$219 Cheap Flights from Chicago (ORD) to St. John's (ANU)

View $219 flight on Tue, Apr 14, 2026Opens in a new window

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

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

Prices were available within the past 7 days and start at $219 for one-way flights and $458 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Air Canada
Sat, May 30 - Sun, Jun 7
ORD
Chicago
ANU
Antigua
$458 Roundtrip, found 22 hours ago
$458
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Sat, May 30 from Chicago to Antigua, returning Sun, Jun 7, priced at $458 found 22 hours ago
Air Canada
Fri, Apr 24 - Tue, Apr 28
ORD
Chicago
ANU
Antigua
$470 Roundtrip, just found
$470
Roundtrip
just found
Select Air Canada flight, departing Fri, Apr 24 from Chicago to Antigua, returning Tue, Apr 28, priced at $470 just found
Air Canada
Mon, Apr 13 - Tue, Apr 21
ORD
Chicago
ANU
Antigua
$471 Roundtrip, found 3 days ago
$471
Roundtrip
found 3 days ago
Select Air Canada flight, departing Mon, Apr 13 from Chicago to Antigua, returning Tue, Apr 21, priced at $471 found 3 days ago
Air Canada
Mon, Apr 20 - Tue, Apr 28
ORD
Chicago
ANU
Antigua
$474 Roundtrip, just found
$474
Roundtrip
just found
Select Air Canada flight, departing Mon, Apr 20 from Chicago to Antigua, returning Tue, Apr 28, priced at $474 just found
Air Canada
Sun, Apr 19 - Thu, Apr 23
ORD
Chicago
ANU
Antigua
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sun, Apr 19 from Chicago to Antigua, returning Thu, Apr 23, priced at $475 found 1 day ago
Air Canada
Wed, Apr 29 - Sun, May 3
ORD
Chicago
ANU
Antigua
$476 Roundtrip, found 3 days ago
$476
Roundtrip
found 3 days ago
Select Air Canada flight, departing Wed, Apr 29 from Chicago to Antigua, returning Sun, May 3, priced at $476 found 3 days ago
JetBlue Airways
Sat, Apr 18 - Thu, Apr 23
ORD
Chicago
ANU
Antigua
$514 Roundtrip, found 4 days ago
$514
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, Apr 18 from Chicago to Antigua, returning Thu, Apr 23, priced at $514 found 4 days ago
United
Fri, May 8 - Sat, May 16
ORD
Chicago
ANU
Antigua
$680 Roundtrip, found 1 day ago
$680
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 8 from Chicago to Antigua, returning Sat, May 16, priced at $680 found 1 day ago
American Airlines
Sat, Apr 25 - Wed, Apr 29
ORD
Chicago
ANU
Antigua
$722 Roundtrip, just found
$722
Roundtrip
just found
Select American Airlines flight, departing Sat, Apr 25 from Chicago to Antigua, returning Wed, Apr 29, priced at $722 just found
Delta
Fri, May 8 - Sat, May 16
ORD
Chicago
ANU
Antigua
$772 Roundtrip, found 1 day ago
$772
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, May 8 from Chicago to Antigua, returning Sat, May 16, priced at $772 found 1 day ago

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Alternative airports near Osbourn

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 $532
ANU
V.C. Bird Intl.
Cheapest
Flights from $532

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

January is typically the cheapest month to fly

From $433 - $828 per traveler.

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 $219 and cheap return flights from $458 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
$458
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 May. 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 $219 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.