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Mississauga

$93+ 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 6/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
mai 6 — mai 131
mar. 5/6
mar. 5/13
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Mississauga are usually found in October or August, booked 47 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 mai 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$189
(CheapTickets)

One-way from

$93
(Air Canada)

Popular in

November

Cheapest in

October

Average price

$305
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
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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. 0% potential increase in price ($2 potential increase over avg. RT price).
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Cheapest flight prices on average. 0% potential price decrease ($3 potential savings vs. average RT price).
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Average for round-trip flights in May 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 mai 1, 2025.

This CheapTickets deal was found by Cheapflights users on 4/29. 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 CheapTickets is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ven. 6/138:25 pmORD - YYZ
Nonstop1h 42mAir Canada
ven. 6/202:10 pmYYZ - ORD
Nonstop1h 54mAir Canada
Deal found 4/29$189
This Mytrip deal was found by Cheapflights users on 4/30. 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.
sam. 5/245:05 amORD - YYZ
1 stop8h 00mMultiple Airlines
jeu. 5/296:30 amYYZ - ORD
1 stop27h 20mMultiple Airlines
Deal found 4/30$253
This American Airlines deal was found by Cheapflights users on 4/29. 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.
dim. 6/89:55 amORD - YYZ
Nonstop1h 45mAmerican Airlines
dim. 6/151:20 pmYYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 4/29$258
This Delta deal was found by Cheapflights users on 4/30. 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.
mer. 6/46:24 amORD - YYZ
1 stop4h 16mDelta
mer. 6/187:55 amYYZ - ORD
1 stop6h 29mDelta
Deal found 4/30$302
This Delta deal was found by Cheapflights users on 4/30. 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.
mer. 5/219:16 amMDW - YYZ
1 stop6h 59mDelta
jeu. 6/59:49 amYYZ - MDW
1 stop3h 39mDelta
Deal found 4/30$302
This Trip.com deal was found by Cheapflights users on 4/28. 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.
jeu. 5/227:10 amORD - YYZ
1 stop3h 15mWestJet
sam. 6/143:31 pmYYZ - ORD
1 stop5h 40mWestJet
Deal found 4/28$346
This United Airlines deal was found by Cheapflights users on 4/30. 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.
mar. 5/209:05 pmORD - YYZ
Nonstop1h 53mUnited Airlines
mer. 6/49:00 amYYZ - ORD
Nonstop1h 59mUnited Airlines
Deal found 4/30$359
This Vakatrip deal was found by Cheapflights users on 4/30. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/299:20 amMDW - YYZ
1 stop12h 54mWestJet
ven. 5/3012:30 pmYYZ - MDW
1 stop6h 15mWestJet
Deal found 4/30$384
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jeu. 5/81:19 pmMDW - YYZ
1 stop9h 28mMultiple Airlines
dim. 5/119:50 amYYZ - MDW
1 stop8h 40mMultiple Airlines
Deal found 4/30$527

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 mai 1, 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

ven. 6/13

8:25 pm-11:07 pm

Nonstop1h 42m

Toronto Pearson Intl

ven. 6/20

2:10 pm-3:04 pm

Nonstop1h 54m

$189

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sam. 5/24

5:05 am-2:05 pm

1 stop8h 00m

Toronto Pearson Intl

jeu. 5/29

6:30 am-8:50 am

1 stop27h 20m

$253

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

dim. 6/8

9:55 am-12:40 pm

Nonstop1h 45m

Toronto Pearson Intl

dim. 6/15

1:20 pm-2:15 pm

Nonstop1h 55m

$258

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mer. 6/4

7:10 am-11:25 am

1 stop3h 15m

Toronto Pearson Intl

mar. 6/17

10:11 am-4:18 pm

1 stop7h 07m

$302

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mer. 5/21

9:16 am-5:15 pm

1 stop6h 59m

Toronto Pearson Intl

jeu. 6/5

9:49 am-12:28 pm

1 stop3h 39m

$302

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jeu. 5/22

7:10 am-11:25 am

1 stop3h 15m

Toronto Pearson Intl

sam. 6/14

3:31 pm-8:11 pm

1 stop5h 40m

$346

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 5/20

9:05 pm-11:58 pm

Nonstop1h 53m

Toronto Pearson Intl

lun. 6/2

7:00 am-7:59 am

Nonstop1h 59m

$359

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

jeu. 5/29

9:20 am-11:14 pm

1 stop12h 54m

Toronto Pearson Intl

ven. 5/30

12:30 pm-5:45 pm

1 stop6h 15m

$384

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

dim. 5/11

8:03 pm-1:59 pm

2 stops16h 56m

Toronto Pearson Intl

sam. 5/17

12:30 pm-5:47 pm

1 stop6h 17m

$529

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

dim. 6/15

7:19 am-1:24 pm

1 stop5h 05m

$93

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 18 results
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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 April 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 47 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 July is currently the most expensive (average of $359). 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 mai 1, 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 March 30, 2025.

Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Friday mornings when fares are most often at their lowest. Sunday evenings 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 mai 1, 2025.

The most flights from CHI to M1S are scheduled on a Tuesday (57 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (34 on average).

Rainfall in Mississauga by month

Plan your trip to Mississauga by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Mississauga ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Mississauga when rainfall is around 2.0 in.

Temperature in Mississauga by month

Plan your trip to Mississauga by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Mississauga, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 mai 1, 2025.
Get a feel of what it's like to fly with Japan Airlines, Delta and United Airlines from Chicago to Mississauga by reading reviews from past customers. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority
Japan Airlines
8.3
Very good
1,464 reviews
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority
Delta
8.0
Very good
7,934 reviews
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority
United Airlines
7.4
Good
8,696 reviews
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority
American Airlines
7.2
Good
10,000 reviews
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority
WestJet
7.2
Good
2,826 reviews
Japan Airlines
8.3
Very good
1,464 reviews

Comfort

8.2

Food

7.7

Crew

8.7

Entertainment

7.8

Boarding

8.4

Overall

8.3

Reviews

1 / 20
10.0
Excellent

mark,Nov 2024

YVR - NRT

I like that flight because super nice and friendly. I’m a senior and quick not comfortable to ask what I need help. But would be nicer if they check us if we need any more help because we are not able to leave our seat. However Japan Aniline is my on top priority

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?

    $93 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 Delta and United Airlines, with prices starting from $123 and $138, respectively.

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

    The top 3 most reliable airlines when flying from Chicago to Mississauga are Sun Country Air (100%), Finnair (100%) and Korean Air (86%).

  • What are the cheapest flights from Chicago to Mississauga?

    Looking at all options, your cheapest flight can be booked for $111. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $226 on average our data indicates $791 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 July is currently the most expensive (average of $359). 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
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St. Louis to Ottawa flights
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O'Hare Intl to Thunder Bay flights
Midway to Thunder Bay flights
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Champaign to Pearson Intl flights
O'Hare Intl to Kingston flights
Bloomington to Ottawa flights
Evansville to Pearson Intl flights
Evansville to Pierre Elliott Trudeau Intl flights
Springfield to Pearson Intl flights
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 mai 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$119Average$542FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$285FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$129Average$366FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$174Average$352FlexibilityNo cancel feeOn-time69%

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