How long does it take to fly to Chicago Midway Airport?

On average, it takes 1h 55m to fly from Region of Ontario to Chicago Midway Airport if you fly out of Toronto (the most popular airport in Region of Ontario) and into Chicago O'Hare Intl Airport (the most popular airport in Chicago Midway Airport). If you’re flying out of Ottawa and into Chicago O'Hare Intl Airport, then the flight time is around 2h 22m.

How many flights depart from Region of Ontario to Chicago Midway Airport on average per week?

As of August 2026, there are 22 flights per week flying from Region of Ontario to Chicago Midway Airport. The most common day of the week flights depart is Mon, with 18% of flights taking off on this day.

How many flights depart from Region of Ontario to Chicago Midway Airport on average per day?

As of August 2026, 3 flights take off from Region of Ontario and land in Chicago Midway Airport each day. The most common flight departure time for this route is 8:00AM, with 53% of daily flights taking off at noon.

What is the cheapest airline that flies from Ontario to Chicago Midway?

Porter Airlines and Delta are the most popular carriers operating from Ontario to Chicago Midway

When did momondo last update prices for flights from Ontario to Chicago Midway Airport?

Prices for flights from Ontario to Chicago Midway Airport were last updated today.

How many operators does momondo search for flights from Ontario to Chicago Midway Airport?

As of August 2026, there is 1 operator available to choose from for flights from Ontario to Chicago Midway Airport.

How old do you have to be to fly from Ontario to Chicago Midway 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 Ontario to Chicago Midway Airport.

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

The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$133 Cheap Flights from Region of Ontario to Chicago Midway Airport in 2026

Find the cheapest flights from Ontario to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Fri, Sep 11

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Wed, Sep 9

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Tue, Sep 8 - Tue, Sep 8

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Sat, Sep 12

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Sat, Sep 12

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Fri, Sep 11

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Tue, Sep 8 - Sat, Sep 12

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Thu, Sep 10

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$210Air Transat

Tue, Sep 8 - Thu, Sep 17

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$215Air Transat

Wed, Sep 16 - Wed, Sep 23

Cheap last minute flights

Enter your travel dates to find the best prices.

8:50 am - 9:40 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$307Porter Airlines

Sun, Aug 23 - Fri, Sep 11

8:50 am - 9:40 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$310Porter Airlines

Sat, Aug 22 - Sat, Sep 12

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$325Porter Airlines

Tue, Aug 25 - Tue, Sep 1

8:50 am - 9:40 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$336Porter Airlines

Sat, Aug 22 - Tue, Sep 29

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

10:25 am - 1:05 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$341Porter Airlines

Mon, Aug 24 - Mon, Aug 31

8:55 am - 9:45 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:15 pm - 5:55 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$343Porter Airlines

Tue, Aug 25 - Mon, Aug 31

8:55 am - 9:45 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

10:25 am - 1:05 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$348Porter Airlines

Tue, Aug 25 - Thu, Aug 27

8:55 am - 9:45 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:15 pm - 5:55 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$348Porter Airlines

Tue, Aug 25 - Fri, Aug 28

6:10 am - 12:39 pmYYZ Toronto Pearson Intl-MDW Chicago Midway

7h 29m1 stop Detroit Metropolitan Wayne County

9:24 am - 5:24 pmMDW Chicago Midway-YYZ Toronto Pearson Intl

7h 00m1 stop Detroit Metropolitan Wayne County

$365Delta

Tue, Aug 25 - Wed, Sep 2

12:09 pm - 6:33 pmYYZ Toronto Pearson Intl-MDW Chicago Midway

7h 24m1 stop Detroit Metropolitan Wayne County

1:27 pm - 10:56 pmMDW Chicago Midway-YYZ Toronto Pearson Intl

8h 29m1 stop Detroit Metropolitan Wayne County

$384Delta

Tue, Aug 25 - Sat, Oct 10

Cheap direct flights

Enter your travel dates to find the best prices.

