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Cheap flights from Ontario to Chicago from $100

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 6/16. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Ontario to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:50 pm - 8:42 am
ONT
-
MDW
12h 52m
2 stops
Delta Logo
1:22 pm - 11:34 pm
MDW
-
ONT
12h 12m
2 stops
$271Delta
Thu, May 28 - Thu, Jun 4
Southwest Logo
11:55 pm - 5:40 am
ONT
-
MDW
3h 45mnonstop
Southwest Logo
7:30 am - 11:55 am
MDW
-
ONT
6h 25m
1 stop
$273Southwest
Sat, May 23 - Wed, May 27
Southwest Logo
11:55 pm - 5:40 am
ONT
-
MDW
3h 45mnonstop
Southwest Logo
6:30 am - 10:15 am
MDW
-
ONT
5h 45m
1 stop
$275Southwest
Wed, May 27 - Wed, Jun 3
Southwest Logo
6:10 am - 4:50 pm
ONT
-
MDW
8h 40m
2 stops
Southwest Logo
11:00 am - 1:15 pm
MDW
-
ONT
4h 15mnonstop
$280Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
6:20 pm - 5:40 am
ONT
-
MDW
9h 20m
1 stop
Southwest Logo
6:10 am - 9:50 am
MDW
-
ONT
5h 40m
1 stop
$283Southwest
Sat, May 23 - Wed, May 27
Southwest Logo
12:40 pm - 9:00 pm
ONT
-
MDW
6h 20m
1 stop
Southwest Logo
9:10 am - 4:20 pm
MDW
-
ONT
9h 10m
1 stop
$285Southwest
Wed, May 6 - Wed, May 13
Southwest Logo
7:55 pm - 5:00 am
ONT
-
MDW
7h 05m
1 stop
Southwest Logo
7:00 am - 12:55 pm
MDW
-
ONT
7h 55m
2 stops
$288Southwest
Sat, Jun 6 - Tue, Jun 9
Southwest Logo
6:10 am - 4:50 pm
ONT
-
MDW
8h 40m
2 stops
Southwest Logo
5:40 am - 12:15 pm
MDW
-
ONT
8h 35m
1 stop
$290Southwest
Sat, May 9 - Tue, May 12
Southwest Logo
6:00 am - 2:45 pm
ONT
-
MDW
6h 45m
2 stops
Southwest Logo
7:00 am - 12:55 pm
MDW
-
ONT
7h 55m
2 stops
$293Southwest
Sat, Jun 6 - Tue, Jun 9
Southwest Logo
3:00 pm - 10:20 pm
ONT
-
MDW
5h 20m
1 stop
Southwest Logo
3:40 pm - 8:40 pm
MDW
-
ONT
7h 00m
1 stop
$304Southwest
Thu, May 28 - Mon, Jun 1

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Frontier flights from Ontario to Chicago Midway Airport

Our best Frontier deals on Ontario to Chicago Midway Airport flight tickets
Frontier
Apr 28
ONT7:44 pmOntario
21h 47m
2 stops
MDW7:31 pmChicago Midway
Apr 30
MDW8:25 amChicago Midway
9h 05m
1 stop
ONT3:30 pmOntario
$315
Frontier
May 8
ONT8:17 pmOntario
15h 55m
2 stops
MDW2:12 pmChicago Midway
May 12
MDW3:07 pmChicago Midway
30h 04m
1 stop
ONT7:11 pmOntario
$324
Frontier
Jun 14
ONT6:47 pmOntario
18h 28m
1 stop
MDW3:15 pmChicago Midway
Jun 18
MDW6:00 amChicago Midway
12h 48m
2 stops
ONT4:48 pmOntario
$355

Delta flights from Ontario to Chicago Midway Airport

Our best Delta deals on Ontario to Chicago Midway Airport flight tickets
Delta
May 28
ONT5:50 pmOntario
12h 52m
2 stops
MDW8:42 amChicago Midway
Jun 4
MDW1:22 pmChicago Midway
12h 12m
2 stops
ONT11:34 pmOntario
$271
Delta
May 9
ONT7:05 amOntario
7h 27m
1 stop
MDW4:32 pmChicago Midway
May 13
MDW10:59 amChicago Midway
9h 37m
1 stop
ONT6:36 pmOntario
$330
Delta
May 28
ONT5:50 pmOntario
12h 52m
2 stops
MDW8:42 amChicago Midway
Jun 4
MDW1:22 pmChicago Midway
12h 12m
2 stops
ONT11:34 pmOntario
$340

momondo Fare Finder

 
Customize your flight search to find flights from Ontario to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated April 18, 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

