Find flights
When to book
FAQs & Tips
Airlines
Deals

Find cheap flights from Chicago to Mississauga from $117

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Mississauga departing on 6/17. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Tue 6/4
Tue 6/11

Search hundreds of travel sites at once for deals on flights from Chicago to Mississauga

In the last 7 days travelers have searched 43,369,418 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Good to know

Low season

January

High season

June

Cheapest flight

$117
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 15% lower on average.
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

When to book flights from Chicago to Mississauga

Are your dates flexible? Find out the best times to travel from Chicago to Mississauga based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Mississauga

  • Which airports will I be using when flying from Chicago to Mississauga?

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Mississauga does not have its own airport so you’ll be flying into nearby Toronto Pearson Intl airport, which is 6.3 mi away.

  • How long does a flight from Chicago to Mississauga take?

    Direct flights cover the 424 miles separating Chicago and Mississauga in about 1h 32m.

  • How many flights are there between Chicago and Mississauga?

    68 direct flights run between Chicago and Mississauga on a daily basis. On average, there are about 481 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Mississauga?

    Consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Wednesdays and the most expensive ones on Thursdays.

  • How does KAYAK find such low prices on flights from Chicago to Mississauga?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Mississauga.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Mississauga?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Mississauga from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Mississauga?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Mississauga with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Mississauga?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Mississauga from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Mississauga?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Mississauga found on KAYAK was with Sun Country Air for $133. United Airlines offered a round-trip connection from $306 and Air Canada from $316.

See more FAQs

Top tips for finding cheap flights from Chicago to Mississauga

  • There is no airport in Mississauga. Instead, you’ll be flying into Toronto Pearson Airport when flying between Chicago and Mississauga.
  • The cheapest flight from Chicago to Mississauga was found 56 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be June, July and August. The cheapest month to fly is February.
See more tips

Top 4 airlines serving Chicago to Mississauga

 
Need help choosing which airline to fly with from Chicago to Mississauga? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
Porter AirlinesOverall score based on 430 reviews
7.5Comfort
6.6Entertainment
8.2Crew
7.4Food
7.6Boarding
Airline reviews

Wish we had music during take off and landing like the last flight

10.0 ExcellentAnonymous, Apr 2024EWR - YTZ
Read more about Porter Airlines reviews

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

Check in was slow because of passenger ahead in Reserve line. Seats were somewhat uncomfortable.

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

You do not have a space for flight cancelled. BUT!!! Air Canada handled it great. Was booked on another airline for the next day. The original flight was booked solid. But he precheck by the maintenance found a mechanical problem and the plane was not safe to fly. It was an inconvenience to have to wait until next day but I would rather arrive safely.

Very good other than we have to wait for one crew and we’re delayed and the pilot and his co- pilot has to make a difference to be right on time arrival. Disappointed about no food service also.

I had written all my complaints on my trip from Grand Junction to Denver so I will repeat it here! I was absolutely appalled that I had to pay for a regular seat that I choose 24 hrs before boarding! Also I checked my large bag which I had to pay for as well, and by the time I boarded all the room in the bins were gone so also had to check that one. I noticed people pulling out oversized suitcases, bigger than the measurements stated for carry on, and also large pack packs stuffed full! So these people were taking up 2 or 3 spaces that the rest of us should have been able to use but couldn’t! NoTV on the flight! Thankfully I had downloaded the United Airlines app and was able to watch movies on my phone. Don’t remember the last time I flew in a plane with no movie screens!

The crew was friendly, the seats are too small. Air travel is barely tolerable anymore.

Food was icecold or frozen including breakfast. Hopeless service. Rude crew.

The flight was very uncomfortable and there was no snacks served for the 13 hours international flight. In addition, the flight was delayed 3 hours

Due to a strike taking place with the airline, it negatively impacted my flight in multiple ways. My flight was delayed over 2 hours and the food served was mediocre at best.

Cabin crew were great. Seats are criminal for tall people

My flight was great! Gate attendants and crew were great… pleasant and in good spirits. Flight delayed several hours and we were well informed of the status while on plane. Thank you!

