Cheap flights from Chicago to St. John's from $307

This is the cheapest one-way 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 8/21. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.

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

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
8:40 pm - 2:20 pm
ORD
-
ANU
16h 40m
1 stop
Air Canada Logo
3:20 pm - 9:00 am
ANU
-
ORD
18h 40m
1 stop
$512Air Canada
Sat, Jul 4 - Sun, Jul 12
Air Canada Logo
3:40 pm - 2:20 pm
ORD
-
ANU
21h 40m
2 stops
Air Canada Logo
3:20 pm - 9:00 am
ANU
-
ORD
18h 40m
1 stop
$515Air Canada
Sat, Jul 4 - Sun, Jul 12
Air Canada Logo
3:40 pm - 2:20 pm
ORD
-
ANU
21h 40m
2 stops
Air Canada Logo
3:20 pm - 10:16 am
ANU
-
ORD
19h 56m
2 stops
$519Air Canada
Sat, Jul 4 - Sun, Jul 12
Air Canada Logo
9:15 pm - 2:20 pm
ORD
-
ANU
16h 05m
1 stop
Air Canada Logo
3:20 pm - 4:57 pm
ANU
-
ORD
26h 37m
1 stop
$522Air Canada
Sat, Aug 8 - Sun, Aug 16
Air Canada Logo
6:40 pm - 2:20 pm
ORD
-
ANU
18h 40m
1 stop
Air Canada Logo
3:15 pm - 9:00 am
ANU
-
ORD
18h 45m
1 stop
$523Air Canada
Mon, Apr 27 - Thu, Apr 30
Delta Logo
6:05 am - 2:02 pm
MDW
-
ANU
6h 57m
1 stop
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$942Delta
Sat, Jun 13 - Sat, Jun 20
Delta Logo
6:05 am - 2:02 pm
MDW
-
ANU
6h 57m
1 stop
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$992Delta
Sat, Jun 13 - Sat, Jun 20
WestJet Logo
1:00 pm - 2:15 pm
MDW
-
ANU
24h 15m
3 stops
WestJet Logo
3:05 pm - 12:30 pm
ANU
-
MDW
22h 25m
3 stops
$1,389WestJet
Sat, Jul 4 - Sun, Jul 12
Multiple Airlines Logo
12:55 pm - 2:15 pm
MDW
-
ANU
24h 20m
1 stop
Multiple Airlines Logo
8:45 am - 9:40 am
ANU
-
MDW
25h 55m
2 stops
$1,488Multiple Airlines
Sat, Apr 25 - Thu, Apr 30
Multiple Airlines Logo
5:59 pm - 2:15 pm
MDW
-
ANU
19h 16m
3 stops
Multiple Airlines Logo
5:25 pm - 6:31 pm
ANU
-
MDW
26h 06m
3 stops
$1,521Multiple Airlines
Sat, Sep 5 - Fri, Sep 11

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
May 16
ORD8:20 pmChicago O'Hare Intl
16h 50m
1 stop
ANU2:10 pmSt. John's V.C. Bird Intl
May 24
ANU3:30 pmSt. John's V.C. Bird Intl
18h 35m
1 stop
ORD9:05 amChicago O'Hare Intl
$507
Air Canada
Jul 4
ORD8:40 pmChicago O'Hare Intl
16h 40m
1 stop
ANU2:20 pmSt. John's V.C. Bird Intl
Jul 12
ANU3:20 pmSt. John's V.C. Bird Intl
18h 40m
1 stop
ORD9:00 amChicago O'Hare Intl
$512
Air Canada
Jul 4
ORD3:40 pmChicago O'Hare Intl
21h 40m
2 stops
ANU2:20 pmSt. John's V.C. Bird Intl
Jul 12
ANU3:20 pmSt. John's V.C. Bird Intl
18h 40m
1 stop
ORD9:00 amChicago O'Hare Intl
$515

WestJet flights from Chicago to St. John's, Saint John

Our best WestJet deals on Chicago to St. John's, Saint John flight tickets
WestJet
Jul 4
MDW1:00 pmChicago Midway
24h 15m
3 stops
ANU2:15 pmSt. John's V.C. Bird Intl
Jul 12
ANU3:05 pmSt. John's V.C. Bird Intl
22h 25m
3 stops
MDW12:30 pmChicago Midway
$1,389
WestJet
Jul 4
MDW1:16 pmChicago Midway
23h 59m
2 stops
ANU2:15 pmSt. John's V.C. Bird Intl
Jul 12
ANU3:05 pmSt. John's V.C. Bird Intl
28h 20m
2 stops
MDW6:25 pmChicago Midway
$4,457

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 March 25, 2026.
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

Cheapest round-trip

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 7/4

8:40 pm-2:20 pm

1 stop16h 40m

St. John's V.C. Bird Intl

Sun 7/12

3:20 pm-9:00 am

1 stop18h 40m

$512

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 7/4

3:40 pm-2:20 pm

2 stops21h 40m

St. John's V.C. Bird Intl

Sun 7/12

3:20 pm-9:00 am

1 stop18h 40m

$515

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 7/4

3:40 pm-2:20 pm

2 stops21h 40m

St. John's V.C. Bird Intl

Sun 7/12

3:20 pm-10:16 am

2 stops19h 56m

$519

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Sat 8/8

9:15 pm-2:20 pm

1 stop16h 05m

St. John's V.C. Bird Intl

Sun 8/16

3:20 pm-4:57 pm

1 stop26h 37m

$522

ChicagoSt. John's

ORD - ANU

ORDANU

Chicago O'Hare Intl

Mon 4/27

6:40 pm-2:20 pm

1 stop18h 40m

St. John's V.C. Bird Intl

Thu 4/30

3:15 pm-9:00 am

1 stop18h 45m

$523
Quickest round-trip

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 6/13

6:05 am-2:02 pm

1 stop6h 57m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$942

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 6/13

6:05 am-2:02 pm

1 stop6h 57m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$992

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 7/4

1:00 pm-2:15 pm

3 stops24h 15m

St. John's V.C. Bird Intl

Sun 7/12

3:05 pm-12:30 pm

3 stops22h 25m

$1,389

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 4/25

12:55 pm-2:15 pm

1 stop24h 20m

St. John's V.C. Bird Intl

Thu 4/30

8:45 am-9:40 am

2 stops25h 55m

$1,488

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 9/5

5:59 pm-2:15 pm

3 stops19h 16m

St. John's V.C. Bird Intl

Fri 9/11

5:25 pm-6:31 pm

3 stops26h 06m

$1,521

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 February is another great option to travel to St. John's, Saint John, with average flight prices from Chicago averaging around $695.

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 48m

Direct flights

None
The fastest flight from Chicago to St. John's, Saint John takes 6h 48m
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.
  • 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 48m, 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
7.1
11,497 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
Jolly Harbour
English 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.

An easier way to manage your St. John's, Saint John trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Fri 4/24
Fri 5/1

Find better results for your trip to Antigua And Barbuda

Fly your favorite airline to St. John's

Airlines are sorted and displayed according to clicks in the past 7 days on momondo