C$ 188 Find Cheap Flights to Evanston – Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Evanston departing on 27/9. 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
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
C$ 281
Typical prices: C$ 324-C$ 615
Air Canada
Thu 10/9Sun 13/9
YYZ - ORD • Direct
Cheapest one-way flights
C$ 187
Typical prices: C$ 198-C$ 393
Air Canada
Sun 27/9
YYZ - ORD • Direct
Arrival airport
You can’t fly directly to Evanston. It is served by Chicago (ORD), located 19.2 km from Evanston.
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We hope you love your trip to Evanston!
Flight Deals
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Flight Deals

Cheap Flights to Evanston

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Evanston that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals to Evanston

Thu, 10 Sep - Sun, 13 Sep
Air Canada Logo
4:00 p.m. - 4:58 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
1h 58mdirect
Air Canada Logo
5:35 p.m. - 8:18 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 43mdirect
C$ 281Air Canada
Tue, 1 Sep - Wed, 9 Sep
Air Canada Logo
7:35 p.m. - 8:41 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
2h 06mdirect
Air Canada Logo
2:00 p.m. - 4:42 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 42mdirect
C$ 282Air Canada
Fri, 11 Sep - Sun, 13 Sep
United Airlines Logo
10:15 a.m. - 11:21 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 06mdirect
United Airlines Logo
9:18 p.m. - 11:59 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 41mdirect
C$ 282United Airlines
Thu, 8 Oct - Sun, 11 Oct
United Airlines Logo
7:00 a.m. - 8:00 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mdirect
United Airlines Logo
12:59 p.m. - 3:46 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 47mdirect
C$ 282United Airlines
Sun, 30 Aug - Tue, 1 Sep
Multiple Airlines Logo
8:50 a.m. - 9:53 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 03mdirect
Multiple Airlines Logo
9:50 a.m. - 12:35 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mdirect
C$ 282Multiple Airlines
Fri, 4 Sep - Tue, 8 Sep
Multiple Airlines Logo
7:00 a.m. - 8:00 a.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 00mdirect
Multiple Airlines Logo
9:55 a.m. - 12:40 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 45mdirect
C$ 282Multiple Airlines
Fri, 6 Nov - Mon, 9 Nov
Porter Airlines Logo
4:35 p.m. - 5:30 p.m.YTZ  Toronto Island-ORD Chicago O'Hare Intl
1h 55mdirect
Porter Airlines Logo
6:10 p.m. - 8:50 p.m.ORD  Chicago O'Hare Intl-YTZ Toronto Island
1h 40mdirect
C$ 287Porter Airlines
Wed, 23 Sep - Thu, 24 Sep
Porter Airlines Logo
1:15 p.m. - 2:20 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
2h 05mdirect
Porter Airlines Logo
8:30 p.m. - 11:26 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 56mdirect
C$ 294Porter Airlines
Sat, 19 Sep - Mon, 21 Sep
American Airlines Logo
3:45 p.m. - 10:31 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
7h 46m1 stop Charlotte Douglas
American Airlines Logo
8:30 p.m. - 11:26 p.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 56mdirect
C$ 303American Airlines
Fri, 2 Oct - Sun, 4 Oct
American Airlines Logo
6:04 p.m. - 11:56 p.m.YYZ  Toronto Pearson Intl-ORD Chicago O'Hare Intl
6h 52m1 stop Philadelphia
American Airlines Logo
8:03 a.m. - 10:59 a.m.ORD  Chicago O'Hare Intl-YYZ Toronto Pearson Intl
1h 56mdirect
C$ 303American Airlines
Useful Info

Good to know – Book Cheap Evanston Plane Tickets

Low season

January

Cheapest flight

C$ 188
Best time to beat the crowds (5% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Toronto Pearson Airport to Chicago O'Hare Airport

Flights to Evanston: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew to Evanston 
MMFlew with United Airlines-Jan 2026
Pay extra for Boarding Zone 2 to make sure your carry on, gets on the plane.
LisaFlew with United Airlines-Dec 2024
Turn on your data or the wifi in case gates change.
BrianFlew with Air Canada-Oct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Steven AnthonyFlew with United Airlines-Aug 2024
Don't take the 6am flight. Airport security and customs only open at 430am. So if you show up the recommended 3 hours before, you're waiting in line for nothing
Verified travelerFlew with WestJet-Jun 2024
checkin luggage online as they jack up the price 100% at airport
Verified travelerFlew with United Airlines-Apr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment
Verified travelerFlew with United Airlines-Mar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time

FAQs - booking Evanston flights

  • How long is the flight to Evanston?

