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.

$228 Cheap Flights from St. John's to Chicago Midway Airport in 2026

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

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$517Porter Airlines

Wed, Sep 2 - Wed, Sep 9

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$539Porter Airlines

Sat, Sep 19 - Sat, Sep 26

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$568Porter Airlines

Tue, Sep 22 - Sat, Sep 26

6:05 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 00m2 stops Ottawa Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$577Porter Airlines

Sat, Sep 26 - Tue, Sep 29

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

3:20 pm - 10:55 pmMDW Chicago Midway-YYT St John's

29h 05m2 stops Toronto Island Montreal St Hubert

$601Porter Airlines

Sat, Sep 26 - Tue, Sep 29

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$602Porter Airlines

Sat, Sep 26 - Tue, Sep 29

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

11:45 am - 12:55 amMDW Chicago Midway-YYT St John's

10h 40m2 stops Toronto Island Ottawa

$605Porter Airlines

Sat, Sep 26 - Tue, Sep 29

6:05 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 00m2 stops Ottawa Toronto Island

3:15 pm - 12:55 amMDW Chicago Midway-YYT St John's

7h 10m2 stops Toronto Island Ottawa

$610Porter Airlines

Fri, Aug 21 - Mon, Aug 24

4:00 pm - 9:40 amYYT St John's-MDW Chicago Midway

20h 10m3 stops Halifax Intl Montreal Pierre Elliott Trudeau Intl Toronto Island

10:25 am - 12:55 amMDW Chicago Midway-YYT St John's

12h 00m2 stops Toronto Island Ottawa

$614Multiple Airlines

Fri, Aug 21 - Mon, Aug 24

6:00 am - 2:35 pmYYT St John's-MDW Chicago Midway

11h 05m2 stops Montreal St Hubert Toronto Island

8:23 pm - 8:25 amMDW Chicago Midway-YYT St John's

33h 32m3 stops Guadalajara Miguel Hidal Cancun Edmonton

$699Multiple Airlines

Wed, Sep 2 - Wed, Sep 9

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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

Sep 2

YYT6:00 amSt John's

11h 05m

2 stops

MDW2:35 pmChicago Midway

Sep 9

MDW11:45 amChicago Midway

10h 40m

2 stops

YYT12:55 amSt John's

$517

Porter Airlines

Sep 19

YYT6:00 amSt John's

11h 05m

2 stops

MDW2:35 pmChicago Midway

Sep 26

MDW11:45 amChicago Midway

10h 40m

2 stops

YYT12:55 amSt John's

$539

Porter Airlines

Sep 22

YYT6:00 amSt John's

11h 05m

2 stops

MDW2:35 pmChicago Midway

Sep 26

MDW11:45 amChicago Midway

10h 40m

2 stops

YYT12:55 amSt John's

$568

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

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Wed 9/2

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Wed 9/9

11:45 am-12:55 am

2 stops10h 40m

$517

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/19

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Sat 9/26

11:45 am-12:55 am

2 stops10h 40m

$539

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Tue 9/22

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Sat 9/26

11:45 am-12:55 am

2 stops10h 40m

$568

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/26

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Tue 9/29

11:45 am-12:55 am

2 stops10h 40m

$577

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/26

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Tue 9/29

3:20 pm-10:55 pm

2 stops29h 05m

$601

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/26

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Tue 9/29

11:45 am-12:55 am

2 stops10h 40m

$602

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Sat 9/26

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Tue 9/29

11:45 am-12:55 am

2 stops10h 40m

$605

Quickest round-trip

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Fri 8/21

6:05 am-2:35 pm

2 stops11h 00m

Chicago Midway

Mon 8/24

3:15 pm-12:55 am

2 stops7h 10m

$610

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Fri 8/21

4:00 pm-9:40 am

3 stops20h 10m

Chicago Midway

Mon 8/24

10:25 am-12:55 am

2 stops12h 00m

$614

St. John'sChicago

YYT St John's - MDW Chicago Midway

YYTMDW

St John's

Wed 9/2

6:00 am-2:35 pm

2 stops11h 05m

Chicago Midway

Wed 9/9

8:23 pm-8:25 am

3 stops33h 32m

$699

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 15 resultsSorted by cheapest first

How to get the cheapest flight ticket from St. John's to Chicago Midway Airport

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 airline that flies from St John's to Chicago Midway?

Porter Airlines is the most popular carrier operating from St John's to Chicago Midway

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

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

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.

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

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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.

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