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Cheap flights from Ontario to Chicago from $85

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 4/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Ontario to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:21 pm - 3:19 pm
ONT
-
MDW
22h 58m
1 stop
Frontier Logo
9:05 am - 12:23 pm
MDW
-
ONT
29h 18m
2 stops
$246Frontier
Fri, Feb 13 - Thu, Feb 19
Frontier Logo
2:21 pm - 3:19 pm
ONT
-
MDW
22h 58m
1 stop
Frontier Logo
3:00 pm - 12:23 pm
MDW
-
ONT
23h 23m
1 stop
$267Frontier
Fri, Feb 13 - Sun, Feb 15
Frontier Logo
2:06 pm - 7:07 pm
ONT
-
MDW
27h 01m
2 stops
Frontier Logo
9:16 pm - 5:14 pm
MDW
-
ONT
21h 58m
1 stop
$276Frontier
Tue, Mar 3 - Sat, Mar 7
Frontier Logo
7:17 pm - 11:51 pm
ONT
-
MDW
26h 34m
2 stops
Frontier Logo
9:16 pm - 5:14 pm
MDW
-
ONT
21h 58m
1 stop
$278Frontier
Wed, Mar 4 - Sat, Mar 7
Frontier Logo
6:20 am - 8:43 am
ONT
-
MDW
48h 23m
2 stops
Frontier Logo
9:45 am - 12:20 am
MDW
-
ONT
16h 35m
2 stops
$283Frontier
Thu, Feb 5 - Mon, Feb 9
Frontier Logo
6:05 am - 10:29 pm
ONT
-
MDW
14h 24m
2 stops
Frontier Logo
5:13 pm - 3:05 pm
MDW
-
ONT
23h 52m
1 stop
$284Frontier
Thu, Mar 5 - Mon, Mar 9
Multiple Airlines Logo
5:10 pm - 12:43 am
ONT
-
MDW
29h 33m
1 stop
Multiple Airlines Logo
2:56 pm - 6:45 pm
MDW
-
ONT
29h 49m
2 stops
$298Multiple Airlines
Wed, Mar 25 - Wed, Apr 1
Delta Logo
12:41 pm - 10:22 pm
ONT
-
MDW
7h 41m
1 stop
Delta Logo
12:45 pm - 9:05 pm
MDW
-
ONT
10h 20m
1 stop
$301Delta
Tue, Feb 10 - Wed, Feb 18
Delta Logo
6:00 am - 6:36 pm
ONT
-
MDW
10h 36m
2 stops
Delta Logo
12:45 pm - 9:05 pm
MDW
-
ONT
10h 20m
1 stop
$306Delta
Wed, Feb 11 - Wed, Feb 18
Frontier Logo
2:06 pm - 3:49 pm
ONT
-
MDW
23h 43m
1 stop
Frontier Logo
9:45 am - 12:20 am
MDW
-
ONT
16h 35m
2 stops
$307Frontier
Thu, Feb 5 - Mon, Feb 9

Delta flights from Ontario to Chicago Midway Airport

Our best Delta deals on Ontario to Chicago Midway Airport flight tickets
Delta
Feb 10
ONT12:41 pmOntario
7h 41m
1 stop
MDW10:22 pmChicago Midway
Feb 18
MDW12:45 pmChicago Midway
10h 20m
1 stop
ONT9:05 pmOntario
$301
Delta
Feb 11
ONT6:00 amOntario
10h 36m
2 stops
MDW6:36 pmChicago Midway
Feb 18
MDW12:45 pmChicago Midway
10h 20m
1 stop
ONT9:05 pmOntario
$306
Delta
Feb 11
ONT6:00 amOntario
10h 36m
2 stops
MDW6:36 pmChicago Midway
Feb 17
MDW1:49 pmChicago Midway
12h 00m
2 stops
ONT11:49 pmOntario
$312