    Flights from Toronto Pearson Intl Airport1h 55m
    Flights from Montreal Pierre Elliott Trudeau Intl Airport2h 35m
    Flights from Vancouver Intl Airport3h 08m
    Flights from Toronto7h 48m
    Flights from Calgary2h 20m
  • What is the cheapest flight to Chicago?

    In the last 5 days, the cheapest flight deal to Chicago was found on the route from Toronto, at C$ 281 round-trip. The most popular connection is from Montreal to Chicago, while KAYAK users have found round-trip deals for as low as C$ 372 in the last 5 days.

  • Which airlines fly to Chicago?

    Many airlines fly to Chicago, the most common ones being United Airlines, Air Canada, and American Airlines. See the amount of flights per week for popular airlines flying to Chicago.

  • How to fly to Evanston?

    You cannot fly directly to Evanston. KAYAK recommends you fly to Chicago O'Hare Intl (ORD) (19.24 km from Evanston). From there you can rent a car or get a taxi.

  • What airports are near Evanston?

    The closest airport is Chicago Midway (MDW) (29.02 km). KAYAK recommends you fly to Chicago O'Hare Intl.

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    The city centre of Chicago is 26 km from Chicago.

  • How does KAYAK find such low prices on flights to Evanston?

    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 to Evanston.

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

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

  • What is the Hacker Fare option on flights to Evanston?

    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 Evanston with an airline and back with another airline.

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

    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 Evanston up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Evanston

  • There is no major airport in Evanston,it is instead served by Chicago's airports. We recommend you fly to Chicago Midway Airport Airport, however you can also fly to Chicago O'Hare Intl Airport airport.
  • Looking for cheap airfare to Evanston? 25% of our users found round-trip tickets to Evanston for the following prices or less: From Vancouver Intl C$ 726, from Calgary C$ 1,098, from Ottawa C$ 1,303
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Evanston flight deals.

Reviews of the top 5 airlines flying to Evanston

 
Need help choosing which airline to fly with from Canada to Evanston? 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.
8.0
Porter AirlinesOverall score based on 450 reviews
6.9Entertainment
8.2Boarding
8.6Crew
7.5Food
8.0Comfort
Airline reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

10.0 ExcellentAnonymous, Aug 2026
Read more Porter Airlines reviews

A very comfortable flight, an additional wash room could have made it almost perfect.

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Organization and the adjusted times but the snacks could be of a bigger portion

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

All good the seats a little tight and no I pad screen

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Reliable, nice crew, I fly often on that flight and I like it all.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

So far so good but food and entertainment are not available for this flight

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

They needed people to check a bag, they did check my bag and I had to wait 10 minutes after the flight to get it it wasn’t too bad

I'm so frustrated my flight was canceled they give flight on August 5 which is not sure. Its was big mistake I booked my ticket from kayak.

Maybe glass of wine would be nice at no charge

We traveled with a 7 year old that has autism and he is significantly cognitively delayed. Your site makes it known there are no wagons allowed even if they fold down flat and many autistic children cannot travel without one because they are unable to follow directions or cooperate with walking through the airport and are too big for a stroller. Please consider making exceptions for our special needs children. Also it would be very thoughtful if you’d allow seat selection for no fee for special needs families. The autistic child we traveled with must sit behind another adult in our family because he continuously kicks the seat in front of him and is unable to understand why that is disruptive. We had to pay quite a bit extra to have our 4 seats situated with 2 in row 19 and 2 in row 20 directly behind.

Our itinerary included a 1 hour and 30 minute layover, which should have been sufficient under normal circumstances. However, our original flight was delayed. Before we even deplaned, we were instructed to collect our checked bags from baggage claim, clear immigration and customs, and then recheck our bags for the connecting flight. The airline knew—or should have known—that this was impossible. Checked baggage acceptance closes one hour before departure, meaning there was no realistic way for passengers from the delayed flight to recheck their bags in time. Despite this, the airline gave us misleading instructions instead of informing us that we would likely miss our connection. We completed immigration and customs in approximately 10 minutes, but our checked bags did not arrive at the carousel for more than 30 minutes. After collecting them, we had another 10-minute walk to the baggage drop area, only to find that no airline attendant was present. We then went to another airline counter, where an employee told us this had happened before and that there was nothing they could do because the baggage acceptance window had already closed. At that point, there were still 40 minutes remaining before our flight's departure, yet no one was willing to assist or offer a practical solution. When we asked to be rebooked, we were simply told to call the airline's 800 number ourselves. There was no accountability or customer support at the airport, leaving us stranded in a foreign country with no immediate assistance. After finally reaching an agent on the 800 number, we were rebooked on a flight for the following day. However, we were initially told that the airline would not provide any hotel accommodation and that we would have to arrange and pay for it ourselves. Only after making multiple calls and speaking with several different agents did one representative finally issue a hotel voucher. The entire experience was an exhausting and frustrating ordeal. What should have been a 20-hour journey ultimately became more than 30 hours due to the airline's poor planning, misleading instructions, lack of accountability, and inadequate customer service. The unnecessary delays, confusion, and absence of meaningful assistance caused significant physical exhaustion and severe mental stress. This experience fell far below the level of service passengers should reasonably expect.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

I loved the fact it was on time and it was a smooth flight to my destination.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Could not make the flight. No one would help us at all

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

My seat had a worn out cushion, which made it a bit uncomfortable. Other than that, the flight was excellent.

Take this flight regularly. Every single week same thing. Departure delayed. Make up some time in the air. Land at ORD and then wait for gate in "L" concourse Terminal 3 for 30-40 min-which yields a very delayed final arrival. Plus I get to taxi around and see every runway and drive over the bridge (IFKYK) over the expressway 2-4 times in most cases. Change the sched of incoming plane/work with FAA to improve traffic flow at ORD/change the timing of these flights. Whatever it takes. But do better.

- flight was delayed several hours due to weather (understandable) - flight delayed further and we were told by attendants "we are not sure where the pilots are but they are on their way" as we have to find different pilots for the flight - announcements over the PA were somewhat unprofessional by the attendants, seems they need more training and were not reading off the script. They showed their young age and immaturity in their communications with the passengers. They were not clear and lacked professional communication language. - going from a hub to hub we were also parked at the tarmac at ohare for an additional hour and kept being told "few more minutes". Please just let the passengers know the real wait time instead of hiding the truth. We understand there is traffic and weather delays, but we just want transparency. There are several logistics of our lives that revolve around what the attendants and pilots are sharing with us but they are not being transparant.

Boarding and Delays The boarding process for my American Airlines flight from Copenhagen to Philadelphia was a bit tricky. We experienced a gate change that required a long walk to a new area of the airport. Additionally, boarding was not via a jet bridge; we had to take a shuttle bus to the plane and then carry our luggage up the stairs ourselves. Furthermore, the bag drop didn't open until about 12:20 PM, which was only three hours before our scheduled departure. This meant I couldn't drop my bag off early and had to wait outside of security in order to drop off my bag and use the kiosk. The bag drop self-service kiosks also didn't open until about 12:00 PM when an American Airlines employee unlocked them so that we could print out our boarding passes and bag tags, which further created a backlog. The flight was delayed by over an hour because we had to wait for one of the tires on the plane to be changed. Flight Attendant Professionalism On a positive note, the flight attendant was very professional when handling a passenger who was sitting in the wrong seat. Even though the passenger was persistent and reluctant to move, the flight attendant calmly ensured the assigned passenger could take their seat. Kudos to the flight attendant for keeping his calm and composure, not allowing the issue to escalate, and handling it well under pressure while a line of passengers waited in the aisle to board. In-Flight Service The in-flight service was also fast, prompt, and efficient, although service had to be suspended for the last two hours of the flight due to weather and turbulence, which was outside of the crew's control. Limited Flight Options Please note that American Airlines only operates one flight per day in and out of Copenhagen. This means there are limited options available if your flight is delayed or canceled, which is something to take into consideration when booking.

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

I will never but. through kayak again. and American Airlines. I will never fly again on. They're both thieves.

The flight was on time and crew were nice, seats were tight and there was entertainment available

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Incompetent crew at the boarding counter. Never flying AA again.

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

I was mostly pleased. My greatest disappointment was with respect to the timely update to the estimated departure and arrival times. It was especially sad that the arrival time was not updated online once we were in flight so as to allow my wife to arrive on time to the airport. She was not happy.

I needed to catch a United flight. There wasn't enough signage or help on arrival to navigate the transfer.

Everything you need to know for your flight to Evanston