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Midway

$79+ 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 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
ONT — MDW
oct. 11 — oct. 181
sáb. 10/11
sáb. 10/18
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 71 days in advance, depart on a Wednesday or Friday 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 septiembre 11, 2025.

Round-trip from

$182
(Frontier)

One-way from

$79
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$263

Good round-trip deal

$330 or less

Good one-way deal

$249 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. 13% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in September 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 septiembre 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/1612:32 pmONT - MDW
1 stop24h 40mFrontier
dom. 10/1910:30 amMDW - ONT
1 stop9h 19mFrontier
Deal found 9/9$194
This Kiwi.com deal was found by Cheapflights users on 9/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2612:13 pmONT - MDW
1 stop6h 39mMultiple Airlines
lun. 9/297:03 pmMDW - ONT
1 stop28h 53mMultiple Airlines
Deal found 9/9$195
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/2612:13 pmONT - MDW
1 stop6h 39mFrontier
dom. 9/286:30 amMDW - ONT
1 stop14h 05mFrontier
Deal found 9/10$197
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/118:34 amONT - MDW
1 stop12h 46mFrontier
lun. 10/139:00 amMDW - ONT
1 stop9h 28mFrontier
Deal found 9/10$199
This Frontier deal was found by Cheapflights users on 9/10. 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.
sáb. 10/258:34 amONT - MDW
1 stop12h 46mFrontier
sáb. 11/11:37 pmMDW - ONT
2 stops20h 15mFrontier
Deal found 9/10$200
This CheapOair deal was found by Cheapflights users on 9/11. 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.
jue. 9/188:59 pmONT - MDW
1 stop15h 52mFrontier
dom. 9/216:30 amMDW - ONT
1 stop14h 05mFrontier
Deal found 9/11$202
This Frontier deal was found by Cheapflights users on 9/11. 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.
jue. 10/238:34 amONT - MDW
1 stop12h 46mFrontier
dom. 10/2610:30 amMDW - ONT
1 stop9h 19mFrontier
Deal found 9/11$205
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
jue. 9/257:30 pmONT - MDW
1 stop23h 22mMultiple Airlines
lun. 9/297:03 pmMDW - ONT
1 stop28h 53mMultiple Airlines
Deal found 9/10$207
This Booking.com deal was found by Cheapflights users on 9/10. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 10/196:53 amONT - MDW
1 stop15h 43mFrontier
vie. 10/2412:11 pmMDW - ONT
1 stop13h 39mFrontier
Deal found 9/10$210
This Booking.com deal was found by Cheapflights users on 9/11. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/258:59 pmONT - MDW
1 stop16h 54mFrontier
dom. 9/286:30 amMDW - ONT
1 stop14h 05mFrontier
Deal found 9/11$211

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 septiembre 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

jue. 10/23

8:34 am-11:20 pm

1 stop12h 46m

Chicago Midway

vie. 10/24

12:03 pm-7:49 am

2 stops21h 46m

$230

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mié. 10/1

11:55 am-9:36 pm

1 stop7h 41m

Chicago Midway

mar. 10/7

1:08 pm-10:22 pm

2 stops11h 14m

$262

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mié. 10/29

11:36 am-10:14 pm

1 stop8h 38m

Chicago Midway

sáb. 11/1

10:40 am-9:20 pm

2 stops12h 40m

$290

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mar. 10/7

8:10 am-2:00 pm

Nonstop3h 50m

Chicago Midway

mar. 10/14

5:30 pm-10:45 pm

2 stops7h 15m

$292

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mar. 9/30

10:00 pm-8:40 am

2 stops8h 40m

Chicago Midway

sáb. 10/4

1:08 pm-10:41 pm

2 stops11h 33m

$295

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mar. 10/7

5:15 am-1:35 pm

1 stop6h 20m

Chicago Midway

mié. 10/15

5:50 am-12:55 pm

2 stops9h 05m

$301

OntarioChicago

ONT - MDW

ONTMDW

Ontario

lun. 10/27

6:35 am-12:25 pm

Nonstop3h 50m

Chicago Midway

mar. 10/28

6:05 pm-10:05 pm

1 stop6h 00m

$329

OntarioChicago

ONT - MDW

ONTMDW

Ontario

vie. 11/7

9:15 pm-5:05 am

1 stop5h 50m

Chicago Midway

dom. 11/9

7:50 am-10:10 am

Nonstop4h 20m

$359

OntarioChicago

ONT - MDW

ONTMDW

Ontario

vie. 10/10

9:35 pm-5:15 am

1 stop5h 40m

Chicago Midway

sáb. 10/25

8:25 am-10:40 am

Nonstop4h 15m

$377

OntarioChicago

ONT - MDW

ONTMDW

Ontario

vie. 11/14

8:24 am-5:15 pm

1 stop6h 51m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/11

Showing 1-10 of 21 results
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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 August 29, 2025.

Booking 71 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 septiembre 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.

How much does it cost to fly round-trip from Ontario to Chicago Midway Airport?

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 septiembre 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
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,960 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Food

7.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    Frontier, Delta, and Southwest can get you from Ontario to Chicago Midway Airport in just under 3h 50m. Your travel time can differ by up to 8h 56m. Ontario and Chicago Midway Airport are separated by a distance of 1701 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    According to our current data, Frontier ($110), Southwest ($237), and Delta ($256) offers the cheapest pricing from Ontario to Chicago Midway Airport. Frontier is currently priced 68% 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 $123. While the most popular route (Ontario - Chicago Midway) can be booked for $154 on average, our data indicates $339 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 Chicago Midway Airport?

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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Ontario to Midway

See prices for flight routes from nearby airports that may be better suited for you.
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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 septiembre 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$110Average$192FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$237Average$404FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$468FlexibilityNo cancel feeOn-timeN/A

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