The fact that I got to Toronto alive and well and safe is a huge plus. I thank the captain and crew for a safe flight The comfort of the aircraft leaves much to be desired. Human beings should not have to be that cramped and squashed on a flight that we pay a lot for and even have to pay for lousy food choices The cabin crew were pleasant and helpful Kudos to them as the flight was packed to capacity and there was a lot of work for them in a short space of time All in all a good experience, but too cramped

Book cheap flights from Chicago to Mississauga

Recent round-trip flight deals

6/4Tue
1 stop
18h 20mORD-YYZ
6/12Wed
1 stop
17h 23mYYZ-ORD
$185
6/4Tue
1 stop
18h 20mORD-YYZ
6/12Wed
1 stop
12h 10mYYZ-ORD
$186
5/28Tue
nonstopUnited Airlines
1h 45mORD-YYZ
5/28Tue
1 stopUnited Airlines
4h 37mYYZ-ORD
$306
5/25Sat
1 stopUnited Airlines
14h 03mORD-YYZ
5/26Sun
nonstopUnited Airlines
2h 02mYYZ-ORD
$311
7/23Tue
1 stopAir Canada
11h 36mORD-YYZ
7/25Thu
nonstopAir Canada
1h 57mYYZ-ORD
$316
5/31Fri
nonstopAir Canada
1h 45mORD-YYZ
6/5Wed
nonstopAir Canada
1h 54mYYZ-ORD
$320
5/29Wed
1 stopAmerican Airlines
7h 40mORD-YYZ
6/1Sat
nonstopAmerican Airlines
1h 55mYYZ-ORD
$322
6/21Fri
nonstopAmerican Airlines
1h 35mORD-YYZ
6/25Tue
1 stopAmerican Airlines
5h 35mYYZ-ORD
$327
5/25Sat
1 stopKLM
8h 14mORD-YYZ
5/26Sun
nonstopKLM
1h 56mYYZ-ORD
$330
7/23Tue
1 stopKLM
7h 48mMDW-YYZ
7/25Thu
1 stopKLM
3h 36mYYZ-MDW
$332

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/17Mon
1 stop
18h 20mORD-YYZ
$117
6/3Mon
1 stop
18h 20mORD-YYZ
$118
6/16Sun
1 stopSun Country Air
10h 07mORD-YYZ
$133
7/4Thu
1 stopAir Canada
5h 57mORD-YYZ
$138
6/23Sun
nonstopAir Canada
1h 48mORD-YYZ
$139
7/5Fri
1 stopAmerican Airlines
8h 31mORD-YYZ
$141
6/9Sun
nonstopUnited Airlines
1h 48mORD-YYZ
$152
6/3Mon
nonstopUnited Airlines
1h 43mORD-YYZ
$153
5/13Mon
1 stopSun Country Air
14h 45mORD-YYZ
$163
5/18Sat
nonstopAmerican Airlines
1h 50mORD-YYZ
$176

Search by stops

Search by airline

Search by price

Last minute flights from Chicago to Mississauga

Last minute flight, train and bus deals

5/10Fri
multi-stop
21h 55mORD-YYZ
5/12Sun
multi-stop
17h 59mYYZ-ORD
$392
5/10Fri
multi-stop
21h 55mORD-YYZ
5/12Sun
multi-stop
17h 59mYYZ-ORD
$419
5/10Fri
multi-stopWestJet
5h 30mORD-YYZ
5/12Sun
multi-stopWestJet
4h 16mYYZ-ORD
$467
5/6Mon
multi-stopWestJet
4h 21mORD-YYZ
5/13Mon
multi-stopWestJet
3h 56mYYZ-ORD
$523
5/7Tue
nonstopAmerican Airlines
1h 35mORD-YYZ
5/16Thu
nonstopAmerican Airlines
1h 55mYYZ-ORD
$531
5/7Tue
multi-stopAmerican Airlines
7h 40mORD-YYZ
5/16Thu
nonstopAmerican Airlines
1h 55mYYZ-ORD
$539
5/8Wed
nonstopAir Canada
1h 42mORD-YYZ
5/13Mon
nonstopAir Canada
1h 54mYYZ-ORD
$558
5/8Wed
multi-stopAir Canada
6h 01mORD-YYZ
5/13Mon
nonstopAir Canada
1h 54mYYZ-ORD
$563
5/8Wed
nonstopUnited Airlines
1h 43mORD-YYZ
5/11Sat
nonstopUnited Airlines
1h 59mYYZ-ORD
$595
5/8Wed
multi-stopUnited Airlines
4h 38mORD-YYZ
5/11Sat
nonstopUnited Airlines
1h 54mYYZ-ORD
$604

Search by stops

Search by airline

Search by price

Flights to Mississauga

Browse origins: