CA $221 Cheap Flights from Nanaimo (YCD) to Chicago (ORD)

View CA $221 flight on Sat, May 23, 2026Opens in a new window

Popular airlines from Nanaimo, BC (YCD) to Chicago O'Hare International Airport (ORD)

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Cheap flights from Nanaimo (YCD) to Chicago (ORD)

Prices were available within the past 7 days and start at CA $221 for one-way flights and CA $398 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

WestJet
Sun, May 24 - Wed, May 27
YCD
Nanaimo
ORD
Chicago
CA $398 Roundtrip, found 3 days ago
CA $398
Roundtrip
found 3 days ago
Select WestJet flight, departing Sun, May 24 from Nanaimo to Chicago, returning Wed, May 27, priced at CA $398 found 3 days ago
WestJet
Wed, May 20 - Wed, May 27
YCD
Nanaimo
ORD
Chicago
CA $457 Roundtrip, found 3 days ago
CA $457
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, May 20 from Nanaimo to Chicago, returning Wed, May 27, priced at CA $457 found 3 days ago
Delta
Fri, May 22 - Fri, May 29
YCD
Nanaimo
ORD
Chicago
CA $487 Roundtrip, found 3 days ago
CA $487
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 22 from Nanaimo to Chicago, returning Fri, May 29, priced at CA $487 found 3 days ago
WestJet
Mon, Jun 1 - Mon, Jun 8
YCD
Nanaimo
ORD
Chicago
CA $493 Roundtrip, found 3 days ago
CA $493
Roundtrip
found 3 days ago
Select WestJet flight, departing Mon, Jun 1 from Nanaimo to Chicago, returning Mon, Jun 8, priced at CA $493 found 3 days ago
WestJet
Tue, Jun 9 - Mon, Jun 15
YCD
Nanaimo
ORD
Chicago
CA $499 Roundtrip, found 4 days ago
CA $499
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, Jun 9 from Nanaimo to Chicago, returning Mon, Jun 15, priced at CA $499 found 4 days ago
WestJet
Sat, May 30 - Mon, Jun 8
YCD
Nanaimo
ORD
Chicago
CA $505 Roundtrip, found 3 days ago
CA $505
Roundtrip
found 3 days ago
Select WestJet flight, departing Sat, May 30 from Nanaimo to Chicago, returning Mon, Jun 8, priced at CA $505 found 3 days ago
WestJet
Wed, May 20 - Sun, May 31
YCD
Nanaimo
ORD
Chicago
CA $516 Roundtrip, found 3 days ago
CA $516
Roundtrip
found 3 days ago
Select WestJet flight, departing Wed, May 20 from Nanaimo to Chicago, returning Sun, May 31, priced at CA $516 found 3 days ago
Delta
Fri, May 29 - Mon, Jun 8
YCD
Nanaimo
ORD
Chicago
CA $523 Roundtrip, found 3 days ago
CA $523
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 29 from Nanaimo to Chicago, returning Mon, Jun 8, priced at CA $523 found 3 days ago
United
Sat, May 23 - Fri, May 29
YCD
Nanaimo
ORD
Chicago
CA $563 Roundtrip, found 3 days ago
CA $563
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 23 from Nanaimo to Chicago, returning Fri, May 29, priced at CA $563 found 3 days ago
Air Canada
Mon, Jun 1 - Fri, Jun 5
YCD
Nanaimo
ORD
Chicago
CA $605 Roundtrip, found 6 days ago
CA $605
Roundtrip
found 6 days ago
Select Air Canada flight, departing Mon, Jun 1 from Nanaimo to Chicago, returning Fri, Jun 5, priced at CA $605 found 6 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $749
ORD
O'Hare Intl.
Cheapest
Average driving time to city centre23 min
Flights from CA $749

