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Cheap flights from Chicago Midway Airport to St. John's from $591

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 6/29. 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 Midway Airport to St. John's

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
10:25 am - 2:15 pm
MDW
-
ANU
26h 50m
1 stop
Multiple Airlines Logo
8:30 am - 9:40 am
ANU
-
MDW
26h 10m
2 stops
$929Multiple Airlines
Sat, Jun 13 - Thu, Jun 18
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
$962Delta
Sat, Jun 13 - Sat, Jun 20
Delta Logo
1:16 pm - 2:02 pm
MDW
-
ANU
23h 46m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$967Delta
Fri, Jun 12 - 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
$982Delta
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
Delta Logo
1:16 pm - 2:02 pm
MDW
-
ANU
23h 46m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$997Delta
Fri, Jun 12 - Sat, Jun 20
Delta Logo
11:05 am - 2:02 pm
MDW
-
ANU
25h 57m
1 stop
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,238Delta
Fri, Jun 12 - Sat, Jun 20
Delta Logo
1:16 pm - 2:02 pm
MDW
-
ANU
23h 46m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,258Delta
Fri, Jun 12 - Sat, Jun 20
Delta Logo
1:16 pm - 2:02 pm
MDW
-
ANU
23h 46m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,278Delta
Fri, Jun 12 - Sat, Jun 20
Delta Logo
1:16 pm - 2:02 pm
MDW
-
ANU
23h 46m
2 stops
Delta Logo
3:17 pm - 10:17 pm
ANU
-
MDW
8h 00m
1 stop
$1,288Delta
Fri, Jun 12 - Sat, Jun 20

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
Jun 13
MDW6:05 amChicago Midway
6h 57m
1 stop
ANU2:02 pmSt. John's V.C. Bird Intl
Jun 20
ANU3:17 pmSt. John's V.C. Bird Intl
8h 00m
1 stop
MDW10:17 pmChicago Midway
$962
Delta
Jun 12
MDW1:16 pmChicago Midway
23h 46m
2 stops
ANU2:02 pmSt. John's V.C. Bird Intl
Jun 20
ANU3:17 pmSt. John's V.C. Bird Intl
8h 00m
1 stop
MDW10:17 pmChicago Midway
$967
Delta
Jun 13
MDW6:05 amChicago Midway
6h 57m
1 stop
ANU2:02 pmSt. John's V.C. Bird Intl
Jun 20
ANU3:17 pmSt. John's V.C. Bird Intl
8h 00m
1 stop
MDW10:17 pmChicago Midway
$982

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
Jun 13
MDW1:16 pmChicago Midway
23h 59m
2 stops
ANU2:15 pmSt. John's V.C. Bird Intl
Jun 21
ANU3:05 pmSt. John's V.C. Bird Intl
28h 26m
2 stops
MDW6:31 pmChicago Midway
$3,431
WestJet
Jun 12
MDW9:17 amChicago Midway
51h 58m
2 stops
ANU2:15 pmSt. John's V.C. Bird Intl
Jun 21
ANU3:05 pmSt. John's V.C. Bird Intl
28h 26m
2 stops
MDW6:31 pmChicago Midway
$3,455

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 April 4, 2026.
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

Cheapest round-trip

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Sat 6/13

10:25 am-2:15 pm

1 stop26h 50m

St. John's V.C. Bird Intl

Thu 6/18

8:30 am-9:40 am

2 stops26h 10m

$929
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

$962

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/12

1:16 pm-2:02 pm

2 stops23h 46m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$967

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

$982

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

Fri 6/12

1:16 pm-2:02 pm

2 stops23h 46m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$997

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/12

11:05 am-2:02 pm

1 stop25h 57m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$1,238

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/12

1:16 pm-2:02 pm

2 stops23h 46m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$1,258

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/12

1:16 pm-2:02 pm

2 stops23h 46m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$1,278

ChicagoSt. John's

MDW - ANU

MDWANU

Chicago Midway

Fri 6/12

1:16 pm-2:02 pm

2 stops23h 46m

St. John's V.C. Bird Intl

Sat 6/20

3:17 pm-10:17 pm

1 stop8h 00m

$1,288

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 11 resultsSorted by cheapest first
1
2

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

Fastest flight time

6h 57m

Direct flights

None
The fastest flight from Chicago Midway Airport to St. John's, Saint John takes 6h 57m
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

Frequently asked questions about flying from Chicago Midway Airport to St. John's, Saint John

  • 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 57m, 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.

Frequently asked questions about flying from Chicago Midway Airport to St. John's, Saint John

  • How do I get Price Alerts for flights from Chicago Midway Airport to St. John's, Saint John?

    Search flight deals from Chicago Midway Airport to St. John's, Saint John. While viewing offers you’ll have the option to create a Price Alert.

  • How can I save money on flights from Chicago Midway Airport to St. John's, Saint John with momondo?

    By using tools like our “Price Calendar”, you can see the best day to fly round-trip for your travels. Our “Price Forecast” tool uses AI to predict whether you should purchase or hold off on booking for potentially cheaper prices. Explore shows you all flight options from a city or airport to build your own unique adventure. The Discover blog also provides valuable insights for saving money while booking your experience. After searching you can toggle on “Price Alerts” to track prices for your desired flight and book at the ideal moment.

  • How does momondo find its flight prices?

    momondo shows deals across 700+ competitors all at once. momondo is active in 30 international markets, so you can have access to a wide range of options from airlines and OTAs alike.

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?

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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Find better results for your trip to Antigua And Barbuda

Cabin classes currently available on flights to St. John's

List of cabin classes available on flights landing in St. John's. Availability may vary depending on flight origin and airline.
First Class to St. John's
Business Class to St. John'sfrom $1,200