Cheap Flights from Chicago to Saint John's from 511 €

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Flight deals from Chicago to Saint John's

Looking for a cheap last-minute deal or the best return flight from Chicago to Saint John's? Find the lowest prices on one-way and return tickets right here.

Saint John's.511 € per passenger.Departing Thu, 15 May, returning Thu, 22 May.Return flight with Spirit Airlines and jetBlue.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu, 15 May, arriving in Saint John's.Inbound indirect flight with jetBlue, departs from Saint John's on Thu, 22 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 511 €, select.

Saint John's.753 € per passenger.Departing Tue, 29 Apr, returning Mon, 5 May.Return flight with Spirit Airlines and Caribbean Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Tue, 29 Apr, arriving in Saint John's.Inbound indirect flight with Caribbean Airlines, departs from Saint John's on Mon, 5 May, arriving in Chicago O'Hare International.Price includes taxes and charges.From 753 €, select.

Saint John's.754 € per passenger.Departing Wed, 9 Apr, returning Wed, 16 Apr.Return flight with Spirit Airlines and interCaribbean Airways.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Wed, 9 Apr, arriving in Saint John's.Inbound indirect flight with interCaribbean Airways, departs from Saint John's on Wed, 16 Apr, arriving in Chicago O'Hare International.Price includes taxes and charges.From 754 €, select.

Saint John's.769 € per passenger.Departing Thu, 26 Jun, returning Mon, 30 Jun.Return flight with Spirit Airlines and Caribbean Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu, 26 Jun, arriving in Saint John's.Inbound indirect flight with Caribbean Airlines, departs from Saint John's on Mon, 30 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From 769 €, select.

Saint John's.840 € per passenger.Departing Thu, 3 Jul, returning Mon, 7 Jul.Return flight with Spirit Airlines and Caribbean Airlines.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu, 3 Jul, arriving in Saint John's.Inbound indirect flight with Caribbean Airlines, departs from Saint John's on Mon, 7 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 840 €, select.

Saint John's.902 € per passenger.Departing Mon, 15 Sep, returning Sun, 21 Sep.Return flight with Spirit Airlines and interCaribbean Airways.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Mon, 15 Sep, arriving in Saint John's.Inbound indirect flight with interCaribbean Airways, departs from Saint John's on Sun, 21 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 902 €, select.

Saint John's.1.155 € per passenger.Departing Thu, 31 Jul, returning Thu, 7 Aug.Return flight with Spirit Airlines and interCaribbean Airways.Outbound indirect flight with Spirit Airlines, departs from Chicago O'Hare International on Thu, 31 Jul, arriving in Saint John's.Inbound indirect flight with interCaribbean Airways, departs from Saint John's on Thu, 7 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 1.155 €, select.

Saint John's.1.443 € per passenger.Departing Fri, 26 Dec, returning Thu, 1 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 26 Dec, arriving in Saint John's.Inbound indirect flight with Air Canada, departs from Saint John's on Thu, 1 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 1.443 €, select.

Find the cheapest month to fly from Chicago to Saint John's

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Chicago to Saint John's flights are currently cheapest in May.

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Chicago to Saint John's: Alternative routes

Compare routes from Chicago to Saint John's below. You may find an airport to fly into that's cheaper, faster, or easier than Saint John's.

Chicago to Saint John's: Flight information

The things to know before you go.

Cheapest flight found	511 €
Cheapest month to fly	May

Finding cheap flights from Chicago to Saint John's: Frequently asked questions

How much are return flights from Chicago to Saint John's?

The best price we found for a return flight from Chicago to Saint John's is 511 €. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.

Which airlines fly direct from Chicago to Saint John's?

Currently, there are no airlines that fly direct from Chicago to Saint John's. But we found flights with one stop from 511 €.

How many flights are there a week from Chicago to Saint John's?

As of April 2025, there are no flights flying from Chicago to Saint John's.

When is the cheapest time to fly from Chicago to Saint John's?

The cheapest month to fly from Chicago to Saint John's is usually April 2025.

Which upcoming date is cheapest to fly from Chicago to Saint John's Airport on?

After crunching the numbers on our flight calendar, we found that it is currently cheapest to fly from Chicago to Saint John's Airport on Thursday, 15 May 2025.

Can I get a direct flight from Chicago to Saint John's Airport?

No airlines currently offer direct flights between Chicago and Saint John's Airport. Most routes have one or more stops.

How can I find the best flight deal to Saint John's?

We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Saint John's but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.

When is the best time to book flights to Saint John's?

We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Saint John's is around 40 days in advance, so don’t leave your flight to the last minute.

Which is the cheapest airline to fly from Chicago to Saint John's with?

The cheapest airline that flies to Saint John's is Spirit Airlines .

