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Find deals on flights from Chicago Midway Airport from $49

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Anywhere departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
jue. 6/13
jue. 6/20

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Where can I fly from Chicago Midway Airport?

Prices from MDW, departing jue. 6/13 and returning jue. 6/20

Flights from Midway - Travel Insights & Trends

Get data-powered insights and trends into flights from Midway to help you find the cheapest flights, the best time to fly and much more.

Which are the most popular places to fly to from Chicago Midway Airport?

The domestic destinations KAYAK users have most searched for when searching for flights from Chicago Midway Airport.
Based on KAYAK flight searches, the most popular place to fly from Chicago Midway is New York (20% of total searches). The next most popular destinations are Seattle/Tacoma Intl (7%) and Washington, D.C. (7%).

What are the most popular international flights out of Chicago Midway Airport?

The international destinations KAYAK users have most searched for when searching for flights from Chicago Midway Airport.
There are many international destinations you can fly to from Chicago Midway Airport. The most popular international destinations among KAYAK users are San Juan, Paris and Rome.

What are the most popular countries to fly to from Chicago Midway Airport?

The most popular countries KAYAK users have searched for from Chicago Midway Airport along with the average price for the route clicked by KAYAK users in the last 2 weeks.
Based on KAYAK flight searches, the most countries to fly to from Chicago Midway Airport is United States (89% of total searches). The next most popular destinations are Mexico (7%) and Canada (4%).

Which cities can I fly to direct from Chicago Midway Airport?

There are loads of places you can fly direct to from Chicago Midway Airport. The most popular destinations for direct flights among KAYAK users are New York, Phoenix, Raleigh, Miami and Tampa. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Raleigh at $77, while the most expensive was Detroit, at $295.

Which international cities can I fly to direct from Chicago Midway Airport?

There are many international destinations you can fly to non-stop from Chicago Midway Airport. The most popular international destinations from KAYAK users are Zacatecas, Guadalajara, Morelia, León and Cancún. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Cancún at $115, while the most expensive was León, at $225.

What is the longest direct flight from Chicago Midway Airport?

The longest direct flight you can take from Chicago Midway Airport is to San José del Cabo, with a duration of 5h 10m. The next longest is Oakland, California at 4h 45m, followed by a flight to Long Beach at 4h 35m.

Good to know

Low season

January

High season

March

Cheapest flight

$49
Best time to beat the crowds with an average 13% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from Chicago Midway Airport to Atlanta

FAQs for booking flights out of Chicago Midway Airport

  • Are there any airlines that operate flights from Chicago Midway International Airport (MDW) and are known for being environmentally friendly?

    If being environmentally friendly is one of your priorities, you may want to fly with Delta. Delta has a goal to replace 10% of its standard aviation fuel with sustainable aviation fuel by the end of 2030.

  • How can I go from downtown Chicago to Chicago Midway International Airport (MDW)?

    To go from downtown Chicago to Chicago Midway International Airport (MDW), you can always choose to drive, which normally takes around 20 minutes in total. Public transportation is a convenient option as well, like bus line 55, which will bring you to the airport in around 10 to 15 minutes depending on how traffic is at the time.

  • Are there any airlines that have lounges for passengers at Chicago Midway International Airport (MDW)?

    There are no airlines that currently have lounges at Chicago Midway International Airport (MDW). However, the airport does have a USO Midway Lounge, which is reserved for past and present members of the military, as well as their family members. In this lounge, travelers will have access to free snacks and drinks, as well as shower facilities.

  • What services does Chicago Midway International Airport (MDW) offer for travelers with limited mobility or disabilities?

    Chicago Midway International Airport (MDW) has wheelchairs that all guests are able to use for free. The airport also has accessible restroom stalls, elevators, and ramps that can be used to go to different floors and terminals. If you will need additional help navigating the airport, make sure to contact your airline in advance.

  • What is Chicago Midway also known as?

    Chicago Midway Airport’s airport code is MDW. It can also be referred to as Chicago Midway, Chicago Midway Intl, Midway, Midway Intl.

