Mississauga

$106+ 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 3/9. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
feb. 4 — feb. 111
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The best prices from Chicago to Mississauga are usually found in October or February, booked 88 days in advance, depart on a Friday or Thursday and return on a Friday

Cheap flight deals from Chicago to Mississauga

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Mississauga (M1S). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$199
(Mytrip)

One-way from

$110
(Kiwi.com)

Popular in

November

Cheapest in

October

Average price

$351
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
From Chicago (CHI) to Mississauga
One-way flight from Chicago (CHI) to Mississauga
Highest demand for flights based on searches. 2% potential increase in price ($9 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in January 2025

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 enero 30, 2025.

This Mytrip deal was found by Cheapflights users on 1/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/510:25 amORD - YYZ
1 stop12h 30mMultiple Airlines
mié. 3/127:05 amYYZ - ORD
1 stop17h 51mMultiple Airlines
Deal found 1/29$199
This Kiwi.com deal was found by Cheapflights users on 1/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/54:20 pmMDW - YYZ
1 stop18h 25mMultiple Airlines
mié. 3/128:00 pmYYZ - MDW
2 stops20h 36mMultiple Airlines
Deal found 1/29$237
This United Airlines deal was found by Cheapflights users on 1/30. 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. 3/267:12 amORD - YYZ
Nonstop1h 46mUnited Airlines
mié. 3/2612:20 pmYYZ - ORD
1 stop7h 21mUnited Airlines
Deal found 1/30$243
This Kissandfly.com deal was found by Cheapflights users on 1/29. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/2011:04 amORD - YYZ
Nonstop1h 38mLufthansa
dom. 2/239:00 pmYYZ - ORD
Nonstop2h 06mLufthansa
Deal found 1/29$254
This Booking.com deal was found by Cheapflights users on 1/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/188:30 pmORD - YYZ
Nonstop1h 41mAir Canada
mié. 3/196:52 amYYZ - ORD
Nonstop2h 09mAir Canada
Deal found 1/29$257
This Delta deal was found by Cheapflights users on 1/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 2/202:08 pmMDW - YYZ
1 stop7h 41mDelta
dom. 2/236:30 amYYZ - MDW
1 stop7h 12mDelta
Deal found 1/29$285
This American Airlines deal was found by Cheapflights users on 1/29. 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.
vie. 2/216:06 amORD - YYZ
1 stop4h 44mAmerican Airlines
vie. 2/213:45 pmYYZ - ORD
1 stop5h 25mAmerican Airlines
Deal found 1/29$287
This Delta deal was found by Cheapflights users on 1/30. 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.
vie. 5/167:00 amORD - YYZ
1 stop7h 22mDelta
vie. 5/233:59 pmYYZ - ORD
1 stop5h 35mDelta
Deal found 1/30$301
This lastminute.com deal was found by Cheapflights users on 1/30. 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 lastminute.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 3/512:44 pmMDW - YYZ
1 stop21h 20mWestJet
dom. 3/92:45 pmYYZ - MDW
1 stop4h 33mWestJet
Deal found 1/30$330
This Vakatrip deal was found by Cheapflights users on 1/29. 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 Vakatrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 3/155:00 pmORD - YYZ
1 stop15h 22mWestJet
sáb. 3/226:00 amYYZ - ORD
1 stop7h 41mWestJet
Deal found 1/29$336

Find flights from Chicago to Mississauga within your budget

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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 3/5

10:25 am-11:55 pm

1 stop12h 30m

Toronto Pearson Intl

mié. 3/12

7:05 am-11:56 pm

1 stop17h 51m

$199

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mié. 2/26

7:12 am-9:58 am

Nonstop1h 46m

Toronto Pearson Intl

mié. 2/26

12:20 pm-6:34 pm

1 stop7h 14m

$243

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 2/20

11:04 am-1:42 pm

Nonstop1h 38m

Toronto Pearson Intl

dom. 2/23

9:00 pm-10:06 pm

Nonstop2h 06m

$254

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

mar. 3/18

8:30 pm-11:11 pm

Nonstop1h 41m

Toronto Pearson Intl

mié. 3/19

6:52 am-8:01 am

Nonstop2h 09m

$257

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 2/22

2:05 pm-10:49 pm

1 stop7h 44m

Toronto Pearson Intl

mar. 2/25

1:20 pm-6:25 pm

1 stop6h 05m

$285

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

lun. 2/24

1:26 pm-11:07 pm

1 stop8h 41m

Toronto Pearson Intl

jue. 2/27

6:00 am-8:51 am

1 stop3h 51m

$285

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

jue. 2/20

7:22 am-1:00 pm

1 stop4h 38m

Toronto Pearson Intl

dom. 2/23

4:10 pm-8:08 pm

1 stop4h 58m

$323

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

mié. 3/5

12:44 pm-11:04 am

1 stop21h 20m

Toronto Pearson Intl

dom. 3/9

2:45 pm-6:18 pm

1 stop4h 33m

$330

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb. 3/15

5:00 pm-9:22 am

1 stop15h 22m

Toronto Pearson Intl

sáb. 3/22

6:00 am-12:41 pm

1 stop7h 41m

$336

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

vie. 2/14

6:40 am-11:45 am

2 stops28h 05m

Toronto Pearson Intl

lun. 2/17

8:00 pm-5:31 am

1 stop10h 31m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

Showing 1-10 of 21 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.

Travel insights for flights from Chicago to Mississauga

Get recent, data-driven insights about flights from Chicago to Mississauga including ideal travel times, pricing trends, and more.

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 January 24, 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 88 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 enero 30, 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 January 26, 2025.

Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Wednesday evenings when fares are most often at their lowest. Monday mornings 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 enero 30, 2025.

The most flights from CHI to M1S are scheduled on a Wednesday (52 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (30 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 enero 30, 2025.
Get a feel of what it's like to fly with Delta, KLM 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.
8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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.

8.0
Very good
8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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.

8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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.

8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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.

8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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.

8.0
Very good

Boarding

8.2

Entertainment

7.9

Food

7.3

Crew

8.5

Overall

8.0

Comfort

8.0

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?

    $113 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 American Airlines, with prices starting from $116 and $134, respectively.

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

    The top 3 most reliable airlines when flying from Chicago to Mississauga are Royal Jordanian (94%), Egyptair (91%) and Qatar Airways (90%).

  • What are the cheapest flights from Chicago to Mississauga?

    Looking at all options, your cheapest flight can be booked for $138. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $235 on average our data indicates $996 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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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 enero 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapest$122Average$265FlexibilityNo cancel feeOn-time52%
American AirlinesCheapest$122Average$340FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$122Average$308FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$148Average$356FlexibilityNo cancel feeOn-time69%
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