Find Cheap Flights from Toronto Pearson Intl to Chicago O'Hare International (YYZ - ORD)

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Good to Know

Low Season:
November
Best time to beat the crowds
3%
expected price decrease
High Season:
January
Most popular time to fly
13%
expected price increase
Average Price:
$362
(avg. price over the last 2 weeks)
Good Deal:
$233
or less (round trip)

When to Book Flights from Toronto Pearson Intl to Chicago O'Hare International

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $232 or less.
The cheapest flight from Toronto Pearson Intl to Chicago O'Hare International was found 75 days before departure, on average.
Book at least 3 weeks before departure in order to get a below-average price.
On average*, there is no price difference when choosing to fly in the morning or the evening on this flight route.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Toronto Pearson Intl to Chicago O'Hare International Flights

How long does a flight from Toronto Pearson Intl to Chicago O'Hare International take?
An average nonstop flight takes 1h 44m, covering a distance of 436 miles.
How many flights are there between Toronto Pearson Intl and Chicago O'Hare International?
There are 672 (nonstop) flights between Toronto Pearson Intl and Chicago O'Hare International per week, averaging 100 per day.
Which airlines provide the cheapest flights from Toronto Pearson Intl to Chicago O'Hare International?
In the past 3 days, the cheapest round-trip tickets were found on Multiple Airlines ($218), United ($218) and Air Canada ($218).
Do I need a passport to fly between Toronto Pearson Intl and Chicago O'Hare International?
Yes.
Which airlines fly most frequently between Toronto Pearson Intl and Chicago O'Hare International?
United (23 times daily), Air Canada (15 times daily), American Airlines (11 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Toronto Pearson Intl to Chicago O'Hare International?
For Toronto Pearson Intl to Chicago O'Hare International, Saturday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago O'Hare International back to Toronto Pearson Intl, the best deals are generally found on Wednesday, with Thursday being the most expensive.

Book cheap flights from Toronto Pearson Intl to Chicago O'Hare International (round-trip)

Airports
Origin
Toronto
$218
only
$218
Destination
Chicago
$218
only
$218
Sat, Mar 24
YYZ
ORD
1h 59m
Sun, Apr 1
ORD
YYZ
1h 33m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Mar 28
YYZ
ORD
1h 57m
Sat, Mar 31
ORD
YYZ
1h 39m
Trip: 4 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 62 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Excellent 10.0

comfortable and on time

YYZ
ORD
Excellent 8.5

I don't fully understand why, but I was unable to get my boarding pass for my flight to Chicago from Toronto until I arrived in the Toronto airport. Toronto airport sequesters off international arrivals, so in an ideal world, I would have been able to go through security directly to into the U.S. terminal, bypassing Canada customs. However, the United desk that I needed to get my boarding pass from located just before security was unmanned. The very kind Air Canada attendant called for a representative multiple times, but after 45 minutes of waiting no one ever arrived to print my boarding pass for me. The Air Canada employee then gave up on any United staff showing up and suggested I try going through Canadian customs and checking in at the same departure desk travelers first entering the airport would go through and make sure to let them know how long I was waiting. The United employee I spoke with told me that I was impatient and should have continued waiting because now she didn't know what would happen with my checked bag and that I may well need to wait 2 hours more for that to get sorted out. I was rather surprised by her overly negative response and apparent threat. If I was irate or yelling that might have been warranted, but frankly, I was so tired from the international travel I didn't have the energy to fight with her. Regardless, I wish I had been more impatient, it was far easier to go through customs twice than I expected. I would have preferred to spend more time in the lounge inside the terminal than to stand by the United desk waiting for someone to arrive to print my boarding pass. At any rate, Canadian+US customs have it together; when I went through U.S. customs to get into the terminal they had the photo of my checked bag right there.

YYZ
ORD
Excellent 10.0

Fantastic service. Much obliged for everything

YYZ
ORD
Good 6.3

Crew was curteous and capable

The screens on the back of seats that used to play movies now play advertisements and ask you to pay for in-flight entertainment. The off button did not turn the screen off, resulting in a constant eyesore for the entire trip

YYZ
ORD
Mediocre 2.0

Nothing

Everything

Wed, Apr 18
YYZ
ORD
1h 44m
Thu, Apr 26
ORD
YYZ
1h 33m
Trip: 9 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 202 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Okay 4.0

55 minutes before flight, after getting boarding pass they refused to accept baggage. Had to overnight at my expense.

Entertainment system didn't work, but only at my seat, after rebooting from electrical problem.