  • How does KAYAK find such low prices on flights from Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to your destination with an airline and back to Chicago Midway Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Top tips for finding a cheap flight out of Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found tickets from Chicago Midway Airport to the following destinations at these prices or less: Atlanta $74 one-way - $130 round-trip; Denver $49 one-way - $91 round-trip; Orlando $78 one-way - $151 round-trip
  • Morning departure is around 5% more expensive than an evening flight, on average*.
  • Depending on how long your flight from Chicago Midway International Airport (MDW) will be, you may want to consider upgrading your ticket. Long-haul flights, such as those that go across the country or internationally, are often more enjoyable with extra legroom and perks. Many airlines will give you a special price to upgrade your ticket once you have made your reservation.
  • If you will be checking a substantial amount of luggage for your flight departing from Chicago Midway International Airport (MDW), you may want to consider flying with Southwest. Southwest allows all customers to check up to two bags at no additional cost.
  • Those embarking on a short flight may want to stick to bringing carry-on items. If your flight from Chicago Midway International Airport (MDW) is operated by companies such as Alaska Airlines or Delta, you will typically be able to bring one personal item and one carry-on bag for free.
  • To help save money on your flight from Chicago Midway International Airport (MDW), you may want to choose an Economy Light ticket type, rather than traditional Economy. For example, Virgin Atlantic offers these types of tickets for many of its routes.
  • For some routes that depart from Chicago Midway International Airport (MDW), you may have a layover before reaching your destination. You will find that it is quite common to change planes in cities such as Atlanta and Miami, as they are both major travel hubs.
See more tips
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

Top 5 airlines serving from Midway to Anywhere

 
Need help choosing which airline to fly with from Midway to Anywhere? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
DeltaOverall score based on 10706 reviews
8.2Boarding
8.6Crew
8.0Entertainment
7.4Food
7.9Comfort
Airline reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

2.0 MediocreDevan, May 2024AUS - BOS
Read more about Delta reviews

Absolutely nothing flight was cancelled and delayed for 2 days. Barely a heads up I want a full refund

The plane from SNA wouldn’t start after 5 tries. The team gave me an option of flying direct from LAX and giving me a Lyft ride there! Perfect!

Best airline! Always friendly and welcoming. Skyclub was great and loved the fast free wifi on board. I also love that you can pre-order your meal on the app!

Atlanta boarding crew at gate were filled with arrogance and were disrespectful. In flight crew showed indifference to the needs of passengers. This is about the flight from ATL to BDL.

The plane was FREEZING SEATS UNCOMFORTABLE Otherwise smooth Thank you

Boarding was chaotic. I didn’t finish dinner because I went to bed early. Breakfast omelet was overcooked and tasteless but croissant was better than usual. Plane was dirty—crumbs in every seam and lavatory was poorly maintained (paint peeling, etc.) and toilet paper had not been refreshed before takeoff. No cubby for storage in first and seat was narrow.

Boarding was somewhat chaotic. Unable to evaluate crew or food/drink because captain kept them seated due to turbulence. Have no idea if entertainment was offered.

West Jet has a horrible boarding process and the seats have no cushion.

Everything went smoothly. I didn’t like that when I booked in the main cabin my wife and I weren’t seated together. One would think when booking on an option that allows picking your seat. They would put you and your travel partner together. Had to call to get it sorted. They did fix.

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

The net issue I had was with the gate agent. We had added a carryon to our boarding pass when we checked bags. When I got to the boarding gate the agent was rude asking why I had a backpack - I said I added it - even had an orange tag on it. She ripped my tag off and swung her monitor around to show me how she was right- saying it isn’t wasn’t listed - only a checked bag. I explained again that I wasn’t sure what the issue was but I wouldn’t have an orange tag if I hadn’t added it. Then she finally checked my husband’s boarding pass and found that the agent at checkin had added my carryon to his boarding pass instead of mine. She sent me on my way without my orange tag. Was a bit embarrassing for me the tone she used with me assuming I was trying to get away with something.

Gate agent asked if I could switch seats so a family could sit together. Agent moved me to a seat in the front of the plane, no charge. It was easy. The agent did a great job.

