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Mississauga

$102+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
Apr 29 — May 61
Tue 4/29
Tue 5/6
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 April 24, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$171
(Booking.com)

One-way from

$102
(Air Canada)

Popular in

November

Cheapest in

October

Average price

$346
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
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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. 1% potential price decrease ($4 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 24, 2025.

This Booking.com deal was found by Cheapflights users on 4/23. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/152:00 pmORD - YYZ
Nonstop1h 42mAir Canada
Sun 5/186:15 amYYZ - ORD
1 stop6h 17mAir Canada
Deal found 4/23$171
This United Airlines deal was found by Cheapflights users on 4/23. 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.
Sat 6/289:31 pmORD - YYZ
1 stop13h 20mUnited Airlines
Sun 6/292:10 pmYYZ - ORD
Nonstop1h 54mUnited Airlines
Deal found 4/23$175
This Kissandfly.com deal was found by Cheapflights users on 4/23. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/154:41 pmORD - YYZ
Nonstop1h 56mLufthansa
Sun 5/1811:00 amYYZ - ORD
Nonstop2h 03mLufthansa
Deal found 4/23$197
This United deal was found by Cheapflights users on 4/23. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2711:15 amORD - YYZ
1 stop8h 08mMultiple Airlines
Sat 5/312:00 pmYYZ - ORD
1 stop5h 53mMultiple Airlines
Deal found 4/23$204
This American Airlines deal was found by Cheapflights users on 4/24. 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.
Fri 5/168:25 pmORD - YYZ
Nonstop1h 50mAmerican Airlines
Sun 5/186:20 pmYYZ - ORD
Nonstop1h 55mAmerican Airlines
Deal found 4/24$216
This Delta deal was found by Cheapflights users on 4/23. 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.
Sat 5/316:24 amORD - YYZ
1 stop4h 16mDelta
Tue 6/32:30 pmYYZ - ORD
1 stop9h 11mDelta
Deal found 4/23$233
This Delta deal was found by Cheapflights users on 4/22. 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.
Wed 6/46:25 pmMDW - YYZ
1 stop3h 33mDelta
Wed 6/1110:11 amYYZ - MDW
1 stop3h 18mDelta
Deal found 4/22$233
This Trip.com deal was found by Cheapflights users on 4/23. 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.
Wed 5/2812:48 pmMDW - YYZ
1 stop8h 08mWestJet
Sat 5/316:30 amYYZ - MDW
1 stop7h 45mWestJet
Deal found 4/23$345
This Kiwi.com deal was found by Cheapflights users on 4/23. 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.
Tue 5/277:10 amORD - YYZ
1 stop3h 15mWestJet
Fri 6/63:50 pmYYZ - ORD
1 stop3h 47mWestJet
Deal found 4/23$349
This Kiwi.com deal was found by Cheapflights users on 4/22. 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.
Wed 4/2311:00 amMDW - YYZ
2 stops35h 44mMultiple Airlines
Wed 5/287:21 pmYYZ - MDW
1 stop23h 24mMultiple Airlines
Deal found 4/22$520

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 April 24, 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

Thu 5/15

2:00 pm-4:42 pm

Nonstop1h 42m

Toronto Pearson Intl

Sun 5/18

6:15 am-11:32 am

1 stop6h 17m

$171

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 6/28

9:31 pm-11:51 am

1 stop13h 20m

Toronto Pearson Intl

Sun 6/29

2:10 pm-3:04 pm

Nonstop1h 54m

$175

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/15

4:41 pm-7:37 pm

Nonstop1h 56m

Toronto Pearson Intl

Sun 5/18

11:00 am-12:03 pm

Nonstop2h 03m

$197

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 5/27

11:15 am-8:23 pm

1 stop8h 08m

Toronto Pearson Intl

Sat 5/31

2:00 pm-6:53 pm

1 stop5h 53m

$204

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/16

8:25 pm-11:15 pm

Nonstop1h 50m

Toronto Pearson Intl

Sun 5/18

6:20 pm-7:15 pm

Nonstop1h 55m

$216

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sat 5/31

6:24 am-11:40 am

1 stop4h 16m

Toronto Pearson Intl

Mon 6/9

1:04 pm-7:32 pm

1 stop7h 28m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 6/4

6:25 pm-10:58 pm

1 stop3h 33m

Toronto Pearson Intl

Wed 6/11

1:04 pm-5:40 pm

1 stop5h 36m

$233

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 5/28

12:48 pm-9:56 pm

1 stop8h 08m

Toronto Pearson Intl

Sat 5/31

6:30 am-1:15 pm

1 stop7h 45m

$345

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 5/27

7:10 am-11:25 am

1 stop3h 15m

Toronto Pearson Intl

Fri 6/6

3:50 pm-6:37 pm

1 stop3h 47m

$349

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Sun 4/27

7:00 pm-11:59 am

1 stop15h 59m

Toronto Pearson Intl

Tue 4/29

7:25 pm-7:08 pm

2 stops48h 43m

$573

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 20 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 18, 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 April 24, 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 April 24, 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 (44 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 April 24, 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 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.
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
WestJet
7.2
Good
2,816 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Air Canada
7.0
Good
9,192 reviews
Delta
8.0
Very good
7,920 reviews

Overall

8.0

Boarding

8.2

Comfort

7.9

Crew

8.5

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

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?

    $102 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 Delta, with prices starting from $106 and $106, 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 $167 on average our data indicates $795 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.

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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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Bloomington to Pierre Elliott Trudeau Intl flights
O'Hare Intl to Kingston flights
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Dubuque to Pearson Intl flights
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Springfield 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 April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$120Average$543FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$122Average$286FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$125Average$363FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$174Average$354FlexibilityNo cancel feeOn-time69%

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