Frequently asked questions

How much does a flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) cost?
One-way flights typically cost between $1,692 and $4,807 and return flights often range between $1,692 and $4,807. Flight prices vary based on the month and day of the week you want to travel, as well as the airline and how far in advance you book your ticket. Filter your search on Expedia by "Price (lowest to highest)" to see the cheapest fares first, and use the Price Tracking tool to receive alerts when Anaa (AAA) to Toronto, ON (YYZ-Pearson Intl.) ticket fares go up or down.
How do I find cheap flights from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
To find a cheap flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.), be flexible with your dates. Traveling outside of peak vacation months and booking a mid-week flight can help you save. Early morning and late night flights are often more affordable, too. Expedia allows you to compare flight times, airlines and routes all in one place to find low fares. You can also set up Price Tracking and receive alerts when fares go up or down.
What is the best time to fly from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
The best time to fly is usually mid-week (Tuesday or Wednesday) and during early morning hours as flights tend to be cheaper, less crowded, and generally more on-time. Avoid major holidays and peak vacation seasons for smoother travel. Combining off-peak days and hours often gives the best combination of cost, comfort, and convenience.
How many flights per day from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
There are approximately 5 connecting flights per day from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.). Some common connection points include Vancouver Intl. (YVR) and Calgary Intl. (YYC).
What is the earliest flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
The earliest flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) typically departs around 5:15 AM local time. This service is operated by WestJet and Delta. This is a seasonal service, active in November and December. An early departure like this can help you maximize your time at your destination. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What day of the week has the most flights from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
You'll typically find the most flights from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) on a Friday, with around 7 flights available. This gives you a good selection for your travel plans. Air Canada and WestJet are among the airlines that operate on this route.
What are the most popular departure times for flights from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
The most popular departure times for flights from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) are in the early morning, from 6am to 9am. About 31% of passengers prefer this time window. Many major carriers, including Air Canada and United Airlines, offer flights during this window. These times work well because you can get an early start to your travel day and arrive at your destination with plenty of time.
How long does it take to fly from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
Flying from YCD to ORD with a connection usually takes about 6 hours 50 minutes, traveling roughly 1,790 miles. Keep in mind that actual flight times can vary due to wind patterns, weather, and air traffic.
Can you fly business or first class from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
Select the "Business class" and "First class" filters when looking for YCD to ORD flights on Expedia. This is the easiest way to compare prices, routes and flight times for your trip.
How do I earn miles on a Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) flight with Expedia?
It's easy to earn miles on a Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) flight when you book with Expedia. Before you confirm your booking, simply select your frequent flyer program and enter your program number. As a member of One Key™, you can also earn OneKeyCash™* on top of your airline miles when you book with Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What airports do you fly into for Chicago from YCD (YCD)?
From YCD (YCD), you can fly directly into O'Hare Intl. (ORD) to reach Chicago. Some flights may connect through major hubs like Vancouver Intl. (YVR), Calgary Intl. (YYC) before reaching Chicago. Compare routes and airports on Expedia to find the best flight options for your travel plans.
Is it cheaper to buy a plane ticket from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) at the last minute?
Typically, booking a last minute flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) will be more expensive than booking in advance. As the departure date approaches, there are usually fewer seats available which can drive up the cost. However, if there's some wiggle room with your travel dates and times, you could bag a cheap last-minute fare.
Is it cheaper to book a Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package?
Securing a Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Select from our extensive range of stays and then add flights, activities and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.)?
If you booked your Nanaimo, BC (YCD) to Chicago, IL (ORD-O'Hare Intl.) flight within the last 24 hours, you may be able to modify or cancel it without any fees. Depending on the airline and the type of ticket you have, additional charges may apply for changes beyond this timeframe. Airline policies and contact information can be found in your itinerary or confirmation email. Or, head to our Customer Service portal if you'd like more information.

Travel information

Origin airport
Nanaimo
Destination airport
O'Hare Intl.
Airlines serving
Air Canada, Delta, United, WestJet
Roundtrip price
CA $398
Distance
2864 km

Book with confidence

Cassidy to Chicago Flights

The easy way to book your flights from Nanaimo to Chicago 

With Expedia, it’s simple to find and book flights to Chicago from Nanaimo whether you’re traveling for business or pleasure. Enter your travel dates, hit search, and choose your flight from 20 airlines that cover this route. There are nonstop flights to O'Hare Intl., too.  

Choose your preferred carrier and cabin class with the advanced search tool and select your ideal departure time. Then, if you want, you can see just nonstop or refundable flights. And if you’re traveling last minute, just enter the date to check out flights from Nanaimo to Chicago today, tomorrow, or this week.  

 

Save dollars with cheap flights from Nanaimo, YCD to O'Hare Intl., ORD 

Sort your search results by price to find great deals on your flight from Nanaimo to Chicago—you get all your cheapest options first. Grab yourself a bargain now—the lowest price on flights to Chicago from Nanaimo currently is just CA $398 rising to CA $605.  

Here are more money-saving tips: 

  • Fly in May when flight prices are normally at their lowest 
  • Book about a month to 6 weeks before you travel for the best prices to Chicago  
  • Avoid peak season and weekends when flights can cost more
  • Early morning and late-night flights are sometimes cheaper, so try varying your travel times 
  • One surefire way to save money on your flight is to book your flight and hotel together with Expedia. Sometimes, the savings are so large that the flight is basically free! 

 

Reasons to choose Expedia for your flight to Chicago from Nanaimo 

Whatever your destination, budget, or reason to travel, in just one quick search, you can choose from loads of flights, airlines, and cabin classes. The filters make it quick and easy to find your ideal flights, and if you choose one of the flexible options, you won’t be charged to change your flight. So book your flight to Chicago with Expedia today.

Cassidy to Chicago Flights

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