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Flights from Chicago to St. John's

Chicago to St. John's Flight Information

The approximate distance between Chicago and St. John's is 3,688.33 km. According to Trip.com data, travel demand hits its peak in December.

Cheapest one-way
US$452
United Airlines United Airlines CHI-ANU 17h 49m · 1 stop Sun, Aug 16
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Cheapest round-trip
US$578
Air Canada Air Canada CHI-ANU 16h 30m · 2 stops Sat, Aug 29 - Sun, Sep 6
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Recommended airlines
United Airlines United Airlines Cheapest · From US$452
When to fly
October
Cheapest
December
Peak season
Route details
3,688.33 km
Flight distance

Search cheap flights from Chicago to St. John's in the next 3 months. Based on Trip.com's latest 7-day data, one-way fares start at US$452, and round-trip tickets start at US$578.

      • ORD 20:50
        16h 30m
        1 stop
        ANU 14:20
        Chicago - St. John's | Sat, Aug 29 | Air Canada
        ANU 15:20
        23h 2m
        1 stop
        ORD 13:22
        St. John's - Chicago | Sun, Sep 6 | Air Canada
        US$578 US$780
        26% off
        26% off
        US$780 US$578
      • ORD 16:30
        18h 53m
        1 stop
        ANU 12:23
        Chicago - St. John's | Thu, Aug 27 | American Airlines
        ANU 17:26
        18h 4m
        1 stop
        ORD 10:30
        St. John's - Chicago | Thu, Sep 3 | American Airlines
        US$672 US$780
        14% off
        14% off
        US$780 US$672
      • ORD 20:53
        15h 28m
        1 stop
        ANU 13:21
        Chicago - St. John's | Fri, Sep 4 | American Airlines
        ANU 14:31
        9h 59m
        1 stop
        ORD 23:30
        St. John's - Chicago | Fri, Sep 11 | American Airlines
        US$672 US$780
        14% off
        14% off
        US$780 US$672
      • ORD 05:00
        10h 17m
        1 stop
        ANU 16:17
        Chicago - St. John's | Thu, Sep 3 | American Airlines
        ANU 14:31
        9h 59m
        1 stop
        ORD 23:30
        St. John's - Chicago | Thu, Sep 10 | American Airlines
        US$673
        14% off
        US$780 US$673
      • ORD 06:00
        9h 17m
        1 stop
        ANU 16:17
        Chicago - St. John's | Fri, Aug 21 | American Airlines
        ANU 13:25
        10h 6m
        1 stop
        ORD 22:31
        St. John's - Chicago | Thu, Aug 27 | American Airlines
        US$673
        14% off
        US$780 US$673
      • ORD 06:59
        8h 18m
        1 stop
        ANU 16:17
        Chicago - St. John's | Tue, Aug 25 | American Airlines
        ANU 13:25
        11h 5m
        1 stop
        ORD 23:30
        St. John's - Chicago | Mon, Aug 31 | American Airlines
        US$673
        14% off
        US$780 US$673
      • ORD 19:00
        17h 30m
        1 stop
        ANU 13:30
        Chicago - St. John's | Fri, Sep 18 | American Airlines
        ANU 14:31
        11h 2m
        1 stop
        ORD 00:33
        St. John's - Chicago | Fri, Sep 25 | American Airlines
        US$673
        14% off
        US$780 US$673
      • ORD 05:00
        10h 17m
        1 stop
        ANU 16:17
        Chicago - St. John's | Wed, Aug 26 | American Airlines
        ANU 13:25
        10h 6m
        1 stop
        ORD 22:31
        St. John's - Chicago | Wed, Sep 2 | American Airlines
        US$678
        13% off
        US$780 US$678
      • ORD 05:00
        7h 30m
        1 stop
        ANU 13:30
        Chicago - St. John's | Thu, Sep 10 | American Airlines
        ANU 14:31
        9h 59m
        1 stop
        ORD 23:30
        St. John's - Chicago | Sun, Sep 13 | American Airlines
        US$678
        13% off
        US$780 US$678
      • ORD 16:30
        18h 53m
        1 stop
        ANU 12:23
        Chicago - St. John's | Mon, Aug 24 | American Airlines
        ANU 13:25
        10h 6m
        1 stop
        ORD 22:31
        St. John's - Chicago | Sun, Aug 30 | American Airlines
        US$678
        13% off
        US$780 US$678
      • CHI 13:00
        17h 25m
        1 stop
        ANU 14:00
        Chicago - St. John's | Wed, Aug 12 | Normal Airline
        ANU 15:00
        6h
        Nonstop
        CHI 16:00
        St. John's - Chicago | Fri, Aug 14 | Normal Airline
        More cheap flights
        More cheap flights
      • ORD 18:10
        17h 49m
        1 stop
        ANU 12:59
        Chicago - St. John's | Sun, Aug 16 | United Airlines
        US$452 US$602
        25% off
        25% off
        US$602 US$452
      • ORD 18:10
        17h 49m
        1 stop
        ANU 12:59
        Chicago - St. John's | Sun, Aug 23 | United Airlines
        US$471 US$602
        22% off
        22% off
        US$602 US$471
      • ORD 18:41
        16h 58m
        1 stop
        ANU 12:39
        Chicago - St. John's | Sun, Aug 23 | American Airlines
        US$523 US$602
        13% off
        13% off
        US$602 US$523
      • CHI 13:00
        17h 25m
        1 stop
        ANU 14:00
        Chicago - St. John's | Wed, Aug 12 | Normal Airline
        More cheap flights
        More cheap flights

Frequently Asked Questions

  • What are the cheapest flights from Chicago to St. John's (CHI-ANU)?

    Based on Trip.com data, United Airlines offers one-way fares as low as US$452 on Cheapest nonstop routes (e.g. ORD to ANU on Sun, Aug 16), while Air Canada offers Cheapest nonstop round-trips from US$578 departing on Sat, Aug 29 and returning on Sun, Sep 6.
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to St. John's is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.
  • To find best deals on flights from Chicago to St. John's, you can use various tools on Trip.com:
    · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sun, Aug 16, with one-way flights priced at just US$452.
    · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is United Airlines.
    · Set up price alerts to easily monitor ticket prices without having to check every day.
    · Check Trip.com flight deals and promo codes frequently.
    · Avoid peak season unless you book very early. It seems the peak season for St. John's travel is around December.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Chicago to St. John's is October, when demand for travel is lower.
  • After crunching the numbers on our August flight calendar, it's currently cheapest to fly from Chicago to St. John's on August 29, 2026 with Air Canada, with prices starting at US$578.
  • The time difference between St. John's and Chicago is 2h.
  • Tickets can only be changed or canceled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.
  • Based on Trip.com data for flights departing in the next 30 days, the average one-way fare from Chicago to St. John's is US$494. Fares vary by travel date, airline and availability.
  • Enter Chicago and St. John's, choose your travel dates and passengers, then compare flights by price, duration and baggage. Select a fare, review the change and cancellation rules, enter traveler details and complete payment to receive your confirmation.

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Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.