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Cheap flights from Chicago to St. John's from $438

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to St. John's departing on 1/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
JetBlue Logo
9:40 am - 2:42 pm
ORD
-
ANU
27h 02m1 stop
JetBlue Logo
4:00 pm - 7:36 pm
ANU
-
ORD
29h 36m1 stop
$438JetBlue
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
9:40 am - 2:42 pm
ORD
-
ANU
27h 02m1 stop
JetBlue Logo
4:00 pm - 5:43 pm
ANU
-
ORD
27h 43m2 stops
$447JetBlue
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
7:45 am - 2:42 pm
ORD
-
ANU
28h 57m2 stops
JetBlue Logo
4:00 pm - 5:43 pm
ANU
-
ORD
27h 43m2 stops
$451JetBlue
Thu, Jan 29 - Mon, Feb 2
JetBlue Logo
7:45 am - 2:47 pm
ORD
-
ANU
29h 02m2 stops
JetBlue Logo
4:00 pm - 5:44 pm
ANU
-
ORD
27h 44m2 stops
$476JetBlue
Fri, Jan 30 - Thu, Feb 5
JetBlue Logo
9:15 am - 2:47 pm
ORD
-
ANU
27h 32m1 stop
JetBlue Logo
4:00 pm - 5:44 pm
ANU
-
ORD
27h 44m2 stops
$486JetBlue
Fri, Jan 30 - Thu, Feb 5
Multiple Airlines Logo
6:00 pm - 3:20 pm
ORD
-
ANU
43h 20m2 stops
Multiple Airlines Logo
4:00 pm - 7:36 pm
ANU
-
ORD
29h 36m1 stop
$525Multiple Airlines
Tue, Dec 30 - Thu, Jan 22
Air Canada Logo
6:00 pm - 3:20 pm
ORD
-
ANU
43h 20m2 stops
Air Canada Logo
4:15 pm - 7:40 pm
ANU
-
ORD
29h 25m1 stop
$527Air Canada
Tue, Dec 30 - Thu, Jan 22
Multiple Airlines Logo
9:40 am - 2:48 pm
ORD
-
ANU
27h 08m1 stop
Multiple Airlines Logo
4:15 pm - 3:10 pm
ANU
-
ORD
24h 55m1 stop
$530Multiple Airlines
Thu, Feb 5 - Thu, Feb 12
Delta Logo
1:28 pm - 2:49 pm
MDW
-
ANU
23h 21m2 stops
Delta Logo
3:05 pm - 10:07 pm
ANU
-
MDW
9h 02m1 stop
$606Delta
Wed, Jan 14 - Sat, Jan 17
Delta Logo
6:00 am - 2:45 pm
MDW
-
ANU
6h 45m1 stop
Delta Logo
4:04 pm - 10:22 pm
ANU
-
MDW
8h 18m1 stop
$731Delta
Tue, Dec 30 - Thu, Jan 22

American Airlines flights from Chicago to St. John's, Saint John

Our best American Airlines deals on Chicago to St. John's, Saint John flight tickets
American Airlines
Mar 1
ORD5:00 amChicago O'Hare Intl
8h 29m
1 stop
ANU3:29 pmSt. John's V.C. Bird Intl
Mar 5
ANU2:25 pmSt. John's V.C. Bird Intl
12h 08m
1 stop
ORD12:33 amChicago O'Hare Intl
$571
Find similar
American Airlines
Mar 1
ORD5:00 amChicago O'Hare Intl
9h 37m
2 stops
ANU4:37 pmSt. John's V.C. Bird Intl
Mar 5
ANU2:25 pmSt. John's V.C. Bird Intl
11h 28m
2 stops
ORD11:53 pmChicago O'Hare Intl
$576
Find similar
American Airlines
Jan 27
ORD4:14 pmChicago O'Hare Intl
19h 01m
1 stop
ANU1:15 pmSt. John's V.C. Bird Intl
Feb 3
ANU5:44 pmSt. John's V.C. Bird Intl
19h 07m
1 stop
ORD10:51 amChicago O'Hare Intl
$581
Find similar

Air Canada flights from Chicago to St. John's, Saint John

Our best Air Canada deals on Chicago to St. John's, Saint John flight tickets
Air Canada
Dec 30
ORD6:00 pmChicago O'Hare Intl
43h 20m
2 stops
ANU3:20 pmSt. John's V.C. Bird Intl
Jan 22
ANU4:15 pmSt. John's V.C. Bird Intl
29h 25m
1 stop
ORD7:40 pmChicago O'Hare Intl
$527
Find similar
Air Canada
Jan 13
ORD6:00 pmChicago O'Hare Intl
43h 20m
2 stops
ANU3:20 pmSt. John's V.C. Bird Intl
Jan 20
ANU4:15 pmSt. John's V.C. Bird Intl
28h 35m
1 stop
ORD6:50 pmChicago O'Hare Intl
$545
Find similar
Air Canada
Dec 30
ORD6:00 pmChicago O'Hare Intl
43h 20m
2 stops
ANU3:20 pmSt. John's V.C. Bird Intl
Jan 22
ANU4:15 pmSt. John's V.C. Bird Intl
29h 25m
1 stop
ORD7:40 pmChicago O'Hare Intl
$564
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to St. John's, Saint John that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 15, 2025.
Use the filters below to find and compare flights from Chicago to St. John's, Saint John that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 1/29