Thu 5/28

5:50 pm-8:42 am

2 stops12h 52m

Chicago Midway

Thu 6/4

1:22 pm-11:34 pm

2 stops12h 12m

$271

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 5/23

11:55 pm-5:40 am

Nonstop3h 45m

Chicago Midway

Wed 5/27

7:30 am-11:55 am

1 stop6h 25m

$273
Quickest round-trip

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 5/27

11:55 pm-5:40 am

Nonstop3h 45m

Chicago Midway

Wed 6/3

6:30 am-10:15 am

1 stop5h 45m

$275

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 5/9

6:10 am-4:50 pm

2 stops8h 40m

Chicago Midway

Tue 5/12

11:00 am-1:15 pm

Nonstop4h 15m

$280

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 5/23

6:20 pm-5:40 am

1 stop9h 20m

Chicago Midway

Wed 5/27

6:10 am-9:50 am

1 stop5h 40m

$283

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 5/6

12:40 pm-9:00 pm

1 stop6h 20m

Chicago Midway

Wed 5/13

9:10 am-4:20 pm

1 stop9h 10m

$285

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 6/6

7:55 pm-5:00 am

1 stop7h 05m

Chicago Midway

Tue 6/9

7:00 am-12:55 pm

2 stops7h 55m

$288

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 5/9

6:10 am-4:50 pm

2 stops8h 40m

Chicago Midway

Tue 5/12

5:40 am-12:15 pm

1 stop8h 35m

$290

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Sat 6/6

6:00 am-2:45 pm

2 stops6h 45m

Chicago Midway

Tue 6/9

7:00 am-12:55 pm

2 stops7h 55m

$293

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 5/28

3:00 pm-10:20 pm

1 stop5h 20m

Chicago Midway

Mon 6/1

3:40 pm-8:40 pm

1 stop7h 00m

$304

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Ontario to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Ontario and Chicago Midway Airport?

What is the cheapest month to fly to Chicago Midway Airport?

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from Ontario, with most prices found around $232. If you are unable to visit Chicago Midway Airport during the month of December, then departing from Ontario during the month September is also very affordable. Most momondo users find prices during this month for around $247.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Saturday is the cheapest day to fly to Chicago Midway Airport from Ontario. The lowest ticket price found for a Saturday departure recently was $370. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from Ontario because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $453.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Ontario in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $353 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $439. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Ontario to Chicago Midway flight route?

Fly from Ontario to Chicago Midway for the best Ontario - Chicago Midway flight prices

What cabin class options are available on Ontario to Chicago Midway flights?

There is only 1 cabin class available to choose from on Ontario to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Ontario to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Ontario to Chicago Midway Airport.

How have Ontario to Chicago Midway Airport flight prices changed over time?

When to book flights from Ontario to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Ontario to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Ontario to Chicago Midway Airport (ONT to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Ontario to Chicago Midway Airport

Best Price Found

$209

Fastest flight time

3h 45m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from Ontario in the past 72 hours is $209. The best round-trip flight deal from Ontario to Chicago Midway Airport found on momondo in the last 72 hours is $382.
The fastest flight from Ontario to Chicago Midway Airport takes 3h 45m
Direct flights go from Ontario to Chicago Midway Airport every day.
Search flight deals

Frequently asked questions about flying from Ontario to Chicago Midway Airport

  • How far is Ontario to Chicago Midway by plane?

    A flight from Ontario to Chicago Midway will travel around 1703.8 mi. Typically, this will take 3h 45m by plane in normal conditions.

  • When did momondo last update prices for flights from Ontario Airport to Chicago Midway Airport?

    Prices for flights from Ontario Airport to Chicago Midway Airport are updated daily.

  • How many operators does momondo search for flights from Ontario Airport to Chicago Midway Airport?

  • How old do you have to be to fly from Ontario Airport to Chicago Midway Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Ontario Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from Ontario to Chicago Midway Airport?

  • What is the most popular airline from Ontario to Chicago Midway Airport?

Best airlines flying from Ontario to Chicago Midway Airport

Compare and see reviews for airlines that fly from Ontario to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $183Free CancellationRating
5.7
2,987 reviews
Search Frontier flights
SouthwestPriceFrom $237Free CancellationRating
8.0
4,330 reviews
Search Southwest flights

  • Southwest Flights From Ontario to Chicago Midway Airport

    Across 8 Southwest flights from Ontario to Chicago Midway Airport this week, the average price was $412, with the best Southwest deals starting from $237 round-trip. 4,330 users have rated Southwest on momondo, with an average score of 8.0/10.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
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Hammond
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Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Ontario to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Ontario to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Ontario to Chicago with flexible booking policies on momondo?

Yes. All flights to Chicago from Ontario on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Ontario to Chicago?

Once you have performed a search for Ontario to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Ontario to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Ontario to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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