Great seat space. However food and drink prices outrageous. Jabbing to pay for a carry on bag or stuck paying at the gate too much.

Every Allegiant Air flight I've ever taken has been delayed. This flight was delayed a full 2 hours. It was excuse after excuse after excuse. It was a flight from southern Florida. They made us board the plane on time, but made us wait for 2 hours on the tarmac. Because the engines were kept shut off, so was the air conditioning. One can only imagine how hot the air was in the cabin over those 2 hours on the tarmac, while in the hot Florida sun. Just terrible.

Actually, for the price, I'm willing to put up with a little discomfort (upright chairs) and at times inconveniences (like any airline), lack of entertainment (I can bring my own). My flight was non stop and smooth. I would fly this route again.

The flight was delayed 6 hours and we were only offered an $8 food credit. My husband stood in line to get the credit for 45 minutes and when he got close to the end of the line the computers went down.

Worst ever! Flight cancelled supposedly for weather even though we k ow of many others who flew into Bangor same time no problem. At the airport there was no customer service at all just refund and no possibility of rebook for 3-4 days. Aweful won’t fly with them again!!

It’s a budget airline so adjust expectations accordingly. Nothing is without a fee but such is necessary for tickets to remain so affordable.

No complaints. It’s a budget airline so can’t expect any frills.

My TSA number was missing from my ticket which shouldn’t have happened since it’s in my file. The on board flight attendant who was a male, did not want to help me put my luggage in the overhead bin and made a very rude comment and was very unpleasant. The good… the woman who fixed my ticket with the TSA number was excellent and I had extra legroom which was perfect.

Wish we had music during take off and landing like the last flight

First time with Porter and I can say this is best airline company in Canada. Great service, free WiFi, free snack and drinks (including beer and wine). Seats were super comfy on the Embraer jet and I appreciated the folding try table too. Staff were excellent both legs of the trip.

Crew is ok. They offered food n drinks. Had difficulty connecting to wifi on board.

Tight transfer in Montreal. (15 min) However, we made it, as did my luggage.

Great. Porter is very efficient, welcoming, and organized. I fly Porter often.

Flight was smooth and comfortable. The crew were exceptional. Amanda, Nichole and Hershel were attentive to our every need. So friendly. My daughter and I were surprised at quality of service. Loved the double row seating. Snacks were delicious. We would definitely fly with Porter again. Flight PD 670 SFO to YYZ Thank you so much for the best flight experience we have had

The E195-E2 is a great aircraft! Leather seats, lots of legroom and SO quiet! The flight crew is terrific!

First time with Porter. Amazing experience overall, will be my airline of choice in North America whenever possible. Liked the quality of food and how it was served but one suggestion- a hot meal on the longer flights, perhaps?

Delayed by 2.5 hours. This happened previously on my flight from YOW to YVR on Dec. 26.2023. This is a terrible airline. The reason was there was lack of ground crew. This is a known event. AVOID PORTER AIRLINES IF YOU CAN. There is a reason half the plane was empty.

Flight delayed 6 hr. Looking for compensation and will claim for it.allow US people to fix to avoid huge delay having a canadian tech to fix it.

The WiFi tv wasn’t working. The flight was over sold and moved several times. The gate assignment appeared on the screens right as we were supposed to board. Because of the flight being over sold we were almost stuck in Cancun for a couple of a days. The flight attendants were unfriendly and would wake you up to pick up other people’s trash.

For the price, you pretty much can't beat this airlines. As far as comfort, you could do a lot better, but it'll cost you. Over all cheapest way to get from point A to point B.

To many extra fees, poor customer service and very uncomfortable flight. No leg room and seat wont recline.

I am disabled and was unable to get any assistance from Volaris. I had to wait in line at front desk for 45 minutes, I am by myself, and unable to stand. When I got to front desk check in, they had no assistance for me. I did however, have wheelchair assistance when I arrived in Mexico City. Thank God for that!

It was horrible, our flight back was overbooked and had to take a flight 12hours later in the day but to LAX. Volaris is horrible.

