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Cheap flights from Chicago Midway Airport to St. John's from $286

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 Midway Airport to St. John's departing on 3/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Chicago Midway Airport to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:00 am - 2:45 pmMDW-ANU
6h 45m1 stop
Delta Logo
4:04 pm - 10:26 pmANU-MDW
8h 22m1 stop
$671Delta
Find Deal
Tue, Dec 30 - Thu, Jan 22
Delta Logo
6:00 am - 2:45 pmMDW-ANU
6h 45m1 stop
Delta Logo
4:04 pm - 10:26 pmANU-MDW
8h 22m1 stop
$701Delta
Find Deal
Tue, Dec 30 - Thu, Jan 22
Delta Logo
1:00 pm - 2:45 pmMDW-ANU
23h 45m2 stops
Delta Logo
3:05 pm - 9:46 pmANU-MDW
8h 41m1 stop
$811Delta
Find Deal
Wed, Feb 25 - Sat, Mar 7
Multiple Airlines Logo
12:45 pm - 2:23 pmMDW-ANU
24h 38m1 stop
Multiple Airlines Logo
3:20 pm - 3:20 pmANU-MDW
25h 00m1 stop
$893Multiple Airlines
Find Deal
Sat, Mar 28 - Sun, Apr 5
Multiple Airlines Logo
12:45 pm - 3:29 pmMDW-ANU
24h 44m1 stop
Multiple Airlines Logo
4:20 pm - 10:05 amANU-MDW
19h 45m1 stop
$934Multiple Airlines
Find Deal
Sat, Dec 13 - Wed, Dec 17
Multiple Airlines Logo
4:15 pm - 4:15 pmMDW-ANU
46h 00m2 stops
Multiple Airlines Logo
4:20 pm - 3:20 pmANU-MDW
25h 00m1 stop
$947Multiple Airlines
Find Deal
Sun, Dec 14 - Wed, Dec 24
Multiple Airlines Logo
12:45 pm - 3:29 pmMDW-ANU
24h 44m1 stop
Multiple Airlines Logo
4:20 pm - 1:10 pmANU-MDW
22h 50m2 stops
$949Multiple Airlines
Find Deal
Sat, Dec 13 - Wed, Dec 17
Delta Logo
6:00 am - 3:00 pmMDW-ANU
7h 00m1 stop
Delta Logo
2:05 pm - 9:46 pmANU-MDW
8h 41m1 stop
$1,159Delta
Find Deal
Sat, Mar 7 - Sat, Mar 14
WestJet Logo
11:21 am - 3:29 pmMDW-ANU
26h 08m2 stops
WestJet Logo
4:20 pm - 10:34 amANU-MDW
20h 14m2 stops
$3,299WestJet
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Tue, Jan 6 - Wed, Jan 14
WestJet Logo
6:45 pm - 2:23 pmMDW-ANU
42h 38m2 stops
WestJet Logo
3:20 pm - 6:08 pmANU-MDW
51h 48m2 stops
$3,517WestJet
Find Deal
Fri, Mar 20 - Sun, Mar 29

Delta flights from Chicago Midway Airport to St. John's, Saint John

Our best Delta deals on Chicago Midway Airport to St. John's, Saint John flight tickets
Delta
Dec 30
MDW6:00 amChicago Midway
6h 45m
1 stop
ANU2:45 pmSt. John's V.C. Bird Intl
Jan 22
ANU4:04 pmSt. John's V.C. Bird Intl
8h 22m
1 stop
MDW10:26 pmChicago Midway
$671
Find similar
Delta
Dec 30
MDW6:00 amChicago Midway
6h 45m
1 stop
ANU2:45 pmSt. John's V.C. Bird Intl
Jan 22
ANU4:04 pmSt. John's V.C. Bird Intl
8h 22m
1 stop
MDW10:26 pmChicago Midway
$701
Find similar
Delta
Feb 25
MDW1:00 pmChicago Midway
23h 45m
2 stops
ANU2:45 pmSt. John's V.C. Bird Intl
Mar 7
ANU3:05 pmSt. John's V.C. Bird Intl
8h 41m
1 stop
MDW9:46 pmChicago Midway
$811
Find similar

