Skyscanner home

442 € Cheap Flights from Chicago to Saint John's

Compare Chicago to Saint John's flight deals

Find the cheapest month or even day of the year to fly to Saint John's

Book the best Saint John's fare with no extra fees

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 Airport? If you want to travel next month, return fares start from 701 €. Find the lowest prices on one-way and return tickets right here.
Saint John's.442 € per passenger.Departing Sat, 6 Jun, returning Sun, 14 Jun.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Sat, 6 Jun, arriving in Saint John's.Inbound indirect flight with Air Canada, departs from Saint John's on Sun, 14 Jun, arriving in Chicago O'Hare International.Price includes taxes and charges.From 442 €, select.
Saint John's.483 € per passenger.Departing Wed, 6 Jan, returning Tue, 19 Jan.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 6 Jan, arriving in Saint John's.Inbound indirect flight with Air Canada, departs from Saint John's on Tue, 19 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 483 €, select.
Saint John's.514 € per passenger.Departing Fri, 26 Feb, returning Tue, 2 Mar.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 26 Feb, arriving in Saint John's.Inbound indirect flight with Air Canada, departs from Saint John's on Tue, 2 Mar, arriving in Chicago O'Hare International.Price includes taxes and charges.From 514 €, select.
Saint John's.596 € per passenger.Departing Wed, 11 Nov, returning Mon, 16 Nov.Return flight with Air Canada and interCaribbean Airways.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Wed, 11 Nov, arriving in Saint John's.Inbound indirect flight with interCaribbean Airways, departs from Saint John's on Mon, 16 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 596 €, select.
Saint John's.648 € per passenger.Departing Wed, 12 Aug, returning Thu, 20 Aug.Return flight with Frontier Airlines and jetBlue.Outbound indirect flight with Frontier Airlines, departs from Chicago Midway on Wed, 12 Aug, arriving in Saint John's.Inbound indirect flight with jetBlue, departs from Saint John's on Thu, 20 Aug, arriving in Chicago O'Hare International.Price includes taxes and charges.From 648 €, select.
Saint John's.653 € per passenger.Departing Tue, 29 Dec, returning Thu, 21 Jan.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago O'Hare International on Tue, 29 Dec, arriving in Saint John's.Inbound indirect flight with Delta, departs from Saint John's on Thu, 21 Jan, arriving in Chicago O'Hare International.Price includes taxes and charges.From 653 €, select.
Saint John's.701 € per passenger.Departing Mon, 13 Jul, returning Thu, 16 Jul.Return flight with Allegiant Air and jetBlue.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Mon, 13 Jul, arriving in Saint John's.Inbound indirect flight with jetBlue, departs from Saint John's on Thu, 16 Jul, arriving in Chicago O'Hare International.Price includes taxes and charges.From 701 €, select.
Saint John's.751 € per passenger.Departing Wed, 9 Sep, returning Mon, 14 Sep.Return flight with jetBlue and interCaribbean Airways.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Wed, 9 Sep, arriving in Saint John's.Inbound indirect flight with interCaribbean Airways, departs from Saint John's on Mon, 14 Sep, arriving in Chicago O'Hare International.Price includes taxes and charges.From 751 €, select.
Saint John's.769 € per passenger.Departing Thu, 27 Aug, returning Sun, 22 Nov.Return flight with Frontier Airlines and WestJet.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 27 Aug, arriving in Saint John's.Inbound indirect flight with WestJet, departs from Saint John's on Sun, 22 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 769 €, select.
Saint John's.819 € per passenger.Departing Thu, 8 Oct, returning Wed, 14 Oct.Return flight with Allegiant Air and Winair.Outbound indirect flight with Allegiant Air, departs from Chicago Rockford on Thu, 8 Oct, arriving in Saint John's.Inbound indirect flight with Winair, departs from Saint John's on Wed, 14 Oct, arriving in Chicago O'Hare International.Price includes taxes and charges.From 819 €, select.
Saint John's.835 € per passenger.Departing Tue, 22 Dec, returning Thu, 31 Dec.Return flight with Delta.Outbound indirect flight with Delta, departs from Chicago Midway on Tue, 22 Dec, arriving in Saint John's.Inbound indirect flight with Delta, departs from Saint John's on Thu, 31 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 835 €, select.
Saint John's.852 € per passenger.Departing Thu, 24 Sep, returning Sun, 22 Nov.Return flight with jetBlue and WestJet.Outbound indirect flight with jetBlue, departs from Chicago O'Hare International on Thu, 24 Sep, arriving in Saint John's.Inbound indirect flight with WestJet, departs from Saint John's on Sun, 22 Nov, arriving in Chicago O'Hare International.Price includes taxes and charges.From 852 €, select.
Saint John's.1.062 € per passenger.Departing Thu, 19 Nov, returning Tue, 1 Dec.Return flight with Frontier Airlines and Winair.Outbound indirect flight with Frontier Airlines, departs from Chicago O'Hare International on Thu, 19 Nov, arriving in Saint John's.Inbound indirect flight with Winair, departs from Saint John's on Tue, 1 Dec, arriving in Chicago O'Hare International.Price includes taxes and charges.From 1.062 €, select.
Saint John's.1.105 € per passenger.Departing Fri, 12 Feb, returning Thu, 18 Feb.Return flight with Air Canada.Outbound indirect flight with Air Canada, departs from Chicago O'Hare International on Fri, 12 Feb, arriving in Saint John's.Inbound indirect flight with Air Canada, departs from Saint John's on Thu, 18 Feb, arriving in Chicago O'Hare International.Price includes taxes and charges.From 1.105 €, 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 June.
Jun
from 442 €
Jul
from 701 €
Aug
from 648 €
Sep
from 751 €
Oct
from 819 €
Nov
from 596 €
Dec
from 835 €
Jan
from 483 €
Feb
from 1.105 €
Mar
Find prices
Apr
Find prices
May
Find prices