9:40 am-2:42 pm

1 stop27h 02m

St. John's V.C. Bird Intl

Mon 2/2

4:00 pm-7:36 pm

1 stop29h 36m

$438

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 1/29

9:40 am-2:42 pm

1 stop27h 02m

St. John's V.C. Bird Intl

Mon 2/2

4:00 pm-5:43 pm

2 stops27h 43m

$447

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 1/29

7:45 am-2:42 pm

2 stops28h 57m

St. John's V.C. Bird Intl

Mon 2/2

4:00 pm-5:43 pm

2 stops27h 43m

$451

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 1/30

7:45 am-2:47 pm

2 stops29h 02m

St. John's V.C. Bird Intl

Thu 2/5

4:00 pm-5:44 pm

2 stops27h 44m

$476

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Fri 1/30

9:15 am-2:47 pm

1 stop27h 32m

St. John's V.C. Bird Intl

Thu 2/5

4:00 pm-5:44 pm

2 stops27h 44m

$486

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 12/30

6:00 pm-3:20 pm

2 stops43h 20m

St. John's V.C. Bird Intl

Thu 1/22

4:00 pm-7:36 pm

1 stop29h 36m

$525

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Tue 12/30

6:00 pm-3:20 pm

2 stops43h 20m

St. John's V.C. Bird Intl

Thu 1/22

4:15 pm-7:40 pm

1 stop29h 25m

$527

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Thu 2/5

9:40 am-2:48 pm

1 stop27h 08m

St. John's V.C. Bird Intl

Thu 2/12

4:15 pm-3:10 pm

1 stop24h 55m

$530

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 1/14

1:28 pm-2:49 pm

2 stops23h 21m

St. John's V.C. Bird Intl

Sat 1/17

3:05 pm-10:07 pm

1 stop9h 02m

$606

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 12/30

6:00 am-2:45 pm

1 stop6h 45m

St. John's V.C. Bird Intl

Thu 1/22

4:04 pm-10:22 pm

1 stop8h 18m

$731

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first
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See travel insights to St. John's from

How to get the cheapest flight ticket from Chicago to St. John's, Saint John

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and St. John's, Saint John?

What is the cheapest month to fly to St. John's, Saint John?

The cheapest month to fly to St. John's, Saint John from Chicago is in August. Flight prices, which tend to average around $654, are often lower during this time because this is during the off-season. The month of April is another great option to travel to St. John's, Saint John, with average flight prices from Chicago averaging around $674.

What is the cheapest day to depart on your flight to St. John's, Saint John?

According to our data, Tuesday is the cheapest day to fly to St. John's, Saint John from Chicago. The lowest ticket price found for a Tuesday departure recently was $702. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. Be sure to avoid booking your departure on a Friday as prices are generally higher than usual. According to our data, the average ticket price to St. John's, Saint John on Friday is $854.

What is the cheapest time of day to depart on your flight to St. John's, Saint John?

Our data shows that the cheapest Chicago to St. John's, Saint John flights are usually those with departure times in the afternoon. Our users have found flights to St. John's, Saint John in the afternoon for as low as $712. Flights in the morning are often more expensive with an average ticket price of $765.

When to book flights from Chicago to St. John's, Saint John

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to St. John's, Saint John according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to St. John's, Saint John (CHI to ANU) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to St. John's, Saint John

Fastest flight time

6h 45m

Direct flights

None
The fastest flight from Chicago to St. John's, Saint John takes 6h 45m
There are no direct flights from Chicago to St. John's, Saint John. There are no popular flight routes from Chicago to St. John's, Saint John.
Search flight deals

  • How far is Chicago to St. John's V.C. Bird Intl by plane?

    The straight-line distance from Chicago to St. John's V.C. Bird Intl is 2288.8 mi. Flights usually cover this in 6h 45m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Chicago to St. John's V.C. Bird Intl Airport?

    Prices for flights from Chicago to St. John's V.C. Bird Intl Airport were last updated today.

  • How many operators does momondo search for flights from Chicago to St. John's V.C. Bird Intl Airport?

  • How old do you have to be to fly from Chicago to St. John's V.C. Bird Intl Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to St. John's V.C. Bird Intl Airport.

  • What documentation or ID do you need to fly to St. John's V.C. Bird Intl Airport?

    The travel and health documents required for your trip to St. John's V.C. Bird Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at St. John's V.C. Bird Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular airline from Chicago to St. John's, Saint John?

Best airlines flying from Chicago to St. John's, Saint John

Compare and see reviews for airlines that fly from Chicago to St. John's, Saint John with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $650Free CancellationRating
7.2
11,051 reviews
Search American Airlines flights

Traveling to a place near St. John's?

Book flights to St. John's if you plan to visit one of these locations
English Harbour
Jolly Harbour
Falmouth

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to St. John's?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to St. John's. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to St. John's with flexible booking policies on momondo?

Flights from Chicago to St. John's with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Chicago to St. John's?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to St. John's from Chicago.

I’m not ready to book a flight from Chicago to St. John's right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Chicago to St. John's flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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