YYZ
ORD
Excellent 10.0

كل شي

YYZ
ORD
Good 6.0

Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass

YYZ
ORD
Mediocre 2.0

Seats for connecting flight were given away before connecting flight boarded and rescheduled flights didn’t provide purchased level of service

YYZ
ORD
Excellent 10.0

Everything was great

Sat, Apr 21
YYZ
ORD
2h 01m
Fri, May 4
ORD
YYZ
6h 59m
Trip: 14 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

DFW
FLL
Excellent 8.0

No issues at all

N/A

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

Wed, Apr 4
YYZ
ORD
5h 05m
Tue, Apr 10
ORD
YYZ
6h 26m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

ATL
DTW
Excellent 10.0

Pls see above

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

Tue, Apr 3
YYZ
ORD
1h 57m
Thu, Apr 5
ORD
YYZ
1h 33m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Apr 21
YYZ
ORD
1h 44m
Mon, Apr 30
ORD
YYZ
1h 33m
Trip: 10 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 202 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Good 6.0

Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass

YYZ
ORD
Good 7.0

Had extra space because plane was not full

Flight was delayed. Changed gate three times

YYZ
ORD
Excellent 10.0

Everything was great

YYZ
ORD
Mediocre 2.0

At the gate, we were told our plane would leave soon. An hour later, they announced the flight was cancelled and we were briskly escorted out of the terminal, told to go through customs and pick up our luggage, which had never even made it on to the plane. They were not re-booking flights at the airport, and the phone lines went to a voice mail message telling us to call back in a few days. I was stranded in Toronto with no phone and no where to stay. It's a week later and I still have not heard anything from from, even though I've called and emailed and sent snail mail.

YYZ
ORD
Mediocre 2.0

Seats for connecting flight were given away before connecting flight boarded and rescheduled flights didn’t provide purchased level of service

Tue, Apr 3
YYZ
ORD
1h 57m
Fri, Apr 6
ORD
YYZ
1h 36m
Trip: 4 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 62 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Mediocre 2.0

My complaint with United is twofold: extremely poor customer service and airport experience. First, the plane was delayed Then cancelled took customer service 50 minuets to rebooked on a new flight to sfo instead Sjc which is far away from my house & I paid for CAB!!

YYZ
ORD
Good 6.0

The service staff was very friendly when they told me they were out of every food item I wanted.

Lack of variety in snacks, foods and purchases on the plane.

YYZ
ORD
Excellent 10.0

Fantastic service. Much obliged for everything

YYZ
ORD
Excellent 10.0

It was on time and the staff were excellent

Like everything

YYZ
ORD
Good 6.3

Crew was curteous and capable

The screens on the back of seats that used to play movies now play advertisements and ask you to pay for in-flight entertainment. The off button did not turn the screen off, resulting in a constant eyesore for the entire trip

Wed, Mar 14
YYZ
ORD
2h 02m
Tue, Mar 20
ORD
YYZ
5h 22m
Trip: 7 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
PHX
GEG
Good 7.3

The crew was friendly and informative. They were very helpful. The

The seats were uncomfortable. They were hard and so narrow I had to sit crooked in the seat to keep from getting banged into by the service carts and every person going by to the bathrooms. I'm not tiny, but I'm not huge either, it was just overcrowded. It was also very hot in the airplane the entire way from Phoenix to Spokane. My husband, who is always cold, was even hot.

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

YYZ
ORD
Good 7.6

Staff seemed tired with some minor conflicts between them at Toronto gate

JAX
DFW
Excellent 8.6

Polite. Clean. Nice business class.

Would like more Western food.

SJU
MIA
Excellent 9.3

New onboard entertainment

Wed, Apr 18
YYZ
ORD
1h 59m
Thu, Apr 26
ORD
YYZ
1h 33m
Trip: 9 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Apr 26
YYZ
ORD
1h 44m
Sun, Apr 29
ORD
YYZ
1h 33m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 202 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Good 6.0

Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass

YYZ
ORD
Excellent 8.0

Meh

Meh

YYZ
ORD
Good 7.0

The movies on board

The fact the plane was late

YYZ
ORD
Mediocre 2.0

Seats for connecting flight were given away before connecting flight boarded and rescheduled flights didn’t provide purchased level of service

YYZ
ORD
Mediocre 2.0

At the gate, we were told our plane would leave soon. An hour later, they announced the flight was cancelled and we were briskly escorted out of the terminal, told to go through customs and pick up our luggage, which had never even made it on to the plane. They were not re-booking flights at the airport, and the phone lines went to a voice mail message telling us to call back in a few days. I was stranded in Toronto with no phone and no where to stay. It's a week later and I still have not heard anything from from, even though I've called and emailed and sent snail mail.

Fri, Apr 6
YYZ
ORD
1h 56m
Sun, Apr 8
ORD
YYZ
1h 40m
Trip: 3 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 62 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Good 6.0

The service staff was very friendly when they told me they were out of every food item I wanted.

Lack of variety in snacks, foods and purchases on the plane.

