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

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

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

With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.

How does momondo find its flight prices?

We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

When did momondo last update prices for flights from St John's Airport to Chicago Midway Airport?

Prices for flights from St John's Airport to Chicago Midway Airport refresh daily.

How old do you have to be to fly from St John's Airport to Chicago Midway Airport?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago Midway Airport.

What documentation or ID do you need to fly to Chicago Midway Airport?

The required travel and health documents for your Chicago Midway 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 Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$506 Cheap Flights from St. John's to Chicago Midway Airport in 2026

1 adult

0 bags

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

Round-trip

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Cheap round-trip flights

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6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

3:20 pm - 12:55 am

MDW

YYT

7h 05m

2 stops

$506Porter Airlines

Wed, Jul 29 - Wed, Aug 5

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

10:25 am - 12:56 am

MDW

YYT

12h 01m

2 stops

$528Porter Airlines

Tue, May 26 - Fri, May 29

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

3:20 pm - 12:56 am

MDW

YYT

7h 06m

2 stops

$529Porter Airlines

Tue, May 26 - Fri, May 29

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

3:20 pm - 12:56 am

MDW

YYT

7h 06m

2 stops

$530Porter Airlines

Tue, May 26 - Fri, May 29

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

10:25 am - 12:56 am

MDW

YYT

12h 01m

2 stops

$544Porter Airlines

Mon, Jun 8 - Sat, Jun 13

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

10:25 am - 5:56 pm

MDW

YYT

29h 01m

2 stops

$596Porter Airlines

Tue, May 26 - Fri, May 29

6:05 am - 2:35 pm

YYT

MDW

11h 00m

2 stops

3:20 pm - 12:56 am

MDW

YYT

7h 06m

2 stops

$665Porter Airlines

Fri, May 22 - Mon, Jun 1

4:00 pm - 9:40 am

YYT

MDW

20h 10m

3 stops

10:25 am - 12:56 am

MDW

YYT

12h 01m

2 stops

$683Porter Airlines

Mon, Jun 8 - Sat, Jun 13

4:00 pm - 8:42 am

YYT

MDW

19h 12m

3 stops

5:59 pm - 5:56 pm

MDW

YYT

21h 27m

3 stops

$738Multiple Airlines

Mon, Jun 8 - Sat, Jun 13

4:00 pm - 9:40 am

YYT

MDW

20h 10m

3 stops

3:20 pm - 12:55 am

MDW

YYT

7h 05m

2 stops

$805Porter Airlines

Wed, Jul 29 - Wed, Aug 5

Porter Airlines flights from St. John's to Chicago Midway Airport

Our best Porter Airlines deals on St. John's to Chicago Midway Airport flight tickets

Porter Airlines

Jul 29

YYT6:05 amSt John's

11h 00m

2 stops

MDW2:35 pmChicago Midway

Aug 5

MDW3:20 pmChicago Midway

7h 05m

2 stops

YYT12:55 amSt John's

$506

Porter Airlines

May 26

YYT6:05 amSt John's

11h 00m

2 stops

MDW2:35 pmChicago Midway

May 29

MDW10:25 amChicago Midway

12h 01m

2 stops

YYT12:56 amSt John's

$528

Porter Airlines

May 26

YYT6:05 amSt John's

11h 00m

2 stops

MDW2:35 pmChicago Midway

May 29

MDW3:20 pmChicago Midway

7h 06m

2 stops

YYT12:56 amSt John's

$529

momondo Fare Finder

Use the filters below to find and compare flights from St. John's to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Wed 7/29

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Wed 8/5

3:20 pm-12:55 am

2 stops7h 05m

$506

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Tue 5/26

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Fri 5/29

10:25 am-12:56 am

2 stops12h 01m

$528

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Tue 5/26

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Fri 5/29

3:20 pm-12:56 am

2 stops7h 06m

$529

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Tue 5/26

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Fri 5/29

3:20 pm-12:56 am

2 stops7h 06m

$530

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Mon 6/8

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Sat 6/13

10:25 am-12:56 am

2 stops12h 01m

$544

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Tue 5/26

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Fri 5/29

10:25 am-5:56 pm

2 stops29h 01m

$596

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Fri 5/22

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Mon 6/1

3:20 pm-12:56 am

2 stops7h 06m

$665

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Mon 6/8

4:00 pm-9:40 am

3 stops20h 10m

Chicago Midway

Sat 6/13

10:25 am-12:56 am

2 stops12h 01m

$683

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Mon 6/8

4:00 pm-8:42 am

3 stops19h 12m

Chicago Midway

Sat 6/13

5:59 pm-5:56 pm

3 stops21h 27m

$738

St. John'sChicago

YYT - MDW

YYTMDW

St John's

Wed 7/29

4:00 pm-9:40 am

3 stops20h 10m

Chicago Midway

Wed 8/5

3:20 pm-12:55 am

2 stops7h 05m

$805

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

When to book flights from St. John's to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from St. John's to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap St. John's to Chicago Midway Airport (YYT to MDW) flight deals and tips

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

Fastest flight time	11h 00m
Direct flights	None

The fastest flight from St. John's to Chicago Midway Airport takes 11h 00m

There are no direct flights from St. John's to Chicago Midway Airport. There are no popular flight routes from St. John's to Chicago Midway Airport.

Search flight deals

How far is St John's to Chicago Midway by plane?
The straight-line distance from St John's to Chicago Midway is 1749.9 mi. A reasonable flight in good conditions will take 11h 00m.
When did momondo last update prices for flights from St John's Airport to Chicago Midway Airport?
Prices for flights from St John's Airport to Chicago Midway Airport refresh daily.
How old do you have to be to fly from St John's Airport to Chicago Midway Airport?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from St John's Airport to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The required travel and health documents for your Chicago Midway 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 Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

How do I get Price Alerts for flights from St. John's to Chicago Midway Airport?
Search flight deals from St. John's to Chicago Midway Airport. While viewing offers you’ll have the option to create a Price Alert.
How can I save money on flights from St. John's to Chicago Midway Airport with momondo?
With “Price Forecast”, learn how soon you should book your flight in advance. Down to the day of week and time of day, our information can inform you on the ideal time to book to save on your travel. Our “Price Calendar” shows you at a quick glance when to book your travel for lower rates. By setting “Price Alerts” you can monitor changes in price and target the ideal time to book. Search for your trip destination by budget amount via our “Explore” feature. Whether you’re looking for ideas for your next travel adventure or cost-cutting tips, our “Discover” content is a great place to start.
How does momondo find its flight prices?
We show prices from over 700+ competitors with a single click. With options from airlines and OTAs from across our 30 international markets, we are able to show you a diverse range of deals to create your adventure.

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Valparaiso

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Munster

Crown Point

Chesterton

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Saint John

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from St. John's to Chicago. momondo saves you time and could save you money on your trip.

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

Yes. momondo enables you to select and highlight flights to Chicago from St. John's with this policy.

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

Once all potential St. John's to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

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