Guarulhos Intl

$190+ Cheap flights from Chicago (CHI) to Guarulhos Intl, Brazil (GRU)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/13. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — GRU
Apr 20 — Apr 271
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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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Cheapflights Tip: The best prices from Chicago to Sao Paulo Guarulhos Intl are usually found in January or September, booked 90 days in advance, depart on a Thursday or Saturday and return on a Sunday

Cheap flight deals from Chicago to Guarulhos Intl

Cheapest flights from Chicago to Guarulhos Intl
Explore the most affordable flight options available from Chicago to Guarulhos Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 21, 2026.

This Booking.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/116:45 am
ORD
-
GRU
1 stop13h 45m
Arajet
Fri 9/1811:55 pm
GRU
-
ORD
1 stop13h 17m
Arajet
Deal found 3/16$590
This Booking.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:30 am
ORD
-
GRU
1 stop25h 10m
Arajet
Fri 8/1411:55 pm
GRU
-
ORD
1 stop13h 17m
Arajet
Deal found 3/16$604
This Mytrip deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:21 pm
ORD
-
GRU
2 stops19h 04m
Multiple Airlines
Fri 5/811:55 pm
GRU
-
ORD
1 stop13h 17m
Multiple Airlines
Deal found 3/16$609
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:10 am
ORD
-
GRU
2 stops22h 30m
Multiple Airlines
Wed 6/241:00 am
GRU
-
ORD
1 stop24h 40m
Multiple Airlines
Deal found 3/17$620
This Trip.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/14:30 am
ORD
-
GRU
1 stop15h 55m
Arajet
Thu 6/2511:50 am
GRU
-
ORD
1 stop13h 50m
Arajet
Deal found 3/19$623
This Kiwi.com deal was found by Cheapflights users on 3/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/126:45 am
ORD
-
GRU
1 stop13h 45m
Arajet
Thu 6/2511:50 am
GRU
-
ORD
1 stop13h 50m
Arajet
Deal found 3/17$631
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:30 am
ORD
-
GRU
1 stop15h 55m
Arajet
Fri 5/2911:55 pm
GRU
-
ORD
1 stop13h 17m
Arajet
Deal found 3/18$649
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/18:10 am
ORD
-
GRU
2 stops22h 30m
Multiple Airlines
Thu 7/1611:50 am
GRU
-
ORD
1 stop13h 50m
Multiple Airlines
Deal found 3/19$650
This Trip.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/44:30 am
ORD
-
GRU
1 stop15h 55m
Multiple Airlines
Tue 5/127:35 am
GRU
-
ORD
1 stop15h 45m
Multiple Airlines
Deal found 3/20$654
This Kiwi.com deal was found by Cheapflights users on 3/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/74:51 pm
ORD
-
GRU
2 stops38h 54m
Multiple Airlines
Mon 4/272:00 am
GRU
-
ORD
1 stop13h 50m
Multiple Airlines
Deal found 3/16$655
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/510:41 am
MDW
-
GRU
1 stop16h 59m
Delta
Thu 5/2810:50 pm
GRU
-
MDW
1 stop19h 22m
Delta
Deal found 3/18$861
This Delta deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/41:24 pm
MDW
-
GRU
2 stops14h 16m
Delta
Thu 5/2810:50 pm
GRU
-
MDW
1 stop19h 22m
Delta
Deal found 3/18$865

Find flight deals from Chicago to Guarulhos Intl

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Guarulhos Intl (GRU). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated March 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$604
(Booking.com)

One-way from

$190
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$814

Good round-trip deal

$947 or less

Good one-way deal

$2,413 or less
Provider with most accurate pricing for Chicago (CHI)-Sao Paulo Guarulhos Intl flight deals.
Provider most trusted by Cheapflights users for Chicago (CHI)-Sao Paulo Guarulhos Intl flights.
From Chicago (CHI) to Sao Paulo Guarulhos Intl
One-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl
Highest demand for flights based on searches. 6% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($27 potential savings vs. average RT price).
Average for round-trip flights in March 2026
Price to beat on a round-trip flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.
Price to beat on a one-way flight from Chicago (CHI) to Sao Paulo Guarulhos Intl.