YYZ
ORD
Good 6.3

Crew was curteous and capable

The screens on the back of seats that used to play movies now play advertisements and ask you to pay for in-flight entertainment. The off button did not turn the screen off, resulting in a constant eyesore for the entire trip

YYZ
ORD
Excellent 10.0

Fantastic service. Much obliged for everything

YYZ
ORD
Okay 5.3

Flight was on time and short in duration

Seats rows were narrow with just enough leg room. Very confining and uncomfortable. Our row did not recline as we were in front of the exit row. Luckily, the person in front of me did not recline their seat back.

YYZ
ORD
Mediocre 2.0

My complaint with United is twofold: extremely poor customer service and airport experience. First, the plane was delayed Then cancelled took customer service 50 minuets to rebooked on a new flight to sfo instead Sjc which is far away from my house & I paid for CAB!!

Wed, Apr 4
YYZ
ORD
3h 50m
Wed, Apr 11
ORD
YYZ
4h 57m
Trip: 8 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
DTW
MEX
Excellent 8.3

Even though I was disappointed by not being able to get the boarding passes from Delta for Aeromexico’s connecting flight to Bogota, I had an agent greet me after customs in Mexico to issue the boarding pass so I could use the transfer flight line. Excellent service throughout the entire trip.

Confusion over my boarding pass at the Delta terminal in Detroit.

ECP
ATL
Excellent 9.6

We have been on 6 flights over the last 8 days, all with Delta and we have already started telling people how wonderful the service was. Sherry on this last flight was amazing, working so hard all by herself as our flight attendant. We were very impressed. And the pilots all came out to say goodbye and thank you. All very nice...esp for me who needed some wheelchair assistance. We will certainly fly with you again in the future.

Smaller plane but ok for short flight

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

ATL
MEX
Excellent 10.0

Flight was on time, crew was friendly, plane was clean, and boarding was painless and efficient. Food was served which was a huge plus. I appreciate having a choice of almonds for a snack.

MSP
CUN
Mediocre 2.0

nothing

They lost my luggage.

Sat, Mar 17
YYZ
ORD
2h 02m
Tue, Mar 20
ORD
YYZ
4h 58m
Trip: 4 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
DFW
FLL
Excellent 8.0

No issues at all

N/A

CLT
ILM
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LAS
DFW
Excellent 8.0

Flight was punctual and service was good.

Gate change

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

Sat, Apr 21
YYZ
ORD
1h 59m
Mon, Apr 30
ORD
YYZ
1h 33m
Trip: 10 days
Overall 0.0 Poor
Based on 0 reviews
Mon, Mar 12
YYZ
ORD
1h 47m
Thu, Mar 15
ORD
YYZ
1h 31m
Trip: 4 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 202 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Good 6.3

I enjoyed the crew, the food and the entertainment. The crew did give us peanuts for our extra 5 hours on the plane.

We were 3 hours late for departure and took 2 extra hours in the air because of re-routing. The seats were abnormally stiff and went back so little that it was extremely hard to fall asleep during the 18 hours we were on board. The crew was unwillng to let us bring our instruments on board and thus, they cracked from the air pressure during the flight.

YYZ
ORD
Good 7.0

The movies on board

The fact the plane was late

YYZ
ORD
Okay 4.0

55 minutes before flight, after getting boarding pass they refused to accept baggage. Had to overnight at my expense.

Entertainment system didn't work, but only at my seat, after rebooting from electrical problem.

YYZ
ORD
Mediocre 2.0

At the gate, we were told our plane would leave soon. An hour later, they announced the flight was cancelled and we were briskly escorted out of the terminal, told to go through customs and pick up our luggage, which had never even made it on to the plane. They were not re-booking flights at the airport, and the phone lines went to a voice mail message telling us to call back in a few days. I was stranded in Toronto with no phone and no where to stay. It's a week later and I still have not heard anything from from, even though I've called and emailed and sent snail mail.

YYZ
ORD
Mediocre 2.0

Seats for connecting flight were given away before connecting flight boarded and rescheduled flights didn’t provide purchased level of service

Mon, Apr 9
YYZ
ORD
3h 57m
Wed, Apr 11
ORD
YYZ
5h 20m
Trip: 3 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 16027 reviews
Overall
8.0
Boarding
8.1
Comfort
7.8
Crew
8.4
Entertainment
7.5
Food
7.4
BOS
JFK
Excellent 9.3

The volume controls on the tv we’re pretty poor. Was either too loud or too soft with only 5-6 volume settings.

BOS
ATL
Okay 4.0

Comfort Plus allowed us to board early, useful USB ports.

ATL
JNB
Okay 4.0

Aircraft seemed shabby despite refresh of Comfort Plus, food was really mediocre. Steer clear of the Asian Veg option.

DTW
YOW
Excellent 9.3

Please see above. Sherry was amazing

Plane was small and older but it was a short flight

BOS
BNA
Excellent 8.0

Service vey Good. Nice choices. Comfort seating very nice

WiFi awful. Useless.

