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Mississauga

$86+ 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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YYZ
fev 26 — mar 51
qui 2/26
qui 3/5
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Mississauga are usually found in June or November, booked 68 days in advance, depart on a Thursday or Friday and return on a Friday

Cheap 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 janeiro 27, 2026.

This Booking.com deal was found by Cheapflights users on 1/26. 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.
qui 2/1910:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
seg 2/232:15 pm
YYZ
-
ORD
Nonstop1h 55m
Air Canada
Deal found 1/26$189
This Booking.com deal was found by Cheapflights users on 1/27. 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.
sex 3/132:00 pm
ORD
-
YYZ
Nonstop1h 39m
Air Canada
sex 3/204:50 pm
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 1/27$193
This Mytrip deal was found by Cheapflights users on 1/26. 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.
qua 2/188:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
sex 2/206:40 pm
YYZ
-
ORD
Nonstop2h 05m
Air Canada
Deal found 1/26$197
This Flightnetwork deal was found by Cheapflights users on 1/26. 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.
sex 3/138:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
seg 3/168:15 am
YYZ
-
ORD
Nonstop1h 58m
Air Canada
Deal found 1/26$198
This Mytrip deal was found by Cheapflights users on 1/26. 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.
seg 6/110:00 am
ORD
-
YYZ
Nonstop1h 40m
Air Canada
qui 6/46:25 pm
YYZ
-
ORD
Nonstop2h 00m
Air Canada
Deal found 1/26$199
This Delta deal was found by Cheapflights users on 1/26. 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.
ter 2/176:20 pm
MDW
-
YYZ
1 stop3h 20m
Delta
qui 2/266:10 am
YYZ
-
MDW
1 stop3h 44m
Delta
Deal found 1/26$247
This Delta deal was found by Cheapflights users on 1/27. 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.
sex 3/139:35 am
MDW
-
YYZ
1 stop6h 42m
Delta
qui 5/1412:15 pm
YYZ
-
MDW
1 stop7h 16m
Delta
Deal found 1/27$248
This Delta deal was found by Cheapflights users on 1/26. 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.
qui 2/199:50 am
MDW
-
YYZ
1 stop5h 09m
Delta
seg 2/2312:11 pm
YYZ
-
MDW
1 stop6h 26m
Delta
Deal found 1/26$249
This Delta deal was found by Cheapflights users on 1/26. 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.
dom 2/151:29 pm
MDW
-
YYZ
1 stop8h 11m
Delta
qua 2/2510:05 am
YYZ
-
MDW
1 stop3h 41m
Delta
Deal found 1/26$279
This Delta deal was found by Cheapflights users on 1/27. 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 2/141:29 pm
MDW
-
YYZ
1 stop4h 40m
Delta
ter 2/1710:05 am
YYZ
-
MDW
1 stop3h 41m
Delta
Deal found 1/27$280
This Delta deal was found by Cheapflights users on 1/27. 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.
sex 5/229:30 am
MDW
-
YYZ
1 stop6h 53m
Delta
seg 5/256:00 am
YYZ
-
MDW
1 stop7h 30m
Delta
Deal found 1/27$281
This Delta deal was found by Cheapflights users on 1/26. 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.
qui 2/129:34 am
MDW
-
YYZ
1 stop5h 36m
Delta
seg 2/1610:05 am
YYZ
-
MDW
1 stop8h 32m
Delta
Deal found 1/26$282

Find flight deals from Chicago to Mississauga

Keep the following information in mind while searching for Chicago to Mississauga flight deals. Data was last updated janeiro 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$189
(Booking.com)

One-way from

$86
(United Airlines)

Popular in

January

Cheapest in

June

Average price

$381
Provider with most accurate pricing for Chicago (CHI)-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Toronto (YTO) flights.
Search Deals
From Chicago (CHI) to Mississauga
Search Deals
One-way flight from Chicago (CHI) to Mississauga
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 janeiro 27, 2026.
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

