$439 Cheap Flights from Chicago (MDW) to St. John's (ANU)

View $439 flight on Tue, Dec 30, 2025Opens in a new window

Popular airlines from Chicago Midway Airport (MDW) to V.C. Bird Intl. Airport (ANU)

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

Prices were available within the past 7 days and start at $439 for one-way flights and $671 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Wed, Feb 25 - Thu, Mar 5
MDW
Chicago
ANU
Antigua
$671 Roundtrip, found 4 days ago
$671
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Feb 25 from Chicago to Antigua, returning Thu, Mar 5, priced at $671 found 4 days ago
Delta
Tue, Dec 30 - Sat, Jan 17
MDW
Chicago
ANU
Antigua
$696 Roundtrip, found 6 hours ago
$696
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Dec 30 from Chicago to Antigua, returning Sat, Jan 17, priced at $696 found 6 hours ago
Delta
Tue, Dec 30 - Thu, Jan 15
MDW
Chicago
ANU
Antigua
$701 Roundtrip, found 6 hours ago
$701
Roundtrip
found 6 hours ago
Select Delta flight, departing Tue, Dec 30 from Chicago to Antigua, returning Thu, Jan 15, priced at $701 found 6 hours ago
Delta
Thu, Jan 1 - Sat, Jan 17
MDW
Chicago
ANU
Antigua
$721 Roundtrip, found 6 hours ago
$721
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Jan 1 from Chicago to Antigua, returning Sat, Jan 17, priced at $721 found 6 hours ago
Delta
Sat, May 9 - Sat, May 16
MDW
Chicago
ANU
Antigua
$726 Roundtrip, found 20 hours ago
$726
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, May 9 from Chicago to Antigua, returning Sat, May 16, priced at $726 found 20 hours ago
Delta
Thu, Jan 1 - Thu, Jan 15
MDW
Chicago
ANU
Antigua
$726 Roundtrip, found 6 hours ago
$726
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Jan 1 from Chicago to Antigua, returning Thu, Jan 15, priced at $726 found 6 hours ago
Delta
Sat, May 9 - Sat, May 16
MDW
Chicago
ANU
Antigua
$756 Roundtrip, found 20 hours ago
$756
Roundtrip
found 20 hours ago
Select Delta flight, departing Sat, May 9 from Chicago to Antigua, returning Sat, May 16, priced at $756 found 20 hours ago
Delta
Tue, Apr 7 - Sat, Apr 25
MDW
Chicago
ANU
Antigua
$761 Roundtrip, found 1 day ago
$761
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Apr 7 from Chicago to Antigua, returning Sat, Apr 25, priced at $761 found 1 day ago
Delta
Sat, Feb 7 - Sat, Feb 14
MDW
Chicago
ANU
Antigua
$781 Roundtrip, found 3 days ago
$781
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Feb 7 from Chicago to Antigua, returning Sat, Feb 14, priced at $781 found 3 days ago
Delta
Wed, Feb 25 - Sat, Mar 7
MDW
Chicago
ANU
Antigua
$806 Roundtrip, found 4 days ago
$806
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Feb 25 from Chicago to Antigua, returning Sat, Mar 7, priced at $806 found 4 days ago

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 $2,732
ANU
V.C. Bird Intl.
Cheapest
Flights from $2,732

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU) cost?
Secure a cheap one-way flight from $439 or cheap return flight from $671 from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight deals on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU)?
Planning your getaway for February can help you save, as it's the cheapest month for flights between MDW and ANU. You'll often find the lowest prices during off-peak months.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU)?
Use the filter tool on Expedia to compare different airlines and find the cheapest carrier that'll take you from MDW to ANU. Then, sort your results by "Price (lowest to highest)" to pick up a great deal.
How many flights per day from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU)?
You'll have to catch a flight with a layover when traveling from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU). There are no daily direct flights on this route. However, just filter your search to include one or more stops to find an option that works for you.
What day of the week has the most flights from MDW to ANU?
You'll generally find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU)?
To land at V.C. Bird Intl. Airport (ANU) on schedule, pick a flight that leaves from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU) last-minute?
Booking your ticket from MDW to ANU shortly before your journey is generally more expensive. But if you're flexible with your departure dates and times, you could land a cheap last-minute fare.
Is it cheaper to book a MDW to ANU flight and hotel package?
Opting for a MDW to ANU flight and hotel package is typically cheaper than booking separately. With Expedia, you can enjoy the ease of organizing your travels all in one place. Choose from our impressive range of stays and then add car rentals, activities and flights to your booking. Bundle it all together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to V.C. Bird Intl. Airport (ANU)?
Typically, you can cancel or modify your MDW to ANU flight. However, there may be additional fees, especially if you booked more than 24 hours ago. Double-check your itinerary for the airline's fees and rules on flight changes, or if you'd like further information, go to our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
V.C. Bird Intl.
Airlines serving
Delta
Roundtrip price
$671
Distance
2291 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 February. 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 2025. You can also book with separate airlines for your outbound and return journeys, from $439 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
*Available to One Key members.