Sat, Mar 31
YYZ
ORD
1h 58m
Sun, Apr 8
ORD
YYZ
1h 40m
Trip: 9 days
6.1GoodShow reviews
Overall 6.1 Good
Based on 62 reviews
Overall
7.2
Boarding
7.4
Comfort
7.0
Crew
7.7
Entertainment
6.5
Food
6.4
YYZ
ORD
Okay 4.6

Ok

Cannot gauge if carry-on would fit into overhead No entertainment

YYZ
ORD
Mediocre 2.0

My complaint with United is twofold: extremely poor customer service and airport experience. First, the plane was delayed Then cancelled took customer service 50 minuets to rebooked on a new flight to sfo instead Sjc which is far away from my house & I paid for CAB!!

YYZ
ORD
Okay 4.0

I didn't like nothing

United needs to training your employees

YYZ
ORD
Mediocre 2.0

Nothing

Everything

YYZ
ORD
Mediocre 2.0

They delayed my flight, so now I get back home really late. Thanks, United.

Fri, Jun 8
YYZ
ORD
1h 54m
Sun, Jun 10
ORD
YYZ
1h 36m
Trip: 3 days
6.2GoodShow reviews
Overall 6.2 Good
Based on 8 reviews
Overall
7.4
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.7
YYZ
ORD
Good 7.6

Staff seemed tired with some minor conflicts between them at Toronto gate

YYZ
ORD
Mediocre 3.6

You provided a room

It seems you could have given me some extra miles or a free flight for all rhe hassles ov missing flights both going to Toronto and the return trip as well as missing my luggage for two days on the return!!!!!

ORD
CLT
Mediocre 3.0

Three hours delay. I paid for a upgrade to first class. But because of the flight change i didn't get to keep my upgrade and I had to beg for a refund. I have had two trips in the past 5 days and all flights have been anywhere from 1 to 3 hours late. Worst experience with AA I have had in a long time.

LHR
ORD
Mediocre 2.0

Nothing really. I will never book from Kayak ever

Everything

CLT
LGA
Excellent 10.0

Ability to upgrade to first class

Security taking forever

Tue, Mar 13
YYZ
ORD
1h 47m
Thu, Mar 15
ORD
YYZ
1h 31m
Trip: 3 days
7.0GoodShow reviews
Overall 7.0 Good
Based on 202 reviews
Overall
7.2
Boarding
7.3
Comfort
7.0
Crew
7.7
Entertainment
6.9
Food
6.5
YYZ
ORD
Good 6.3

I enjoyed the crew, the food and the entertainment. The crew did give us peanuts for our extra 5 hours on the plane.

We were 3 hours late for departure and took 2 extra hours in the air because of re-routing. The seats were abnormally stiff and went back so little that it was extremely hard to fall asleep during the 18 hours we were on board. The crew was unwillng to let us bring our instruments on board and thus, they cracked from the air pressure during the flight.

YYZ
ORD
Excellent 8.0

The flight was on time and there was adequate foot room

No free snacks- biscuits or pretzels?

YYZ
ORD
Good 6.0

Flight was rescheduled for 4 times ... Every time standing in a line for the new boarding pass

YYZ
ORD
Mediocre 3.6

The only person who who tried to relax customers waiting to board was the pilot. Flight was delayed. No updates on monitors, no crew at desk. The pilot was first to arrive and had no information but was engaging and joked with all the passengers just standing around. He was our only assurance that flight was still going. He had same attitude on the plane and seemed determined to get us home eventually.

No communication from airline. The flight was delayed but we only find out because we show up to gate and nobody is there. No counter agents. When they eventually show up, there is no explanation. Just acted like everything was normal.

YYZ
ORD
Good 7.0

The movies on board

The fact the plane was late

Show more results

Toronto Pearson Intl to Chicago O'Hare International Flight Information

Avg. Flight Duration 1h 43m
Flights Arrive in Chicago O'Hare International
Flights Depart from Toronto Pearson Intl
Flight Price $218
Distance 436 miles
Airlines United, Air Canada, American Airlines, Delta
*
Prices are per person and are for e–tickets and include all taxes & fees in USD.

We attempt to get accurate prices, however, prices are not guaranteed.

Here's why:

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We compile tonnes of data for you
Our service lets you quickly and easily compare results from hundreds of travel sites at once. In this sense, KAYAK is a search engine and we can't guarantee prices we find.

Why aren’t prices accurate 100% of the time?
Prices on airline seats, hotel rooms and car rentals can change frequently. Several people may also be trying to buy the same travel option simultaneously. As a result, you may find, on occasion, that certain prices are no longer available.

If you have more questions or if you have a bad price to report to us,
please send us an and someone from our team will get back to you promptly.

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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.