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Cheap flights from Nanaimo to Chicago from C$ 292

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 8/6. Fares are subject to change and may not be available on all flights or dates of travel.
YCD — CHI
26 May — 2 Jun1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Nanaimo to Chicago

Enter your travel dates to find the best prices.

Cheapest flights from Nanaimo to Chicago
Explore the most affordable flight options available from Nanaimo to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 26 April 2026.

Sat 23/53:45 p.m.
YCD
-
ORD
2 stops22h 55m
WestJet
Wed 27/55:30 p.m.
ORD
-
YCD
1 stop9h 00m
WestJet
Deal found 21/4C$ 530
Sat 23/55:50 a.m.
YCD
-
ORD
2 stops8h 44m
Air Canada
Wed 27/54:37 p.m.
ORD
-
YCD
2 stops17h 53m
Air Canada
Deal found 21/4C$ 638
Fri 8/52:50 p.m.
YCD
-
ORD
2 stops12h 50m
Air Canada
Tue 12/58:41 a.m.
ORD
-
YCD
2 stops25h 49m
Air Canada
Deal found 24/4C$ 685
Sat 25/45:50 a.m.
YCD
-
ORD
2 stops9h 13m
Air Canada
Tue 5/58:20 p.m.
ORD
-
YCD
2 stops19h 55m
Air Canada
Deal found 22/4C$ 1,066
Wed 6/55:45 a.m.
YCD
-
ORD
2 stops14h 00m
WestJet
Wed 13/59:49 a.m.
ORD
-
YCD
2 stops11h 56m
WestJet
Deal found 24/4C$ 1,075

Find flight deals from Nanaimo to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Nanaimo (YCD) to Chicago (CHI). 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 26 April 2026.

Round-trip from

C$ 530

One-way from

C$ 292

Popular in

December

Cheapest in

October

Average price

C$ 603
WestJet
  • WestJet
  • 23/5-27/5
  • 3 total stops
  • 31h 55m total
  • Nanaimo to Chicago
Search Deals
United Airlines
  • United Airlines
  • 8/6
  • 2 total stops
  • 11h 09m total
  • Nanaimo to Chicago
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 125 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Nanaimo to Chicago 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 629,999 searches. Data last updated 26 April 2026.
Use the filters below to find and compare flights from Nanaimo to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Sat 23/5

3:45 p.m.-4:40 p.m.

2 stops22h 55m

Chicago O'Hare Intl

Wed 27/5

5:30 p.m.-12:30 a.m.

1 stop9h 00m

C$ 530

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Sat 23/5

5:50 a.m.-4:34 p.m.

2 stops8h 44m

Chicago O'Hare Intl

Wed 27/5

4:37 p.m.-8:30 a.m.

2 stops17h 53m

C$ 638

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Fri 8/5

9:05 a.m.-8:15 p.m.

1 stop9h 10m

Chicago O'Hare Intl

Tue 12/5

8:41 a.m.-10:10 p.m.

2 stops15h 29m

C$ 821

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Tue 9/6

2:45 p.m.-5:01 a.m.

2 stops12h 16m

Chicago O'Hare Intl

Tue 16/6

6:00 a.m.-2:15 p.m.

2 stops10h 15m

C$ 1,137

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Wed 6/5

11:35 a.m.-8:15 p.m.

1 stop6h 40m

Chicago O'Hare Intl

Wed 13/5

9:51 p.m.-2:15 p.m.

2 stops18h 24m

C$ 1,151

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Tue 9/6

5:45 a.m.-4:40 p.m.

1 stop8h 55m

Chicago O'Hare Intl

Tue 16/6

6:30 a.m.-7:45 p.m.

2 stops15h 15m

C$ 1,186
Quickest round-trip

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Fri 8/5

11:35 a.m.-8:15 p.m.

1 stop6h 40m

Chicago O'Hare Intl

Tue 12/5

8:46 a.m.-2:15 p.m.

1 stop7h 29m

C$ 1,410
Cheapest one-way
Quickest one-way

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Mon 8/6

11:35 a.m.-12:44 a.m.

2 stops11h 09m

C$ 292

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Mon 8/6

3:45 p.m.-4:40 p.m.

2 stops22h 55m

C$ 324

NanaimoChicago

YCD - ORD

YCDORD

Nanaimo Arpt

Mon 8/6

2:45 p.m.-5:40 a.m.

1 stop12h 55m

C$ 327

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/4

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

Best time to book a flight from Nanaimo to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Nanaimo 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 Nanaimo to Chicago
No data available for this route at this time. Please check back soon.

Related info for your journey

Find useful and relevant information for your journey from Nanaimo to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Nanaimo to Chicago?

    Located just 13.7 km from the city centre, Nanaimo Arpt is the airport most travellers will use when flying to Chicago from Nanaimo. Booking flights from Nanaimo Arpt (YCD) to Chicago should be relatively easy as there are 0 daily outbound flights to Chicago from 0 different airlines.

  • How long is the flight from Nanaimo to Chicago?

    There are many flights that can get you from Nanaimo to Chicago in 8h 44m. Fly via WestJet or Air Canada to get the fastest option. There are 2879 km between Nanaimo and Chicago. Both multi-stop and direct flights can be found to your destination and back.

  • Can I find deals for flights from Nanaimo to Chicago that include hotel bookings?

    Yes. In addition to deals on Nanaimo to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Nanaimo to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Nanaimo to Chicago.

  • Can I find deals for business class flights from Nanaimo to Chicago?

    Yes. Cheapflights offers flight deals from Nanaimo to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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Why should you use Cheapflights to find cheap flight tickets from Nanaimo to Chicago?

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Can Cheapflights find flights from Nanaimo to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Nanaimo to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Nanaimo to Chicago become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Chicago from Nanaimo today and book when prices fit your budget.

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