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Midway

$101+ 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 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
ONT — MDW
Apr 12 — Apr 191
Sun 4/12
Sun 4/19
1 adult, Economy
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Cheap 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 March 13, 2026.

This CheapOair deal was found by Cheapflights users on 3/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:15 am
ONT
-
MDW
1 stop13h 22m
Frontier
Mon 4/204:14 pm
MDW
-
ONT
1 stop9h 29m
Frontier
Deal found 3/9$222
This Expedia deal was found by Cheapflights users on 3/9. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/176:15 am
ONT
-
MDW
1 stop13h 22m
Frontier
Sun 4/194:11 pm
MDW
-
ONT
1 stop9h 45m
Frontier
Deal found 3/9$261
This Kiwi.com deal was found by Cheapflights users on 3/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/236:15 am
ONT
-
MDW
1 stop14h 07m
Frontier
Mon 4/271:35 pm
MDW
-
ONT
2 stops31h 14m
Frontier
Deal found 3/10$296
This Southwest deal was found by Cheapflights users on 3/8. 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.
Tue 3/3111:55 pm
ONT
-
MDW
Nonstop3h 45m
Southwest
Tue 4/711:00 am
MDW
-
ONT
Nonstop4h 15m
Southwest
Deal found 3/8$297
This Southwest deal was found by Cheapflights users on 3/10. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:55 pm
ONT
-
MDW
Nonstop3h 45m
Southwest
Wed 5/135:40 am
MDW
-
ONT
1 stop8h 35m
Southwest
Deal found 3/10$307
This Southwest deal was found by Cheapflights users on 3/12. 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.
Tue 4/2111:55 pm
ONT
-
MDW
Nonstop3h 45m
Southwest
Tue 4/284:00 pm
MDW
-
ONT
2 stops8h 10m
Southwest
Deal found 3/12$312
This Kiwi.com deal was found by Cheapflights users on 3/12. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/2311:47 am
ONT
-
MDW
2 stops32h 03m
Frontier
Thu 4/308:25 am
MDW
-
ONT
1 stop9h 05m
Frontier
Deal found 3/12$316

Find 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 March 13, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$222
(CheapOair)

One-way from

$101
(Kiwi.com)

Popular in

November

Cheapest in

December

Average price

$521

Good round-trip deal

$427 or less

Good one-way deal

$218 or less
Provider with most accurate pricing for Ontario-Chicago Midway flight deals.
Search Deals
Provider most trusted by Cheapflights users for Ontario-Chicago Midway flights.
Search Deals
From Ontario to Chicago Midway
Search Deals
One-way flight from Ontario to Chicago Midway
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Ontario to Chicago Midway.
Search Deals
Price to beat on a one-way flight from Ontario to Chicago Midway.
Search Deals

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 March 13, 2026.
Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 5/6

2:10 pm-10:00 pm

1 stop5h 50m

Chicago Midway

Mon 5/11

4:05 pm-10:40 pm

2 stops8h 35m

$350

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 4/9

11:55 pm-5:40 am

Nonstop3h 45m

Chicago Midway

Mon 4/13

5:15 pm-10:40 pm

1 stop7h 25m

$363

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Fri 5/8

6:50 pm-5:00 am

1 stop8h 10m

Chicago Midway

Fri 5/15

3:05 pm-9:15 pm

1 stop8h 10m

$375

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Fri 5/8

5:30 am-2:20 pm

2 stops6h 50m

Chicago Midway

Tue 5/12

4:00 pm-10:10 pm

2 stops8h 10m

$394

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Fri 5/15

3:00 pm-10:20 pm

1 stop5h 20m

Chicago Midway

Mon 5/18

4:05 pm-10:40 pm

2 stops8h 35m

$429

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 5/20

6:00 am-5:56 pm

2 stops9h 56m

Chicago Midway

Wed 5/27

10:55 am-6:36 pm

1 stop9h 41m

$433

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sun 4/5

11:55 pm-5:40 am

Nonstop3h 45m

Chicago Midway

Thu 4/9

6:00 am-9:55 am

1 stop5h 55m

$453
Quickest round-trip

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Mon 3/30

11:55 pm-5:40 am

Nonstop3h 45m

Chicago Midway

Thu 4/2

11:50 am-2:10 pm

Nonstop4h 20m

$486

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 8/20

11:55 pm-5:45 am

Nonstop3h 50m

Chicago Midway

Mon 8/24

6:40 am-11:25 am

1 stop6h 45m

$521

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 8/20

12:00 pm-9:46 pm

1 stop7h 46m

Chicago Midway

Mon 8/24

10:35 am-6:01 pm

1 stop9h 26m

$523

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/11

Showing 1-10 of 22 resultsSorted by cheapest first
1
2
3

Compare providers for flights from Ontario to Midway

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Ontario to Midway in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
JustAirTicketPrice Accuracy-Trust Score*1 star

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Ontario-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ontario-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ontario-Chicago Midway Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Ontario-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Ontario-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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

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

Currently, September is the cheapest month in which you can book a flight from Ontario to Chicago Midway Airport (average of $150). Flying from Ontario to Chicago Midway Airport in March is currently the most expensive (average of $256). 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 March 13, 2026.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Ontario to Chicago Midway Airport as you normally would.

The best insider tips for Ontario to Chicago Midway Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Ontario to Chicago Midway Airport trip
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

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 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

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 March 13, 2026.
See what other customers who have flown with Southwest 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
4,318 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Southwest
8.0
Very good
4,318 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.
Frontier
5.7
Fair
3,031 reviews
Southwest
8.0
Very good
4,318 reviews

Crew

8.6

Overall

8.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Reviews

1 / 20
10.0
Excellent

William Drew,Nov 2025

SJC - HNL

Flight crew was amazing! Usually they're very good on Southwest, but this crew went above and beyond. I have never ever seen so many rounds of drink service on a flight before.

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. 2 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 1 outbound flight to Chicago Midway per day.

  • How long is the flight from Ontario to Chicago Midway Airport?

    Southwest can get you from Ontario to Chicago Midway Airport in just under 5h 50m. Your travel time can differ by up to . Ontario and Chicago Midway Airport are separated by a distance of 1701 mi.

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

    According to our current data, Frontier ($183), and Southwest ($237) offers the cheapest pricing from Ontario to Chicago Midway Airport. Frontier is currently priced 56% below the average price you’ll pay for this route.

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

    Looking at all options, your cheapest flight can be booked for $158. While the most popular route (Ontario - Chicago Midway) can be booked for $260 on average, our data indicates $375 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, September is the cheapest month in which you can book a flight from Ontario to Chicago Midway Airport (average of $150). Flying from Ontario to Chicago Midway Airport in March is currently the most expensive (average of $256). 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Lansing
Merrillville
Hammond
Porter
Benton Harbor

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Ontario to Midway

Discover the top 2 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 March 13, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$183Average$241FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$237Average$397FlexibilityNo cancel feeOn-time63%

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