A marina with several sailboats docked, surrounded by lush green hills and trees.

$256 Cheap Flights from Chicago (ORD) to St. John's (ANU)

View $256 flight on Wed, Nov 11, 2026Opens in a new window

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to V.C. Bird Intl. Airport (ANU)

  • Be in the know

    Get alerts if flight prices drop or rise*

  • Book smarter

    Save up to 30% on select hotels after you book a flight*

  • Earn twice

    Earn your airline miles on top of our OneKeyCash
    Learn about One Key

Cheap Flights from Chicago to St. John's (ORD-ANU)

Prices were available within the past 7 days and start at $256 for one-way flights and $510 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Wed, Oct 28 - Sat, Oct 31
ORD
Chicago
ANU
Antigua
$510 Roundtrip, found 1 day ago
$510
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Oct 28 from Chicago to Antigua, returning Sat, Oct 31, priced at $510 found 1 day ago
Air Canada
Fri, Dec 4 - Tue, Dec 8
ORD
Chicago
ANU
Antigua
$519 Roundtrip, found 12 hours ago
$519
Roundtrip
found 12 hours ago
Select Air Canada flight, departing Fri, Dec 4 from Chicago to Antigua, returning Tue, Dec 8, priced at $519 found 12 hours ago
JetBlue Airways
Sun, Sep 6 - Sun, Sep 20
ORD
Chicago
ANU
Antigua
$537 Roundtrip, found 17 hours ago
$537
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sun, Sep 6 from Chicago to Antigua, returning Sun, Sep 20, priced at $537 found 17 hours ago
JetBlue Airways
Sun, Sep 6 - Sun, Sep 20
ORD
Chicago
ANU
Antigua
$555 Roundtrip, found 17 hours ago
$555
Roundtrip
found 17 hours ago
Select JetBlue Airways flight, departing Sun, Sep 6 from Chicago to Antigua, returning Sun, Sep 20, priced at $555 found 17 hours ago
JetBlue Airways
Sun, Sep 6 - Sun, Sep 13
ORD
Chicago
ANU
Antigua
$563 Roundtrip, found 1 hour ago
$563
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Sun, Sep 6 from Chicago to Antigua, returning Sun, Sep 13, priced at $563 found 1 hour ago
Air Canada
Wed, Oct 28 - Sat, Oct 31
ORD
Chicago
ANU
Antigua
$567 Roundtrip, found 1 day ago
$567
Roundtrip
found 1 day ago
Select Air Canada flight, departing Wed, Oct 28 from Chicago to Antigua, returning Sat, Oct 31, priced at $567 found 1 day ago
Air Canada
Fri, Apr 16 - Thu, Apr 22
ORD
Chicago
ANU
Antigua
$569 Roundtrip, found 18 hours ago
$569
Roundtrip
found 18 hours ago
Select Air Canada flight, departing Fri, Apr 16 from Chicago to Antigua, returning Thu, Apr 22, priced at $569 found 18 hours ago
American Airlines
Thu, Dec 17 - Thu, Dec 24
ORD
Chicago
ANU
Antigua
$680 Roundtrip, just found
$680
Roundtrip
just found
Select American Airlines flight, departing Thu, Dec 17 from Chicago to Antigua, returning Thu, Dec 24, priced at $680 just found
Delta
Fri, Jan 15 - Sat, Jan 23
ORD
Chicago
ANU
Antigua
$680 Roundtrip, found 16 hours ago
$680
Roundtrip
found 16 hours ago
Select Delta flight, departing Fri, Jan 15 from Chicago to Antigua, returning Sat, Jan 23, priced at $680 found 16 hours ago
United
Fri, Jan 15 - Sat, Jan 23
ORD
Chicago
ANU
Antigua
$857 Roundtrip, found 16 hours ago
$857
Roundtrip
found 16 hours ago
Select United flight, departing Fri, Jan 15 from Chicago to Antigua, returning Sat, Jan 23, priced at $857 found 16 hours ago

Alternative airports

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

Select flight to V.C. Bird Intl. ANU. Cheapest option available. Flights from $873
ANU
V.C. Bird Intl.
Cheapest
Flights from $873

Find the cheapest month to fly from Chicago (ORD) to Antigua (ANU)

March is typically the cheapest month to fly

From $427 - $791 per traveler.

What you need to know for your flight from O'Hare Intl. to V.C. Bird Intl.

Chicago (ORD) to St. John's (ANU) at a glance

Embark on an exciting journey from Chicago O'Hare International Airport (ORD) to V.C. Bird International Airport (ANU) in St. John's, where a variety of airlines offer options for your long-haul flight. Whether you prefer full-service carriers or seek out cheap flights from Chicago, you can easily compare flight prices to discover the best itinerary that aligns with your travel plans and budget. Explore the iconic sights and vibrant neighborhoods of St. John's as you plan your adventure.