Our flight got overbooked and we missed one day of our trip.

Be prepared to pay extra for everything! I'm not sure I really saved any money?

The flight was early arriving. I love that when I go to collect my luggage, that there is no wait time luggage is on spinner waiting for me. There was no food served nor any entertainment. Seats are a little snug, front to back. But a quick flight.

Check in at LAX was terrible. Unbelievable lines. Chaos. The landing in Morelia was scary, with the plane fishtailing. If other airlines flew directly between California and Morelia, I would never fly Volaris again.

Viva Aerobus Is honesto the worst airline and I don't think I'll fly with them ever again.

Over an hour delay in departure but I was notified beforehand. Another delay on tarmac upon arrival at LGA. We ended up departing the plane almost 2 hours later than expected

I fly Frontier because it’s affordable. I understand that the seats are tight and not the most comfortable…but that’s part of it. The problem with this flight was that there was a group of travelers directly behind me at the back of the plane who were ridiculously loud and obnoxious the entire flight. I’m pretty sure they were drunk and I could periodically smell an odd odor that I believe was one of them using a smokeless vape pen. The stewards had to remind them to keep quiet during the pre-flight instruction, but that was it. They never said another thing to them for the rest of the flight. It was a miserable.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Book cheap domestic flights from Chicago

Recent round-trip flight deals

6/11mar.
nonstopFrontier
2h 04mMDW-ATL
6/18mar.
nonstopFrontier
2h 00mATL-MDW
$48
8/15jue.
nonstopFrontier
1h 56mMDW-ATL
8/20mar.
nonstopFrontier
1h 55mATL-MDW
$52
5/26dom.
nonstopDelta
1h 56mMDW-ATL
6/1sáb.
nonstopDelta
1h 56mATL-MDW
$159
9/17mar.
1 stopDelta
5h 17mMDW-EWR
9/25mié.
1 stopDelta
5h 03mEWR-MDW
$188
5/28mar.
nonstopSouthwest
2h 15mMDW-BOS
5/31vie.
1 stopSouthwest
8h 15mBOS-MDW
$249
7/8lun.
1 stopAllegiant Air
11h 58mMDW-EWR
7/14dom.
1 stopAllegiant Air
27h 29mEWR-MDW
$251
6/14vie.
1 stopAllegiant Air
10h 57mMDW-EWR
6/21vie.
1 stopAllegiant Air
10h 23mEWR-MDW
$257
7/23mar.
nonstopSouthwest
4h 20mMDW-LAX
7/26vie.
nonstopSouthwest
3h 55mLAX-MDW
$283
6/20jue.
1 stopPorter Airlines
6h 30mMDW-EWR
6/24lun.
1 stopPorter Airlines
6h 12mEWR-MDW
$441
5/31vie.
1 stopPorter Airlines
7h 30mMDW-EWR
6/6jue.
1 stopPorter Airlines
8h 22mEWR-MDW
$451

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Recent one-way flight deals

5/21mar.
nonstopFrontier
2h 05mMDW-ATL
$43
5/21mar.
nonstopFrontier
2h 05mMDW-ATL
$44
6/15sáb.
nonstopDelta
1h 59mMDW-ATL
$79
8/7mié.
1 stopDelta
5h 19mMDW-EWR
$94
5/31vie.
1 stopAllegiant Air
19h 43mMDW-EWR
$98
6/14vie.
1 stopAllegiant Air
10h 57mMDW-EWR
$109
6/1sáb.
1 stopPorter Airlines
6h 30mMDW-EWR
$231
7/18jue.
1 stopPorter Airlines
15h 10mMDW-EWR
$244
5/31vie.
1 stopVolaris
12h 30mMDW-LAX
$450
7/8lun.
1 stopVolaris
12h 30mMDW-LAX
$473

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Last minute flights from Midway to Anywhere

