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Mississauga

$70+ Cheap flights from Chicago (CHI) to Mississauga, Canada

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 10/8. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Mississauga are usually found in June or April, booked 68 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Chicago to Mississauga

Keep the following information in mind while searching for Chicago to Mississauga flight deals. Data was last updated julio 31, 2025.

Round-trip from

$173
(United Airlines)

One-way from

$70
(Booking.com)

Popular in

December

Cheapest in

June

Average price

$292
From Chicago (CHI) to Mississauga
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One-way flight from Chicago (CHI) to Mississauga
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Highest demand for flights based on searches. 8% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find flight deals from Chicago to Mississauga

Cheapest flights from Chicago to Mississauga
Explore the most affordable flight options available from Chicago to Mississauga. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 31, 2025.

This United Airlines deal was found by Cheapflights users on 7/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/38:50 amORD - YYZ
1 stop4h 29mUnited Airlines
mié. 9/35:15 pmYYZ - ORD
Nonstop1h 57mUnited Airlines
Deal found 7/30$173
This Flightnetwork deal was found by Cheapflights users on 7/30. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/1312:00 pmORD - YYZ
Nonstop1h 38mAir Canada
sáb. 9/202:10 pmYYZ - ORD
Nonstop1h 54mAir Canada
Deal found 7/30$174
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/36:10 amORD - YYZ
1 stop4h 49mAmerican Airlines
mié. 9/33:45 pmYYZ - ORD
1 stop5h 42mAmerican Airlines
Deal found 7/30$189
This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/136:44 pmORD - YYZ
1 stop18h 21mMultiple Airlines
sáb. 9/202:10 pmYYZ - ORD
Nonstop1h 54mMultiple Airlines
Deal found 7/30$202
This Delta deal was found by Cheapflights users on 7/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/109:30 amMDW - YYZ
1 stop6h 53mDelta
vie. 9/124:12 pmYYZ - MDW
1 stop3h 23mDelta
Deal found 7/31$233
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/410:35 amORD - YYZ
1 stop5h 44mDelta
mar. 10/72:30 pmYYZ - ORD
1 stop5h 55mDelta
Deal found 7/30$234
This FlightHub deal was found by Cheapflights users on 7/31. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 8/2112:43 pmMDW - YYZ
1 stop8h 15mWestJet
vie. 8/2211:33 amYYZ - MDW
1 stop11h 11mWestJet
Deal found 7/31$304

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Mississauga 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 julio 31, 2025.
Use the filters below to find and compare flights from Chicago to Mississauga that are best for you.

Fly from

Chicago

Fly to

Mississauga

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 9/3

8:50 am-2:19 pm

1 stop4h 29m

Toronto Pearson Intl

mié. 9/3

5:15 pm-6:12 pm

Nonstop1h 57m

$173

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 9/13

12:00 pm-2:38 pm

Nonstop1h 38m

Toronto Pearson Intl

sáb. 9/20

2:10 pm-3:04 pm

Nonstop1h 54m

$174

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 9/3

6:10 am-11:59 am

1 stop4h 49m

Toronto Pearson Intl

mié. 9/3

3:45 pm-8:27 pm

1 stop5h 42m

$189

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 9/13

6:44 pm-2:05 pm

1 stop18h 21m

Toronto Pearson Intl

sáb. 9/20

2:10 pm-3:04 pm

Nonstop1h 54m

$202

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 9/10

9:30 am-5:23 pm

1 stop6h 53m

Toronto Pearson Intl

sáb. 9/13

6:00 am-1:03 pm

1 stop8h 03m

$233

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 10/4

1:00 pm-10:59 pm

1 stop8h 59m

Toronto Pearson Intl

sáb. 10/11

12:14 pm-4:11 pm

1 stop4h 57m

$234

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jue. 8/21

12:43 pm-9:58 pm

1 stop8h 15m

Toronto Pearson Intl

vie. 8/22

11:33 am-9:44 pm

1 stop11h 11m

$304

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 10/8

9:55 am-12:37 pm

Nonstop1h 42m

$70

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 9/4

9:12 pm-11:58 pm

Nonstop1h 46m

$74

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 9/20

6:44 pm-2:05 pm

1 stop18h 21m

$84

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 16 results
1
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Best time to book a flight from Chicago to Mississauga

Have a flexible travel schedule? Discover the best time to fly to Mississauga from Chicago 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 Chicago to Mississauga

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

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Mississauga. Price data was last updated on July 25, 2025.

The price you pay for your flight from Chicago to Mississauga may vary depending on when you book. For the best chance of a lower fare, look to book 68 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, January is the cheapest month in which you can book a flight from Chicago to Mississauga (average of $243). Flying from Chicago to Mississauga in August is currently the most expensive (average of $348). 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 CHI to M1S?

Find hourly flight availability from Chicago to Mississauga. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 31, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Mississauga as you normally would.

What is the cheapest day to fly from Chicago to Mississauga?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Mississauga. Price data was last updated on July 27, 2025.

Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Thursday evenings when fares are most often at their lowest. Saturday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Mississauga

Explore weekly flight availability from Chicago to Mississauga. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated julio 31, 2025.

The most flights from CHI to M1S are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (42 on average).

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

Reviews of airlines servicing Mississauga

Get insights into the airlines that provide service to Mississauga. 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 Mississauga. Reviews last updated julio 31, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chicago to Mississauga by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
2,978 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
9,851 reviews
Delta
8.0
Very good
7,981 reviews

Crew

8.5

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Food

7.3

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chicago to Mississauga. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

    $70 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and American Airlines, with prices starting from $74 and $88, respectively.

  • What are the most reliable airlines from Chicago to Mississauga?

    The top 3 most reliable airlines when flying from Chicago to Mississauga are SkyWest Airlines (91%), Envoy Air (84%) and Japan Airlines (80%).

  • What are the cheapest flights from Chicago to Mississauga?

    Looking at all options, your cheapest flight can be booked for $69. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $168 on average our data indicates $1,454 when flying from Chicago to Mississauga.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago to Mississauga 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 Chicago to Mississauga?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Mississauga (average of $243). Flying from Chicago to Mississauga in August is currently the most expensive (average of $348). 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

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Alternative routes for Chicago to Mississauga

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Pierre Elliott Trudeau Intl flights
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Dubuque to Pearson Intl flights

Top 4 airlines flying from Chicago to Mississauga

Discover the top 4 airlines that operate flights from Chicago to Mississauga. 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$120Average$370FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$145Average$316FlexibilityNo cancel feeOn-time69%
Porter AirlinesCheapest$187Average$277FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$200Average$378FlexibilityNo cancel feeOn-time71%

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