  • Fastest flight duration: around 6h 30m in-flight, plus roughly 1h 15m layover with one stop
  • Route distance: roughly 2,300 miles (3,700 km)
  • Flights per week: around 8 departures on average
  • Typical fares (one-way): economy tickets often range from $300–$625, depending on seasonality and how far ahead you book

Flights from O'Hare International Airport (ORD) to V.C. Bird International Airport (ANU)

Based on the latest traveler bookings, here are the top airlines for flights from Chicago to St. John's, often selected for their one-stop service. Popular layover options include Miami International Airport (MIA) with a 1 hour and 15-minute layover, Charlotte-Douglas International Airport (CLT) also at about 1 hour and 15 minutes, and Hartsfield-Jackson Atlanta International Airport (ATL) with a 1-hour layover. These choices allow you to balance price, total travel time, and cabin class to find the ideal itinerary.

  • American Airlines: This comprehensive carrier dominates the route with about 85% of departures, providing one-stop options. One-way ticket prices generally fall between $305 and $605, featuring an in-flight duration of 6 hours and 30 minutes, leading to a total travel time of roughly 7 hours and 45 minutes, including layovers.
  • Delta: As another full-service airline, Delta accounts for around 7% of flights on this route, offering one-stop services with one-way fares that typically range from $305 to $1005. Passengers can expect flight times of 6 hours and 30 minutes, resulting in an overall journey of approximately 7 hours and 45 minutes, factoring in layovers.
  • JetBlue Airways: This budget-friendly airline provides one-stop travel, making up about 6% of departures on this route. One-way fares generally range from $300 to $535, with an in-flight time of 6 hours and 30 minutes, culminating in a total travel duration of around 7 hours and 45 minutes, including layover time.
  • United: United offers full-service flights, representing about 2% of departures on this route. One-way fares typically range from $445 to $625, with an in-flight duration of 6 hours and 30 minutes. The entire journey takes approximately 7 hours and 45 minutes, accounting for layover times.

Best time to fly from Chicago (ORD) to St. John's (ANU)

The most popular months for travelers flying from Chicago to St. John's are February, April, and May, when peak temperatures in St. John's reach up to 80.4°F in May. If you prefer quieter travel, consider August, the least busy time to visit with temperatures around 82.6°F and typically the lowest average one-way fare (around $325). Flight availability peaks in May, with approximately 10 flights per week, making it easier to find convenient departure times.

  • Cheapest time to fly: August usually offers good deals with average one-way fare around $325, roughly 24% cheaper than the yearly average.
  • Most flight options: May has the highest number of flights from Chicago to St. John's, with approximately 10 flights per week, giving you more flexibility in scheduling your trip.
calendar iconMonthtemperature iconTemperaturecrowd level iconDemandflights iconWeekly Flightsprice iconAverage one-way Fare
January78.4°F (25.8°C)Average8$394
February77.9°F (25.5°C)High9$415
March77.9°F (25.5°C)Average8$472
April78.8°F (26.0°C)High8$400
May80.4°F (26.9°C)High10$402
June81.7°F (27.6°C)Average8$432
July82.0°F (27.8°C)Average8$430
August82.6°F (28.1°C)Low7$325
September82.9°F (28.3°C)Low8$423
October82.4°F (28.0°C)Low8$465
November81.1°F (27.3°C)Average9$482
December79.7°F (26.5°C)Average7$546

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

Alternative routes from Chicago (ORD) to St. John's (ANU)

  • Chicago to St. John's (MDW-ANU): Midway International Airport (MDW) is located approximately 16 miles from O'Hare International Airport (ORD).
  • Chicago to Codrington (ORD-BBQ): Codrington Airport (BBQ) is roughly 34 miles away from V.C. Bird International Airport (ANU).

How to find the best prices for flights from Chicago (ORD) to St. John's (ANU)

Getting some of the best deals on flights from Chicago to St. John's is all about timing and flexibility. Here are some key tips to help you save:

  1. Best times to book and fly: cheaper fares are usually found when booking 2 to 8 weeks in advance, although most travelers tend to book at least 2 months ahead. Morning departures, from 5 AM to 12 PM, often offer lower prices and are also the most popular. Additionally, flying on Tuesday typically results in cheaper rates, while Saturday remains the busiest travel day.
  2. Set up price alerts: stay updated on price changes by using Expedia's Price Tracker. Receive alerts when fares drop for your selected route.
  3. Bundle and save: bundle your flight and hotel to save on Expedia, or unlock a hotel deal after booking your flight.* Find St. John's hotel and flight deals.
  4. Compare flight options: use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
  5. Stay flexible with dates: being open to different travel days can sometimes help you find better prices on flights and hotels.
  6. Think about luggage: nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your allowance before confirming your booking to avoid excess baggage fees at the airport.