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Fri, Sep 11

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Wed, Sep 9

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Tue, Sep 8 - Tue, Sep 8

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Sat, Sep 12

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Sat, Sep 12

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

11:45 am - 2:25 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Wed, Sep 9 - Fri, Sep 11

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Tue, Sep 8 - Sat, Sep 12

10:10 am - 11:00 amYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$202Porter Airlines

Thu, Sep 10 - Thu, Sep 10

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$210Air Transat

Tue, Sep 8 - Thu, Sep 17

1:45 pm - 2:35 pmYTZ Toronto Island-MDW Chicago Midway

1h 50mnonstop

3:20 pm - 6:00 pmMDW Chicago Midway-YTZ Toronto Island

1h 40mnonstop

$215Air Transat

Wed, Sep 16 - Wed, Sep 23

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Delta flights from Region of Ontario to Chicago Midway Airport

Our best Delta deals on Region of Ontario to Chicago Midway Airport flight tickets

Delta

Sep 10

YYZ12:08 pmToronto Pearson Intl

5h 49m

1 stop

MDW4:57 pmChicago Midway

Sep 13

MDW6:40 pmChicago Midway

3h 19m

1 stop

YYZ10:59 pmToronto Pearson Intl

$245

Delta

Sep 8

YYZ9:45 amToronto Pearson Intl

8h 12m

1 stop

MDW4:57 pmChicago Midway

Sep 9

MDW5:37 pmChicago Midway

4h 22m

1 stop

YYZ10:59 pmToronto Pearson Intl

$246

Delta

Sep 10

YYZ12:08 pmToronto Pearson Intl

5h 49m

1 stop

MDW4:57 pmChicago Midway

Sep 13

MDW6:40 pmChicago Midway

3h 19m

1 stop

YYZ10:59 pmToronto Pearson Intl

$247

Porter Airlines flights from Region of Ontario to Chicago Midway Airport

Our best Porter Airlines deals on Region of Ontario to Chicago Midway Airport flight tickets

Porter Airlines

Sep 9

YTZ10:10 amToronto Island

1h 50m

MDW11:00 amChicago Midway

Sep 10

MDW3:20 pmChicago Midway

1h 40m

YTZ6:00 pmToronto Island

$202

Porter Airlines

Sep 17

YTZ10:10 amToronto Island

1h 50m

MDW11:00 amChicago Midway

Sep 19

MDW3:20 pmChicago Midway

1h 40m

YTZ6:00 pmToronto Island

$203

Porter Airlines

Sep 7

YTZ10:10 amToronto Island

1h 50m

MDW11:00 amChicago Midway

Sep 10

MDW3:20 pmChicago Midway

1h 40m

YTZ6:00 pmToronto Island

$205

momondo Fare Finder

Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Thu 9/10

10:10 am-11:00 am

Nonstop1h 50m

Chicago Midway

Fri 9/11

11:45 am-2:25 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 9/9

10:10 am-11:00 am

Nonstop1h 50m

Chicago Midway

Wed 9/9

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 9/8

10:10 am-11:00 am

Nonstop1h 50m

Chicago Midway

Tue 9/8

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 9/9

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Sat 9/12

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Thu 9/10

10:10 am-11:00 am

Nonstop1h 50m

Chicago Midway

Sat 9/12

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 9/9

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Fri 9/11

11:45 am-2:25 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 9/8

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Sat 9/12

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Thu 9/10

10:10 am-11:00 am

Nonstop1h 50m

Chicago Midway

Thu 9/10

3:20 pm-6:00 pm

Nonstop1h 40m

$202

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Tue 9/8

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Thu 9/17

3:20 pm-6:00 pm

Nonstop1h 40m

$210

TorontoChicago

YTZ Toronto Island - MDW Chicago Midway

YTZMDW

Toronto Island

Wed 9/16

1:45 pm-2:35 pm

Nonstop1h 50m

Chicago Midway

Wed 9/23

3:20 pm-6:00 pm

Nonstop1h 40m

$215

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Region of Ontario 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

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago Midway Airport?

The month of January is, on average, the cheapest month to fly to Chicago Midway Airport from Region of Ontario, with most prices found around $204. If you are unable to visit Chicago Midway Airport during the month of January, then departing from Region of Ontario during the month September is also very affordable. Most momondo users find prices during this month for around $207.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from Region of Ontario. The lowest ticket price found for a Tuesday departure recently was $229. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Friday is the most expensive day to depart from Region of Ontario because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $341.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from Region of Ontario in the morning is the least expensive time of day to depart. momondo users have found prices as low as $287 when looking at flights departing in the morning. Try not to purchase tickets in the afternoon because they tend to be around $388. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest Ontario to Chicago Midway flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago Midway flight prices

What cabin class options are available on Region of Ontario to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on Region of Ontario to Chicago Midway Airport flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Region of Ontario to Chicago Midway Airport flights?

