to Midway?

    Yes. Cheapflights offers flight deals from Ontario to Midway by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Ontario to Chicago Midway Airport?

    Currently, April is the cheapest month in which you can book a flight from Ontario to Chicago Midway Airport (average of $160). Flying from Ontario to Chicago Midway Airport in November is currently the most expensive (average of $249). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Ontario?

Book flights to Ontario if you plan to visit one of these locations
Merrillville
Lansing
Hammond
Benton Harbor
Porter
Valparaiso
Chesterton

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Top 3 airlines flying from Ontario to Midway

Discover the top 3 airlines that operate flights from Ontario to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$191FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$237Average$413FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$468FlexibilityNo cancel feeOn-timeN/A

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