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

Our best WestJet deals on Chicago Midway Airport to St. John's, Saint John flight tickets
WestJet
Jan 6
MDW11:21 amChicago Midway
26h 08m
2 stops
ANU3:29 pmSt. John's V.C. Bird Intl
Jan 14
ANU4:20 pmSt. John's V.C. Bird Intl
20h 14m
2 stops
MDW10:34 amChicago Midway
$3,299
Find similar
WestJet
Mar 20
MDW6:45 pmChicago Midway
42h 38m
2 stops
ANU2:23 pmSt. John's V.C. Bird Intl
Mar 29
ANU3:20 pmSt. John's V.C. Bird Intl
51h 48m
2 stops
MDW6:08 pmChicago Midway
$3,517
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago Midway Airport 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 October 30, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to St. John's, Saint John that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

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-10:26 pm

1 stop8h 22m

$671

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-10:26 pm

1 stop8h 22m

$701

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Wed 2/25

1:00 pm-2:45 pm

2 stops23h 45m

St. John's V.C. Bird Intl

Sat 3/7

3:05 pm-9:46 pm

1 stop8h 41m

$811

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 3/28

12:45 pm-2:23 pm

1 stop24h 38m

St. John's V.C. Bird Intl

Sun 4/5

3:20 pm-3:20 pm

1 stop25h 00m

$893

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 12/13

12:45 pm-3:29 pm

1 stop24h 44m

St. John's V.C. Bird Intl

Wed 12/17

4:20 pm-10:05 am

1 stop19h 45m

$934

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sun 12/14

4:15 pm-4:15 pm

2 stops46h 00m

St. John's V.C. Bird Intl

Wed 12/24

4:20 pm-3:20 pm

1 stop25h 00m

$947

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 12/13

12:45 pm-3:29 pm

1 stop24h 44m

St. John's V.C. Bird Intl

Wed 12/17

4:20 pm-1:10 pm

2 stops22h 50m

$949

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 3/7

6:00 am-3:00 pm

1 stop7h 00m

St. John's V.C. Bird Intl

Sat 3/14

2:05 pm-9:46 pm

1 stop8h 41m

$1,159

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Tue 1/6

11:21 am-3:29 pm

2 stops26h 08m

St. John's V.C. Bird Intl

Wed 1/14

4:20 pm-10:34 am

2 stops20h 14m

$3,299

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 3/20

6:45 pm-2:23 pm

2 stops42h 38m

St. John's V.C. Bird Intl

Sun 3/29

3:20 pm-6:08 pm

2 stops51h 48m

$3,517

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 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 Midway Airport 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 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 Midway Airport. 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 Midway Airport 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 Midway Airport to St. John's, Saint John

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago Midway Airport 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 Midway Airport to St. John's, Saint John (MDW to ANU) flight deals and tips

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

Direct flights

None
There are no direct flights from Chicago Midway Airport to St. John's, Saint John. There are no popular flight routes from Chicago Midway Airport to St. John's, Saint John.
Search flight deals

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

    The straight-line distance from Chicago Midway to St. John's V.C. Bird Intl is 2289.5 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 Midway Airport to St. John's V.C. Bird Intl Airport?

    Prices for flights from Chicago Midway Airport to St. John's V.C. Bird Intl Airport are updated daily.

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Chicago Midway Airport 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 required travel and health documents for your St. John's V.C. Bird Intl Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at St. John's V.C. Bird Intl Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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?

momondo does allow users to show only those flights to St. John's from Chicago which offer a flexible booking policy as well as other useful filters and features.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Chicago to St. John's.

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

Yes. momondo can track prices for Chicago to St. John's flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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