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.

Saint John's

6km from central Saint John's
ClosestCheapest
from 442 €
Search flights

Chicago to Saint John's: Flight information

The things to know before you go.
Cheapest flight found442 €
Cheapest month to flyJune

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

The best price we found for a return flight from Chicago to Saint John's is 442 €. 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.
Currently, there are no airlines that fly direct from Chicago to Saint John's. But we found flights with one stop from 442 €.
As of June 2026, there are no flights flying from Chicago to Saint John's.
The cheapest month to fly from Chicago to Saint John's is usually June.
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 Saturday, 6 June 2026.
No airlines currently offer direct flights between Chicago and Saint John's Airport. Most routes have one or more stops.
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.
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.
The cheapest airline that flies to Saint John's is Air Canada .

Flying from Chicago to Antigua V.C. Bird International Airport (ANU): What you need to know

  • Antigua V.C. Bird International Airport is located in Saint John's. The city operates on the UTC-4 timezone and is two hours ahead of Chicago.

  • For stress-free travel, turn up at the airport two hours ahead of international flights and an hour before domestic departures. This will give you enough time to catch your flight from Chicago to ANU.

  • July is a busy time to fly out. If you're taking off then or during a major holiday like Thanksgiving, turn up even earlier. Aim for at least two hours ahead for domestic flights and up to four hours for international journeys.

Airports in Chicago

Chicago O'Hare International Airport (ORD)

  • A stopover is the perfect opportunity to break up your trip and perhaps even visit a new city. When browsing cheap flights from Chicago to ANU leaving from Chicago O'Hare International Airport (ORD), deselect the 'Direct flights only' box to get ideas for where to visit along the way. Popular options include:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

  • Located around 27 kilometres from the centre of Chicago, ORD can be reached in about 30 minutes by car (depending on traffic). The journey on public transport takes roughly 45 minutes.