No. A direct flight is the cheapest option for a flight between Region of Ontario to Chicago Midway Airport.

Cheap Region of Ontario to Chicago Midway Airport flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago Midway Airport

Best Price Found	$133
Fastest flight time	1h 50m
Direct flights	Every day

The best one-way flight to Chicago Midway Airport from Region of Ontario in the past 72 hours is $133. The best round-trip flight deal from Region of Ontario to Chicago Midway Airport found on momondo in the last 72 hours is $202.

The fastest flight from Region of Ontario to Chicago Midway Airport takes 1h 50m

Direct flights go from Region of Ontario to Chicago Midway Airport every day.

Search flight deals

Frequently asked questions about flying from Ontario to Chicago Midway Airport

When did momondo last update prices for flights from Ontario to Chicago Midway Airport?
Prices for flights from Ontario to Chicago Midway Airport were last updated today.
How many operators does momondo search for flights from Ontario to Chicago Midway Airport?
As of August 2026, there is 1 operator available to choose from for flights from Ontario to Chicago Midway Airport.
How old do you have to be to fly from Ontario to Chicago Midway 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 Ontario to Chicago Midway Airport.
What documentation or ID do you need to fly to Chicago Midway Airport?
The necessary travel and health documents for your Chicago Midway Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Region of Ontario to Chicago Midway Airport?
Based on momondo bookings for flights between Region of Ontario and Chicago Midway Airport, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 40.41% of the total bookings. Other popular models include Boeing 737-900 with 9.64%, Boeing 737-800 with 9.59%, and Embraer 175 (Enhanced Winglets) with 9.56%.

Best airlines flying from Region of Ontario to Chicago Midway Airport

Compare and see reviews for airlines that fly from Region of Ontario to Chicago Midway Airport with momondo

Airline	Rating	Free Cancellation	Price
Porter Airlines	PriceFrom $168	Free Cancellation	Rating 8.0 457 reviews		Search Porter Airlines flights

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

Griffith

Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Ontario to Chicago?

It is quick and easy to find Ontario to Chicago flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Chicago that suits you.

Can I find flights from Ontario to Chicago with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Ontario to Chicago flights to just show those with flexible booking policies.

How can momondo help me find flights from Ontario to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from Ontario. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Ontario to Chicago 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 Chicago Midway Airport trip

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Cheap flights from Ontario to Chicago from $133

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 9/14. 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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Delta flights from Region of Ontario to Chicago Midway Airport

Our best Delta deals on Region of Ontario to Chicago Midway Airport flight tickets

Porter Airlines flights from Region of Ontario to Chicago Midway Airport

Our best Porter Airlines deals on Region of Ontario to Chicago Midway Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Ontario to Chicago Midway Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Region of Ontario to Chicago Midway Airport

What is the cheapest month to fly to Chicago Midway Airport?

What is the cheapest day to depart on your flight to Chicago Midway Airport?

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

What is the cheapest Ontario to Chicago Midway flight route?

What cabin class options are available on Region of Ontario to Chicago Midway Airport flights?

Can stopping save me money on Region of Ontario to Chicago Midway Airport flights?

What is the cheapest airline that flies from Ontario to Chicago Midway?

How many flights depart from Region of Ontario to Chicago Midway Airport on average per day?

How many flights depart from Region of Ontario to Chicago Midway Airport on average per week?

How long does it take to fly to Chicago Midway Airport?

Cheap Region of Ontario to Chicago Midway Airport flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Ontario to Chicago Midway Airport

Best airlines flying from Region of Ontario to Chicago Midway Airport

Compare and see reviews for airlines that fly from Region of Ontario to Chicago Midway Airport with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago Midway Airport 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.

Find better results for your trip to Chicago

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Region of Ontario flight routes

According to popular flight searches on momondo this year

Chicago Midway Airport flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to Chicago

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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