Last minute flight, train and bus deals

5/18sáb.
nonstopFrontier
4h 10mMDW-LAS
5/20lun.
nonstopFrontier
3h 35mLAS-MDW
$94
5/18sáb.
nonstopFrontier
4h 10mMDW-LAS
5/21mar.
nonstopFrontier
3h 35mLAS-MDW
$103
5/15mié.
nonstopDelta
1h 55mMDW-ATL
6/1sáb.
nonstopDelta
1h 56mATL-MDW
$235
5/15mié.
nonstopDelta
2h 01mMDW-ATL
5/27lun.
nonstopDelta
1h 50mATL-MDW
$259
5/17vie.
multi-stop
27h 30mMDW-LAS
5/23jue.
multi-stop
20h 53mLAS-MDW
$466
5/17vie.
multi-stop
14h 40mMDW-BOS
5/19dom.
multi-stop
28h 14mBOS-MDW
$531
5/18sáb.
multi-stopPorter Airlines
7h 30mMDW-EWR
5/25sáb.
multi-stopPorter Airlines
8h 52mEWR-MDW
$804
5/19dom.
multi-stopPorter Airlines
6h 27mMDW-BOS
5/28mar.
multi-stopPorter Airlines
9h 02mBOS-MDW
$835
5/15mié.
multi-stopVolaris
12h 25mMDW-LAX
5/20lun.
multi-stopVolaris
12h 20mLAX-MDW
$877
5/16jue.
multi-stopVolaris
12h 30mMDW-LAX
5/19dom.
multi-stopVolaris
9h 20mLAX-MDW
$929

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Book cheap international flights from Midway

Recent round-trip flight deals

6/7vie.
multi-stopFrontier
15h 03mMDW-CUN
6/10lun.
multi-stopFrontier
25h 36mCUN-MDW
$357
6/11mar.
multi-stopFrontier
9h 21mMDW-CUN
6/18mar.
multi-stopFrontier
9h 21mCUN-MDW
$358
5/19dom.
multi-stopDelta
13h 51mMDW-CUN
5/22mié.
multi-stopDelta
20h 31mCUN-MDW
$396
7/7dom.
multi-stopDelta
9h 14mMDW-CUN
7/10mié.
multi-stopDelta
9h 04mCUN-MDW
$404
5/20lun.
multi-stopKLM
21h 38mMDW-DEL
6/1sáb.
multi-stopKLM
23h 41mDEL-MDW
$1,494
8/7mié.
multi-stopKLM
20h 35mMDW-DEL
8/24sáb.
multi-stopKLM
23h 38mDEL-MDW
$1,498
6/4mar.
multi-stopAir France
45h 50mMDW-DEL
7/13sáb.
multi-stopAir France
28h 21mDEL-MDW
$1,567
7/12vie.
multi-stopAir France
25h 54mMDW-DEL
7/23mar.
multi-stopAir France
28h 21mDEL-MDW
$1,577
8/7mié.
multi-stopKorean Air
25h 24mMDW-MNL
9/11mié.
multi-stopKorean Air
26h 01mMNL-MDW
$1,765
7/24mié.
multi-stopKorean Air
23h 47mMDW-MNL
8/27mar.
multi-stopKorean Air
28h 53mMNL-MDW
$2,120

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Recent one-way flight deals

6/12mié.
multi-stopFrontier
7h 15mMDW-CUN
$157
5/31vie.
multi-stopFrontier
17h 33mMDW-CUN
$158
7/20sáb.
multi-stopFrontier
14h 47mMDW-CUN
$159
5/18sáb.
multi-stopDelta
10h 19mMDW-CUN
$180
7/13sáb.
multi-stopDelta
13h 09mMDW-CUN
$224
7/3mié.
multi-stopAeromexico
20h 10mMDW-CUN
$367
8/8jue.
multi-stopVolaris
20h 30mMDW-CUN
$416
6/19mié.
multi-stopAeromexico
19h 40mMDW-CUN
$526
8/9vie.
multi-stopKLM
21h 26mMDW-DEL
$577
8/6mar.
multi-stopKLM
20h 35mMDW-DEL
$652

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Flights from Chicago Midway Airport to Anywhere

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Anywhere - Chicago Midway Airport

Cabin classes:

$636
$598
$477
$27