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Midway

$63+ 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 1/8. Fares are subject to change and may not be available on all flights or dates of travel.
ONT — MDW
nov. 26 — dic. 31
mié. 11/26
mié. 12/3
1 adult, Economy
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Find cheap flights from Ontario to Midway with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

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Cheapflights Tip: The best prices from Ontario to Chicago Midway are usually found in September or April, 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 octubre 27, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$175
(Kiwi.com)

One-way from

$63
(Trip.com)

Popular in

June

Cheapest in

September

Average price

$329

Good round-trip deal

$374 or less

Good one-way deal

$223 or less
Provider with most accurate pricing for Ontario-Chicago Midway flight deals.
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Provider most trusted by Cheapflights users for Ontario-Chicago Midway flights.
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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. 7% potential increase in price ($32 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in October 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 octubre 27, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
dom. 12/74:01 pmONT - MDW
1 stop17h 07mFrontier
mié. 12/102:49 pmMDW - ONT
2 stops29h 46mFrontier
Deal found 10/26$175
This CheapOair deal was found by Cheapflights users on 10/25. 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.
sáb. 12/63:20 pmONT - MDW
1 stop17h 48mFrontier
lun. 12/812:35 pmMDW - ONT
1 stop6h 57mFrontier
Deal found 10/25$176
This Booking.com deal was found by Cheapflights users on 10/25. 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. 11/61:46 pmONT - MDW
1 stop20h 51mFrontier
lun. 11/176:30 amMDW - ONT
1 stop14h 19mFrontier
Deal found 10/25$178
This CheapOair deal was found by Cheapflights users on 10/26. 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.
mié. 11/128:45 amONT - MDW
1 stop24h 45mFrontier
vie. 11/1412:30 pmMDW - ONT
1 stop24h 40mFrontier
Deal found 10/26$182
This Booking.com deal was found by Cheapflights users on 10/26. 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.
mié. 11/128:45 amONT - MDW
1 stop24h 45mFrontier
dom. 11/166:30 amMDW - ONT
1 stop14h 19mFrontier
Deal found 10/26$184
This Trip.com deal was found by Cheapflights users on 10/26. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/412:04 pmONT - MDW
1 stop21h 04mFrontier
lun. 12/812:35 pmMDW - ONT
1 stop6h 57mFrontier
Deal found 10/26$185
This CheapOair deal was found by Cheapflights users on 10/26. 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. 12/412:04 pmONT - MDW
1 stop21h 04mFrontier
vie. 12/1212:18 pmMDW - ONT
1 stop28h 07mFrontier
Deal found 10/26$202
This Kiwi.com deal was found by Cheapflights users on 10/25. 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. 11/141:46 pmONT - MDW
1 stop20h 51mFrontier
lun. 11/1712:30 pmMDW - ONT
2 stops11h 27mFrontier
Deal found 10/25$203
This Frontier deal was found by Cheapflights users on 10/26. 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. 11/67:39 amONT - MDW
1 stop11h 00mFrontier
jue. 11/139:39 pmMDW - ONT
1 stop11h 50mFrontier
Deal found 10/26$206
This Kiwi.com deal was found by Cheapflights users on 10/27. 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.
sáb. 11/156:53 amONT - MDW
2 stops12h 42mFrontier
lun. 11/176:30 amMDW - ONT
1 stop14h 19mFrontier
Deal found 10/27$210
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
sáb. 12/63:20 pmONT - MDW
1 stop17h 48mFrontier
mié. 12/102:49 pmMDW - ONT
2 stops29h 46mFrontier
Deal found 10/26$214

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 octubre 27, 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. 11/6

1:46 pm-12:37 pm

1 stop20h 51m

Chicago Midway

lun. 11/17

6:30 am-6:49 pm

1 stop14h 19m

$178

OntarioChicago

ONT - MDW

ONTMDW

Ontario

jue. 11/13

11:59 am-8:44 pm

1 stop6h 45m

Chicago Midway

dom. 11/16

6:30 am-6:49 pm

1 stop14h 19m

$182

OntarioChicago

ONT - MDW

ONTMDW

Ontario

jue. 12/11

12:04 pm-11:08 am

1 stop21h 04m

Chicago Midway

dom. 12/14

2:01 pm-4:33 pm

1 stop28h 32m

$184

OntarioChicago

ONT - MDW

ONTMDW

Ontario

sáb. 11/15

6:53 am-9:35 pm

2 stops12h 42m

Chicago Midway

lun. 11/17

6:30 am-6:49 pm

1 stop14h 19m

$210

OntarioChicago

ONT - MDW

ONTMDW

Ontario

lun. 11/10

8:24 am-5:15 pm

1 stop6h 51m

Chicago Midway

jue. 11/13

9:39 pm-7:29 am

1 stop11h 50m

$256

OntarioChicago

ONT - MDW

ONTMDW

Ontario

jue. 12/4

12:04 pm-11:08 am

1 stop21h 04m

Chicago Midway

jue. 12/11

8:05 am-6:35 pm

1 stop12h 30m

$257

OntarioChicago

ONT - MDW

ONTMDW

Ontario

lun. 11/24

3:21 pm-10:17 pm

1 stop28h 56m

Chicago Midway

vie. 11/28

9:30 am-4:21 pm

1 stop8h 51m

$322

OntarioChicago

ONT - MDW

ONTMDW

Ontario

vie. 11/21

4:14 pm-1:05 am

1 stop6h 51m

Chicago Midway

jue. 12/4

8:05 am-6:35 pm

1 stop12h 30m

$342

OntarioChicago

ONT - MDW

ONTMDW

Ontario

mié. 12/3

6:30 am-12:15 pm

Nonstop3h 45m

Chicago Midway

lun. 12/8

8:15 am-10:35 am

Nonstop4h 20m

$405

OntarioChicago

ONT - MDW

ONTMDW

Ontario

dom. 11/30

5:06 pm-2:31 pm

2 stops19h 25m

Chicago Midway

vie. 12/5

12:18 pm-2:25 pm

1 stop28h 07m

$415

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 21 results
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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice 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 CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Ontario-Chicago Midway Airport flight deals on Cheapflights vs. CheapOair >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 CheapOair the most. CheapOair 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

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 October 24, 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 $110). Flying from Ontario to Chicago Midway Airport in July is currently the most expensive (average of $209). 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 octubre 27, 2025.

It’s typically best to fly out from Ontario to Chicago Midway Airport in the afternoon. Doing so could potentially save you 39% on the flight price compared to flying at noon, which is usually more expensive.

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

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 octubre 27, 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
4,238 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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
3,123 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

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 can get you from Ontario to Chicago Midway Airport in just under 20h 51m. 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 ($122), Southwest ($237), and Delta ($256) offers the cheapest pricing from Ontario to Chicago Midway Airport. Frontier is currently priced 66% 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 $96. While the most popular route (Ontario - Chicago Midway) can be booked for $130 on average, our data indicates $347 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 $110). Flying from Ontario to Chicago Midway Airport in July is currently the most expensive (average of $209). 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
Porter
Benton Harbor

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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 octubre 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$122Average$219FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$237Average$406FlexibilityNo cancel feeOn-time63%
DeltaCheapest$256Average$406FlexibilityNo cancel feeOn-timeN/A

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