  • Have an early flight from Chicago to Antigua V.C. Bird International Airport? Avoid rushing to the terminal (and enjoy a few extra z's) by staying at one of these stays close to Chicago O'Hare International Airport:

  • Of all flights leaving Chicago O'Hare International Airport, 70% arrive as scheduled at their destination.

  • ORD is located at 10000 West O'Hare.

Chicago Midway International Airport (MDW)

  • Break up your flight from Chicago to Antigua V.C. Bird International Airport with a stop so you can recharge or cross another place off your list. Some top stopovers between Chicago Midway International Airport and ANU are:

    • Atlanta Hartsfield-Jackson International Airport (ATL)

    • Charlotte Douglas International Airport (CLT)

    • Miami International Airport (MIA)

  • With public transport, you can travel from central Chicago to MDW in about 30 minutes. The airport is roughly 16 kilometres away, and making the journey by car takes approximately 25 minutes.

  • Start your holiday sooner with an additional night away from home. Before catching your Chicago to ANU flight, kick back in one of these hotels close to Chicago Midway International Airport:

  • 76% of flights departing Chicago Midway International Airport stick to their scheduled arrival time.

  • MDW is located at 5700 South Cicero.

Chicago Rockford International Airport (RFD)

  • From the centre of Chicago, RFD is around 145 kilometres away. It'll take you roughly 1 hour 40 minutes to arrive by car and 2 hours or so on public transport.

  • Skip the rush on your departure day — stay near Chicago Rockford International Airport and know you'll get to your gate with time to spare. Get settled at one of these hotels the day before if you have an early Chicago to Antigua V.C. Bird International Airport flight:

  • Flights that take off from RFD reach their destination within the scheduled time frame 71% of the time.

  • You'll find Chicago Rockford International Airport at 2 Airport Cir.

About Antigua V.C. Bird International Airport (ANU)

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

  • From Antigua V.C. Bird International Airport, central Saint John's is around 11 kilometres away. It takes about 15 minutes to get to the city centre by car.

  • If you're taking public transport, expect a journey time of about 30 minutes.

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

  • 241 € is the lowest price for a one-way ticket from Chicago to Antigua V.C. Bird International Airport. A return flight starts at 442 €. These prices can change depending on availability.

  • Don't wait until the last moment. You're more likely to find cheap flights from Chicago to ANU if you book early. Airlines often offer some fantastic early bird deals.

  • The 'Whole month' tool shows you the cheapest Chicago to Antigua V.C. Bird International Airport tickets across each month. It's a great way to find a bargain if your dates are flexible.

  • Spend less time searching for cheap plane tickets from Chicago to ANU by setting up a Price Alert. We'll send you an email or notification through the app when a lower fare pops up.

  • Hunt down a great price on a flight from Chicago to Antigua V.C. Bird International Airport with the help of the filters. Choose your ideal departure and arrival times, number of stops and airlines. You can also sort your results by 'Best,' 'Cheapest' or 'Fastest.'

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

  • December is the quietest month for flights from Chicago to Antigua V.C. Bird International Airport (ANU), while March is the busiest. Choose the ideal time to go to Saint John's based on whether you want a laid-back vibe or a lively atmosphere.

  • When booking your Chicago to ANU plane ticket, consider what kind of weather works for you. September is the warmest month in Saint John's, with temperatures ranging from 27ºC (81ºF) to 29ºC (84ºF).

  • February has temperatures of between 24ºC (75ºF) and 26ºC (79ºF). Look for cheap tickets from Chicago to Antigua V.C. Bird International Airport around that time if you'd rather travel in cooler conditions.

More about Saint John's

  • When it comes to searching for somewhere to lay your head, you'll find the top stays in Saint John's right here. Explore these hotels after you've booked your flight from Chicago to Antigua V.C. Bird International Airport:

  • Every great journey has to include a little sightseeing. Fort Bay Beach, Runaway Beach and Fort James Beach are attractions you won't want to skip in Saint John's.

Plan the rest of your trip from Chicago to Saint John's

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.