Travelling from Chicago to V.C. Bird International Airport (ANU): what you need to know

Chicago is home to two main airports where you can start your adventure. Explore your options for reserving a flight from Chicago to V.C. Bird International Airport (ANU) flying out of O'Hare International Airport (ORD) or Chicago Midway International Airport (MDW).
V.C. Bird International Airport is located in Saint John's. The city operates in the UTC-4 timezone and is 1 hour ahead of Chicago.
Give yourself enough time to get on your flight from Chicago to ANU. As a rule of thumb, arrive two hours before international departures and an hour ahead for domestic flights.
With more travellers during busy months like August, be at your terminal even earlier. Two hours for domestic flights and up to four for international journeys will allow extra time for delays. Remember things also get busy during major holidays like July Fourth.

Airports in Chicago

O'Hare International Airport (ORD)

A stopover is the ideal opportunity to take a travel break — and possibly even explore another city. When browsing flights from Chicago to ANU leaving from O'Hare International Airport (ORD), deselect the 'Direct flights only' box to see where you can stop along the way. Some popular options include:
- Miami International Airport (MIA)
- Charlotte Douglas International Airport (CLT)
- Hartsfield-Jackson Atlanta International Airport (ATL)
From the centre of Chicago, ORD is around 40 kilometres away. Use navigation apps or check the official airport website to find the best way to reach the terminal.
In search of a convenient hotel near O'Hare International Airport? If you're catching an early flight from Chicago to V.C. Bird International Airport, these accommodation options will have you moments from your departure lounge:

Chicago Midway International Airport (MDW)

Break up your flight from Chicago to V.C. Bird International Airport with a stop so you can freshen up or tick a new place off your list. Some great stopovers between Chicago Midway International Airport and ANU are:
- Charlotte Douglas International Airport (CLT)
- Miami International Airport (MIA)
- Hartsfield-Jackson Atlanta International Airport (ATL)
With public transport, you can travel from central Chicago to MDW in about 46 minutes. The airport is roughly 19 kilometres away, and getting there by car takes approximately 21 minutes.
Kick off your holiday early with an additional night away from home. Before catching your flight from Chicago to ANU, kick back in one of these hotels close to Chicago Midway International Airport:

About V.C. Bird International Airport (ANU)

If you're coming in on a late flight from Chicago to V.C. Bird International Airport, nothing beats the convenience of staying close to the terminal. Grab your suitcases from the carousel and then be showered and resting soon after at one of these hotels near ANU:

Getting from V.C. Bird International Airport (ANU) to central Saint John's

V.C. Bird International Airport is approximately 8 kilometres from the centre of Saint John's. With a cab or in your own car rental, the drive is around 17 minutes.

How to find the cheapest flights from Chicago to V.C. Bird International Airport (ANU)

272 € is the lowest price we've found for a one-way ticket from Chicago to V.C. Bird International Airport. Return flights start from 511 €. Prices are subject to change based on availability and may vary at the time of booking.
It's usually smart to book in advance if you want to get cheap tickets from Chicago to ANU. That's because flight prices are based on demand, which tends to rise closer to the departure date.
Use the 'Whole month' search function to compare the prices of tickets from Chicago to V.C. Bird International Airport across the entire month. The lowest fares are marked in green, so you can quickly pick a flight within your budget.
Set up a Price Alert for cheap tickets from Chicago to ANU. You don't need to check back in every day to see whether fares have dropped. We'll update you as soon as there's a change in price.
Use the filters to tailor your flights from Chicago to V.C. Bird International Airport. Simply select your preferred arrival and departure times, number of stops and airlines. You can also sort your results by 'Cheapest' to find the best deals.

The best time to fly from Chicago to V.C. Bird International Airport (ANU)

June is the most popular month to catch a flight from Chicago to V.C. Bird International Airport while May is the quietest. To work out the ideal time to visit Saint John's, consider your preferred travel pace and style.
Before locking in your flight from Chicago to ANU, think about the type of weather you enjoy. September is the warmest month in Saint John's, with temperatures ranging from 27ºC to 29ºC.
Search for cheap flights from Chicago to V.C. Bird International Airport in February if you like travelling in cooler conditions. Temperatures are at their lowest around then, ranging between 24ºC and 26ºC on average.

More about Saint John's

Start your Saint John's trip right by choosing the perfect place to stay. As soon as you've booked your flight from Chicago to V.C. Bird International Airport, browse our selection of hotels including:
All great holidays should include some sightseeing. Museum of Antigua and Barbuda, Fort James and First Church of The Nazarene are attractions you won't want to skip in Saint John's.

Complete your Saint John's trip with a car rental

We use the same magic that helped you find your cheap flight from Chicago to V.C. Bird International Airport to track down your perfect ride. Check out our car rentals in Saint John's and easily compare your options. Plus you'll find all the info you need to know, from the most popular car type to the best time to book.