*Members only. Savings vary and are not available on all bundles. Select hotels.

Arriving at V.C. Bird International Airport from O'Hare International Airport

St. John's welcomes travelers from Chicago with a range of transport options based on price, convenience, and proximity. St. John's city center is approximately a 10-minute drive (covering about 5 miles) from V.C. Bird International Airport, depending on traffic. Here's how to reach St. John's efficiently:

  • Hotel transfer: Transfers offer a convenient way to reach your hotel in St. John's, with private rides that can be arranged in advance.
  • Car rental: Renting a car from V.C. Bird International Airport is a great option if you plan to explore and sightsee beyond the city. Browse cheap car rentals at V.C. Bird International Airport on Expedia.
  • Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.
  • Public transportation: From V.C. Bird International Airport, St. John's Seaport, a seaport, is located about 5.4 miles away by car, providing convenient access for travelers heading to the waterfront.

Frequently asked questions

How much does a flight from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) cost?
You can find cheap one-way flights from $256 and cheap return flights from $510 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) with Expedia. One-way flights usually range from $388 to $817, and return flights typically cost between $700 and $2493. 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) ticket fares go up or down.*Typical price ranges based on flights available on Expedia in the last year. Prices include multi-airline options.
What is the cheapest month to fly from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
January is the cheapest month to fly from Chicago to St. John's, with average round-trip fares around $685. This is about 6% lower than the average price for the year, as travel demand tends to decrease after the holiday season. Other budget-friendly months include September and December.*Averages based on flights available on Expedia in the last year.
Which airlines fly direct from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
Enter ORD to ANU and your travel dates, then apply the 'Nonstop' filter to see only direct flights.
What is the cheapest airline that flies from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
JetBlue Airways is one of the cheapest airlines offering connecting flights from O'Hare Intl. (ORD) to V.C. Bird Intl. (ANU), with round-trip tickets starting from around $575 with a layover in Logan Intl. (BOS). Use Expedia's search tool to compare the prices and schedules of airlines that fly this route to find the best option for your plans and budget.*Prices based on flights available on Expedia in the last year.
How do I find cheap flights from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
To find a cheap flight from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
For flights from Chicago (ORD) to St. John's (ANU), January and December are the best months to fly. You can find return flights for about $685 during these months. These times are ideal as they typically feature lower fares and a more relaxed travel atmosphere.*Prices based on flights available on Expedia in the last year.
What is the earliest flight from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
The earliest flight from Chicago, IL (ORD) to St. John's (ANU) typically departs at around 1:05 AM, operated by Copa and Caribbean Airlines. This seasonal service is active in July, making it a great option for summer travel. An early departure allows you to enjoy a full day in St. John's. To compare early flights on Expedia, select the "Early Morning" and "Morning" filters in your search.
What are the most popular departure times for flights from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
For flights from Chicago (ORD) to St. John's (ANU), the most popular departure times are in the evening, from 6pm to 9pm. About 26% of passengers prefer this time window. Many major carriers, including American Airlines and Air Canada, offer flights during this window. This timing is popular because it allows travelers to enjoy their day in Chicago before heading to the airport.
How long does it take to fly from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
Flying from ORD to ANU with a connection usually takes about 21 hours 30 minutes, traveling roughly 2,307 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
Business class seats are offered on the ORD to ANU route with Air Canada and United Airlines.
How do I earn miles on a Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) flight with Expedia?
It's easy to earn miles on a Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird 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 St. John's from O'Hare Intl. (ORD)?
From O'Hare Intl. (ORD), you can fly into St. John's Intl. (YYT) and V.C. Bird Intl. (ANU) in St. John's. Some flights may connect through major hubs like Pearson Intl. (YYZ), LaGuardia (LGA), Liberty Intl. (EWR) before reaching St. John's. 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) at the last minute?
Typically, booking a last minute flight from Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.) flight and hotel package?
Securing a Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird 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 Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird Intl.)?
If you booked your Chicago, IL (ORD-O'Hare Intl.) to St. John's (ANU-V.C. Bird 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
O'Hare Intl.
Destination airport
V.C. Bird Intl.
Airlines serving
Air Canada, American Airlines, Delta, JetBlue Airways, United
Roundtrip price
$509
Distance
2306 mi

Book with confidence

Chicago to St. John's Flights

The cheapest times to fly from Chicago to St. John's

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to St. John's are during the month of October. You can find some of the cheapest flights from Chicago to St. John's with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to St. John's

Sunday is one of the best days to book for cheap flights from Chicago to St. John's: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to St. John's

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to St. John's in 2026. You can also book with separate airlines for your outbound and return journeys, from $256 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to St. John's flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to St. John's airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to St. John's Flights

*Flight schedules are subject to change.

*Available to One Key members.

 

Explore a world of travel with Expedia