sáb 4/4

5:57 pm-8:44 pm

Nonstop1h 47m

Toronto Pearson Intl

sáb 4/11

1:00 pm-2:03 pm

Nonstop2h 03m

$222

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 3/28

9:15 pm-11:58 pm

Nonstop1h 43m

Toronto Pearson Intl

ter 3/31

10:15 am-11:18 am

Nonstop2h 03m

$222

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qua 2/25

7:07 am-9:58 am

Nonstop1h 51m

Toronto Pearson Intl

dom 3/1

6:45 am-8:00 am

Nonstop2h 15m

$222

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 4/4

7:04 am-9:54 am

Nonstop1h 50m

Toronto Pearson Intl

qua 4/8

10:15 am-11:18 am

Nonstop2h 03m

$222

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

ter 3/31

9:05 am-11:49 am

Nonstop1h 44m

Toronto Pearson Intl

sáb 4/4

11:00 am-12:03 pm

Nonstop2h 03m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qui 5/7

9:15 pm-11:59 pm

Nonstop1h 44m

Toronto Pearson Intl

seg 5/11

7:00 am-8:00 am

Nonstop2h 00m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 4/18

2:00 pm-4:56 pm

Nonstop1h 56m

Toronto Pearson Intl

seg 4/20

11:00 am-12:03 pm

Nonstop2h 03m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

qui 2/19

1:12 pm-4:02 pm

Nonstop1h 50m

Toronto Pearson Intl

dom 2/22

9:00 pm-10:04 pm

Nonstop2h 04m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

sáb 3/14

6:25 pm-9:18 pm

Nonstop1h 53m

Toronto Pearson Intl

dom 3/22

9:00 pm-10:04 pm

Nonstop2h 04m

$224

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

dom 3/15

7:10 am-9:58 am

Nonstop1h 48m

Toronto Pearson Intl

dom 3/22

6:45 am-8:00 am

Nonstop2h 15m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 44 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 January 23, 2026.

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, March is the cheapest month in which you can book a flight from Chicago to Mississauga (average of $79). Flying from Chicago to Mississauga in January is currently the most expensive (average of $177). 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 janeiro 27, 2026.

It’s optimal to fly from Chicago to Mississauga in the morning. By choosing this option you can save up to 34% on the cost of your flight, compared to a flight at noon.

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 24, 2026.

Travelers seeking maximum savings on their Chicago to Mississauga flight should consider departing on Monday 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 janeiro 27, 2026.

The most flights from CHI to M1S are scheduled on a Friday (66 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

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 janeiro 27, 2026.
Get a feel of what it's like to fly with United Airlines, American Airlines, and Air Canada 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.
United Airlines
7.4
Good
9,207 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,207 reviews
United Airlines
7.4
Good
9,207 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,198 reviews
United Airlines
7.4
Good
9,207 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,660 reviews
United Airlines
7.4
Good
9,207 reviews

Boarding

7.7

Comfort

7.3

Overall

7.4

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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.

  • How long is the flight from Chicago to Mississauga?

    A quick flight from Chicago to Mississauga can take about 1h 47m. United Airlines provides one of the quickest options available for as low as $222. Chicago and Mississauga are separated by a distance of 436 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 to fly from Chicago to Mississauga one-way?

    $64 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 $69 and $74, respectively.

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

    The top 3 most reliable airlines when flying from Chicago to Mississauga are Korean Air (88%), Alaska Airlines (73%) and Japan Airlines (72%).

  • What are the cheapest flights from Chicago to Mississauga?

    Looking at all options, your cheapest flight can be booked for $85. While the most popular route (Chicago O'Hare Intl - Toronto Pearson Intl) can be booked for $205 on average, our data indicates $1,329 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, March is the cheapest month in which you can book a flight from Chicago to Mississauga (average of $79). Flying from Chicago to Mississauga in January is currently the most expensive (average of $177). 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

Browse thousands of different options on Cheapflights for your next trip

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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 Pierre Elliott Trudeau Intl flights
O'Hare Intl to Pearson Intl flights
O'Hare Intl to Toronto Island flights
Midway to Pearson Intl flights
Midway to Toronto Island flights
Midway to Pierre Elliott Trudeau Intl flights
St. Louis to Pearson Intl flights
O'Hare Intl to Ottawa flights
St. Louis to Pierre Elliott Trudeau Intl flights
Midway to Ottawa flights
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O'Hare Intl to London flights
O'Hare Intl to Thunder Bay flights
Midway to Thunder Bay flights
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Peoria to Pierre Elliott Trudeau Intl flights
Moline to Pearson Intl flights
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St. Louis to Ottawa flights
Champaign to Pearson Intl flights
O'Hare Intl to Kingston flights
Bloomington to Ottawa flights
Dubuque to Pearson Intl flights
Springfield to Pearson Intl flights
Bloomington to Pierre Elliott Trudeau Intl flights

Top 5 airlines flying from Chicago to Mississauga

Discover the top 5 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 janeiro 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$88Average$359FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$100Average$237FlexibilityNo cancel feeOn-time67%
Porter AirlinesCheapest$109Average$351FlexibilityNo cancel feeOn-time52%
United AirlinesCheapest$140Average$287FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$217Average$359FlexibilityNo cancel feeOn-time71%

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