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Guarulhos Intl 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, Cheapflights users made 2,558,603 searches. Data last updated March 21, 2026.
Use the filters below to find and compare flights from Chicago to Sao Paulo Guarulhos Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 4/19

8:06 am-3:50 am

1 stop17h 44m

Sao Paulo Guarulhos Intl

Sat 4/25

5:25 am-1:13 am

1 stop21h 48m

$710

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 4/29

8:06 am-12:10 am

1 stop14h 04m

Sao Paulo Guarulhos Intl

Wed 4/29

3:15 am-1:13 am

1 stop23h 58m

$711

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 4/19

6:40 am-4:05 pm

3 stops31h 25m

Sao Paulo Guarulhos Intl

Sun 4/26

5:15 pm-9:20 pm

1 stop30h 05m

$810

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 5/3

10:41 am-5:40 am

1 stop16h 59m

Sao Paulo Guarulhos Intl

Wed 5/27

10:50 pm-4:12 pm

1 stop19h 22m

$861

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Sun 5/24

9:22 am-5:40 am

2 stops18h 18m

Sao Paulo Guarulhos Intl

Sun 6/7

11:00 pm-11:56 am

2 stops14h 56m

$915

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 5/6

10:41 am-8:20 pm

2 stops31h 39m

Sao Paulo Guarulhos Intl

Wed 5/13

10:50 pm-9:09 pm

1 stop24h 19m

$963
Quickest round-trip

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Wed 5/6

9:30 pm-9:40 am

Nonstop10h 10m

Sao Paulo Guarulhos Intl

Wed 5/13

10:20 pm-6:45 am

Nonstop10h 25m

$985

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Sun 5/31

9:25 am-5:40 am

2 stops18h 15m

Sao Paulo Guarulhos Intl

Sat 6/27

8:30 pm-10:00 am

1 stop15h 30m

$991

ChicagoSao Paulo

ORD - GRU

ORDGRU

Chicago O'Hare Intl

Mon 6/15

12:10 pm-5:20 am

2 stops15h 10m

Sao Paulo Guarulhos Intl

Wed 6/24

10:15 am-11:55 pm

2 stops15h 40m

$991

ChicagoSao Paulo

MDW - GRU

MDWGRU

Chicago Midway

Wed 6/3

10:59 am-5:40 am

1 stop16h 41m

Sao Paulo Guarulhos Intl

Thu 6/25

10:45 pm-4:25 pm

2 stops19h 40m

$991

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/20

Showing 1-10 of 45 resultsSorted by cheapest first
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Compare providers for flights from Chicago to Guarulhos Intl

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Guarulhos Intl in March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*2 stars
OvagoPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Sao Paulo Guarulhos Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago-Sao Paulo Guarulhos Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago-Sao Paulo Guarulhos Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Sao Paulo Guarulhos Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Sao Paulo Guarulhos Intl Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Guarulhos Intl

Have a flexible travel schedule? Discover the best time to fly to Guarulhos Intl from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Sao Paulo Guarulhos Intl Airport

How far ahead should I book a flight from Chicago to Sao Paulo Guarulhos Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Guarulhos Intl. Price data was last updated on March 13, 2026.

Booking 90 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Sao Paulo Guarulhos Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Sao Paulo Guarulhos Intl Airport?

Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo Guarulhos Intl Airport (average of $376). Flying from Chicago to Sao Paulo Guarulhos Intl Airport in August is currently the most expensive (average of $696). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to GRU?

Find hourly flight availability from Chicago to Guarulhos Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 21, 2026.

When flying from Chicago to Sao Paulo Guarulhos Intl Airport, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Sao Paulo Guarulhos Intl Airport

Explore weekly flight availability from Chicago to Guarulhos Intl. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated March 21, 2026.

The most flights from CHI to GRU are scheduled on a Monday (2 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

How much does it cost to fly round-trip from Chicago to Sao Paulo Guarulhos Intl Airport?

What’s the top layover airport for flights from Chicago to Sao Paulo Guarulhos Intl Airport?

Share of 1-stop round-trip flights from Chicago to Sao Paulo Guarulhos Intl Airport chosen by Cheapflights users in the past 12 months, using the same layover each way.

Punta Cana (PUJ) – chosen by Cheapflights users on 50% of 1-stop itineraries from Chicago to Sao Paulo Guarulhos Intl Airport on Cheapflights.

What’s the cheapest layover airport for flights from Chicago to Sao Paulo Guarulhos Intl Airport?

Average round-trip fare for 1-stop flights from Chicago to Sao Paulo Guarulhos Intl Airport, chosen by Cheapflights users in the past 12 months, with the same layover each way.

Punta Cana (PUJ) is the most affordable 1-stop option, with an average round-trip price of $712.