Frontier flights from Ontario to Chicago Midway Airport

Our best Frontier deals on Ontario to Chicago Midway Airport flight tickets
Frontier
Feb 13
ONT2:21 pmOntario
22h 58m
1 stop
MDW3:19 pmChicago Midway
Feb 19
MDW9:05 amChicago Midway
29h 18m
2 stops
ONT12:23 pmOntario
$246
Frontier
Feb 13
ONT2:21 pmOntario
22h 58m
1 stop
MDW3:19 pmChicago Midway
Feb 15
MDW3:00 pmChicago Midway
23h 23m
1 stop
ONT12:23 pmOntario
$267
Frontier
Mar 3
ONT2:06 pmOntario
27h 01m
2 stops
MDW7:07 pmChicago Midway
Mar 7
MDW9:16 pmChicago Midway
21h 58m
1 stop
ONT5:14 pmOntario
$276

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 January 20, 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

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Fri 2/13

2:21 pm-3:19 pm

1 stop22h 58m

Chicago Midway

Thu 2/19

9:05 am-12:23 pm

2 stops29h 18m

$246

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Fri 2/13

2:21 pm-3:19 pm

1 stop22h 58m

Chicago Midway

Sun 2/15

3:00 pm-12:23 pm

1 stop23h 23m

$267

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Tue 3/3

2:06 pm-7:07 pm

2 stops27h 01m

Chicago Midway

Sat 3/7

9:16 pm-5:14 pm

1 stop21h 58m

$276

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 3/4

7:17 pm-11:51 pm

2 stops26h 34m

Chicago Midway

Sat 3/7

9:16 pm-5:14 pm

1 stop21h 58m

$278

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 2/5

6:20 am-8:43 am

2 stops48h 23m

Chicago Midway

Mon 2/9

9:45 am-12:20 am

2 stops16h 35m

$283

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 3/5

6:05 am-10:29 pm

2 stops14h 24m

Chicago Midway

Mon 3/9

5:13 pm-3:05 pm

1 stop23h 52m

$284

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 3/25

5:10 pm-12:43 am

1 stop29h 33m

Chicago Midway

Wed 4/1

2:56 pm-6:45 pm

2 stops29h 49m

$298

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Tue 2/10

12:41 pm-10:22 pm

1 stop7h 41m

Chicago Midway

Wed 2/18

12:45 pm-9:05 pm

1 stop10h 20m

$301

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Wed 2/11

6:00 am-6:36 pm

2 stops10h 36m

Chicago Midway

Wed 2/18

12:45 pm-9:05 pm

1 stop10h 20m

$306

OntarioChicago

ONT - MDW

ONTMDW

Ontario

Thu 2/5

2:06 pm-3:49 pm

1 stop23h 43m

Chicago Midway

Mon 2/9

9:45 am-12:20 am

2 stops16h 35m

$307

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 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 $263.

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 $366. 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 $458.

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 $352 when looking at flights departing in the afternoon. Try not to purchase tickets at noon because they tend to be around $447. 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

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from Ontario when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $388 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from Ontario for as low as $276 on momondo.

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?

You could potentially save up to 33% on your flight if you consider stops on a Ontario to Chicago Midway Airport flight.

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

As of January 2026, prices for Ontario to Chicago Midway Airport flights are approximately 12% cheaper when compared to flights at the same time last year.

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

$136

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 $136. The best round-trip flight deal from Ontario to Chicago Midway Airport found on momondo in the last 72 hours is $352.
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

  • 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 $110Free CancellationRating
5.7
3,056 reviews
Search Frontier flights
SouthwestPriceFrom $237Free CancellationRating
8.0
4,266 reviews
Search Southwest flights

  • Southwest Flights From Ontario to Chicago Midway Airport

    Across 9 Southwest flights from Ontario to Chicago Midway Airport this week, the average price was $400, with the best Southwest deals starting from $237 round-trip. 4,266 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
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Munster
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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