Chicago

$108+ Cheap flights from Ontario (ONT) to Chicago (CHI)

ONT — CHI
Dec 3 — Dec 101
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Ontario to Chicago 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

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.
Cheapflights Tip: The best prices from Ontario to Chicago are usually found in January or September, booked 85 days in advance, depart on a Saturday or Wednesday and return on a Thursday

Cheap flight deals from Ontario to Chicago

Cheapest flights from Ontario to Chicago

Thu 11/2611:25 am -
1 stop5h 25m
Sat 12/56:05 am -
2 stops8h 45m
Deal found 11/1$264
Thu 10/298:03 pm -
1 stop11h 32m
Sun 11/16:30 am -
1 stop6h 05m
Deal found 10/29$264
Thu 11/198:35 pm -
1 stop6h 38m
Sat 11/216:40 am -
2 stops25h 40m
Deal found 10/29$265
Thu 12/176:30 am -
2 stops14h 19m
Wed 12/237:35 am -
1 stop16h 18m
Deal found 10/29$266
Wed 11/256:45 am -
1 stop16h 08m
Sat 11/285:15 am -
1 stop29h 15m
Deal found 10/31$267
Wed 12/98:40 am -
2 stops9h 10m
Sun 12/1312:45 pm -
2 stops9h 05m
Deal found 10/29$268
Tue 12/228:56 am -
1 stop18h 53m
Tue 12/297:35 am -
1 stop25h 32m
Deal found 10/30$268
Tue 12/86:00 am -
2 stops10h 26m
Wed 12/912:34 pm -
2 stops13h 23m
Deal found 11/2$269
Tue 12/16:25 pm -
1 stop9h 20m
Sat 12/56:05 am -
2 stops8h 20m
Deal found 11/1$270
Thu 11/128:35 pm -
1 stop6h 38m
Sat 11/215:15 am -
1 stop9h 27m
Deal found 10/29$270
Wed 12/22:00 pm -
2 stops24h 07m
Sat 12/510:40 am -
2 stops27h 11m
Deal found 11/2$272
Sat 12/57:00 am -
Nonstop4h 11m
Tue 12/84:15 pm -
Nonstop4h 29m
Deal found 11/1$272

Find flight deals from Ontario to Chicago

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$264
(Southwest)

One-way from

$108
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$437

Good round-trip deal

$377 or less

Good one-way deal

$169 or less
Provider with most accurate pricing for Ontario-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for Ontario-Chicago (CHI) flights.
From Ontario to Chicago (CHI)
One-way flight from Ontario to Chicago (CHI)
Highest demand for flights based on searches. 11% potential increase in price ($53 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in November 2026
Price to beat on a round-trip flight from Ontario to Chicago (CHI).
Price to beat on a one-way flight from Ontario to Chicago (CHI).

Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Ontario to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Tue 12/15

6:00 am-4:50 pm

2 stops8h 50m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$124

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Tue 1/26

11:15 am-7:25 pm

1 stop6h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$130

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Wed 1/13

1:07 pm-10:17 pm

1 stop7h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$130

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Wed 12/16

8:40 am-7:50 pm

2 stops9h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$135

OntarioChicago

ONT Ontario - ORD Chicago O'Hare Intl

ONTORD

Ontario

Tue 12/15

6:00 am-4:43 pm

2 stops8h 43m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$135

OntarioChicago

ONT Ontario - ORD Chicago O'Hare Intl

ONTORD

Ontario

Wed 12/23

10:35 pm-12:46 pm

2 stops12h 11m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$135

OntarioChicago

ONT Ontario - ORD Chicago O'Hare Intl

ONTORD

Ontario

Thu 12/17

1:11 pm-9:56 pm

1 stop6h 45m

Chicago O'Hare Intl

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$160

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Sun 2/7

8:50 pm-5:45 am

1 stop6h 55m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$169

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Fri 11/13

11:10 pm-10:24 am

1 stop9h 14m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$169

OntarioChicago

ONT Ontario - MDW Chicago Midway

ONTMDW

Ontario

Sat 4/17

12:00 pm-10:10 pm

1 stop8h 10m

Chicago Midway

Wed 12/31

12:00 am-10:00 pm

Nonstop0h 00m

$169

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 40 resultsSorted by cheapest first
1
2
3
4

Compare providers for flights from Ontario to Chicago

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Ontario to Chicago in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
CheapfaremartPrice 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 flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Ontario-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Ontario-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Ontario-Chicago 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 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 Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Ontario with our price prediction graph.
Estimated round-trip price

Cheapflights Insights

Everything you need to know about your flight from Ontario to Chicago

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

Currently, January is the cheapest month in which you can book a flight from Ontario to Chicago (average of $320). Flying from Ontario to Chicago in July is currently the most expensive (average of $481). 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 CHI?

When flying from Ontario to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

Airfare is below average for this route at the moment.
Ontario to Chicago flights typically cost between $336 and $550 in November.
The cheapest round-trip price found within the last 5 days was $264 on Southwest (Nov 26-Dec 4).

How far ahead should I book a flight from Ontario to Chicago?

The best time to book flights from Ontario to Chicago is 82 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

The best insider tips for Ontario to Chicago flights

Cheapflights partnered with top experts to bring you the best recommendations for your Ontario to Chicago 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.

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.

Reviews of airlines servicing Chicago

See what other customers who have flown with Southwest,Delta, andUnited Airlines from Ontario to Chicago have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

Comfort

8.0

Entertainment

7.5

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

  • What airport do you fly from for flights from Ontario to Chicago?

    Ontario (ONT) is the airport you will fly out of if you book a flight from Ontario to Chicago. You should not have trouble finding flights to Chicago from Ontario; the airport handles an average of 1 outbound flight to Chicago per day. You should also have plenty of airline options to choose from since 5 airlines have flights from the Ontario airport to Chicago. It is only a 3.1 mi journey to Ontario (ONT) from Ontario’s city center.

  • How long is the flight from Ontario to Chicago?

    Southwest, Delta, and United Airlines can get you from Ontario to Chicago in just under 4h 08m. Your travel time can differ by up to 4h 12m. The distance from Ontario to Chicago is about 1695 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Cheapflights users have booked flights from Ontario to Chicago round-trip from $118. Other airlines that can offer you cheap pricing are Frontier, from $160, and Southwest, from $253. These flights start at 71% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Ontario to Chicago one-way?

    The cheapest airlines for a one-way flight from Ontario to Chicago are Frontier ($90), Southwest ($119), and United Airlines ($129).

  • What are the most popular routes from Ontario to Chicago?

  • What are the cheapest flights from Ontario to Chicago?

    On average you can expect to pay $382 for a flight from Ontario to Chicago. The cheapest flight overall is $119 while the most popular route, (Ontario - Chicago O'Hare Intl) is currently priced at $167.

  • Can I find deals for flights from Ontario to Chicago that include hotel bookings?

    Yes. In addition to deals on Ontario to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Ontario to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Ontario to Chicago.

  • Can I find deals for business class flights from Ontario to Chicago?

    Yes. Cheapflights offers flight deals from Ontario to Chicago 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?

    Currently, January is the cheapest month in which you can book a flight from Ontario to Chicago (average of $320). Flying from Ontario to Chicago in July is currently the most expensive (average of $481). 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?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Ontario to Chicago

Top 5 airlines flying from Ontario to Chicago

AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$118Average$336FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$160Average$260FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$253Average$498FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$272Average$446FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$276Average$406FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.