What’s the fastest layover option from Chicago to Sao Paulo Guarulhos Intl Airport?

Shortest average travel time for 1-stop one-way flights from Chicago to Sao Paulo Guarulhos Intl Airport, based on itineraries clicked by Cheapflights users over the past 12 months, grouped by layover airport.

Flights via Punta Cana (PUJ) have the shortest average one-way travel time for 1-stop routes: 13h 35m.

Which airport typically offers the quickest layover for flights from Chicago to Sao Paulo Guarulhos Intl Airport?

Average layover duration for 1-stop one-way flights from Chicago to Sao Paulo Guarulhos Intl Airport, chosen by Cheapflights users in the last 12 months, grouped by stopover airport.

Flights via Panama City (PTY) offer the fastest connection on this route, with an average layover time of 2h 29m.

How often are flights from Chicago to Sao Paulo delayed?

About 42% of weekly flights between Chicago and Sao Paulo have experienced delays in the past year, with the average delay time being 177 minutes.

What is the most punctual flight time for Chicago to Sao Paulo flights?

Historically, flights departing in the evening are less likely to be delayed, whereas flights leaving in the morning tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Saturday tends to have the lowest number of delays on this route, whereas Wednesday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Sao Paulo flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 42% of flights being delayed.

Reviews of airlines servicing Guarulhos Intl

Get insights into the airlines that provide service to Guarulhos Intl. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Guarulhos Intl. Reviews last updated March 21, 2026.
See what other customers who have flown with Copa Airlines,LATAM Airlines, andUnited Airlines from Chicago to Sao Paulo Guarulhos Intl Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Comfort

7.4

Crew

8.1

Boarding

7.8

Food

6.8

Entertainment

6.8

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Katerine,Mar 2026

LAX - PTY

Really i was expecting be more friendly with family’s, more when you travel with a infant. We expected like a priority to boarding or be friendly with the spots on the aeroplane.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Guarulhos Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Chicago to Sao Paulo Guarulhos Intl Airport?

    Departing from Chicago to Sao Paulo Guarulhos Intl Airport will take you 16h 59m. There are 5218 mi between Chicago and Sao Paulo Guarulhos Intl Airport. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Sao Paulo Guarulhos Intl Airport round-trip?

    Cheapflights users have booked flights from Chicago to Sao Paulo Guarulhos Intl Airport round-trip from $359. Other airlines that can offer you cheap pricing are United Airlines, from $435, and American Airlines, from $500. Users have found that Copa Airlines is 54% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago to Sao Paulo Guarulhos Intl Airport one-way?

    To fly one-way, consider booking your trip with Copa Airlines, which is currently one of the cheapest options available, starting at $219. Avianca flights start at $233 while deals on Air Canada start at $402 one-way.

  • What are the cheapest flights from Chicago to Sao Paulo Guarulhos Intl Airport?

    The cheapest flight price from Chicago to Sao Paulo Guarulhos Intl Airport is $772. On average you can expect to pay $1,735. The most popular route, (Chicago O'Hare Intl - Sao Paulo Guarulhos Intl), can usually be booked for $667.

  • Can I find deals for flights from Chicago to Guarulhos Intl that include hotel bookings?

    Yes. In addition to deals on Chicago to Guarulhos Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Guarulhos Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Guarulhos Intl.

  • Can I find deals for business class flights from Chicago to Guarulhos Intl?

    Yes. Cheapflights offers flight deals from Chicago to Guarulhos Intl by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Sao Paulo Guarulhos Intl Airport?

    Currently, May is the cheapest month in which you can book a flight from Chicago to Sao Paulo Guarulhos Intl Airport (average of $376). Flying from Chicago to Sao Paulo Guarulhos Intl Airport in August is currently the most expensive (average of $696). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Chicago to Guarulhos Intl

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Chicago to Guarulhos Intl

Discover the top 7 airlines that operate flights from Chicago to Guarulhos Intl. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
Copa AirlinesCheapest$359Average$694FlexibilityNo cancel feeOn-time70%
United AirlinesCheapest$435Average$959FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$500Average$1,317FlexibilityNo cancel feeOn-time71%
AviancaCheapest$523Average$719FlexibilityNo cancel feeOn-time71%
GOLCheapest$596Average$620FlexibilityNo cancel feeOn-time74%
LATAM AirlinesCheapest$597Average$857FlexibilityNo cancel feeOn-time81%
Air CanadaCheapest$607Average$787FlexibilityNo cancel feeOn-time67%

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