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Find First Class Flights to Chicago Midway Airport

1 adult
0 bags
Sat 6/15
Sat 6/22

When to book first class flights to Chicago Midway Airport

Are your dates flexible? We break down the daily and monthly prices for first class flights to Chicago Midway Airport, so you can find the best time to fly.
Average price per month
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for first class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all the values for each month.
Flight prices as travel date approaches
To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for first class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.

FAQs for Chicago Midway Airport first class flights

  • How long is a flight to Chicago Midway Airport?

    Flights from Phoenix3h 33m
    Flights from Baltimore1h 54m
    Flights from Tampa2h 39m
    Flights from Miami3h 08m
    Flights from Orlando2h 49m
  • What is the most popular airline offering First Class flights to Chicago Midway Airport?

    Among KAYAK users, Delta is the most popular airline offering First Class seats on flights to Chicago Midway Airport.

  • Which airlines offer First Class tickets on flights to Chicago Midway Airport?

    Traveling to Chicago Midway Airport and want to offer yourself a First Class experience? Depending on the origin, the following airlines offer seats in First Class: Delta.

  • How does KAYAK find such good deals on First Class tickets to Chicago Midway Airport?

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

  • What is the best airline for first class flights to Chicago Midway Airport?

    The highest-rated airline by KAYAK users offering first class flights to Chicago Midway Airport is Delta, with an overall rating of 8.0.

See more FAQs

Top 5 airlines flying to Chicago Midway Airport

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from the United States to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly first class to Chicago Midway Airport? 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.
8.1
SouthwestOverall score based on 6040 reviews
7.3Food
8.7Crew
7.8Entertainment
8.1Comfort
8.3Boarding
Airline reviews

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

8.0 ExcellentLarry, May 2024OAK - ONT
Read more about Southwest reviews

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our first flight was so delayed that we had 10 mins to board the next one. We requested if the flight attendant could allow us off there plane first and they denied our request even though I have seen this done before. Luck was on our side that we didn’t miss our next flight.

Delay after delay after delay. Very disappointing I am about ready to give up on Southwest. One of the crewmembers sat and played games on her phone for the entire trip from Chicago to Baltimore. Unbelievable, very unprofessional, and very disappointing.

C Am handicapped and couldn't get help with my luggage.

Southwest is going downhill. I'm more apt to fly other airlines now. And I'd appreciate it if your gate agents didn't invent non-existent laws. If Southwest is having issues getting flight crews, you need to go out of your way to accommodate passengers instead of saying it's weather related and not in your hands. We can all see the other carriers are getting their planes off the ground and to/from the cities/regions you claim are weather-impacted.

Southwest is a discount airline. I get it. You take the (usually) good pricing with the bad (cramped). But Southwest is becoming more and more like the cut-rate airlines *cough* Spirit *cough*. It used to actually be a fun experience. e.g. paying for WiFi is bad enough - having to pay for it on each leg of a flight is ridiculous. Yes, I've seen your numbers that it only "impacts a small percentage", but you and I both know that is misleading at best. While I used to try to fly SW exclusively when flying domestically, now I'll look elsewhere very frequently and price being equal (or close) I'm going to the other carriers.

Not good.,At first delayed due to weather, then still had to load all the luggage, then a mechanical issue. Upon finally arriving, clothes wet as suitcases sat out in the rain. In a hard side suitcase! Ruined some paper items inside. Not happy!

Best domestic airline in the USA. Excellent fares and two bags included with every fare (only carrier to do so).

The crew was fabulous, outstanding, friendly, attentive and just great, really made my flight one of the best I've ever had, thank you southwest crew flight #474, from Los Angeles to San Francisco on April 2,2024

As always it was a pleasure to fly on southwest.

5-hour delay due to storms in Tanoa and airspace restricted by Miami traffic controllers.

A regional sized plane was used for a cross country flight with no overhead bin space. I had to "pink check" my laptop and my medications. I was NOT pleased!!!!

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.

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.

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.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

Was the longest flight I have ever taken to Orlando. Not Westjet’s fault necessarily. There was a traffic issue in Orlando. We sat in the airplane for about 2 hrs before leaving Calgary on a 5 hour flight was just a little long to be stuck in the plane. Once we arrived in Orlando we were stuck in traffic on the ground for another 30min. I guess maybe the flight could be delayed so boarding would have been later so we wouldn’t have to have the discomfort of being on the plane so long.

Airport monitors did not give the gate for our flight returning Detroit to Vancouver Juice served from glass storage containers are a far more healthy alternative for people. And would also minimize the need for recycling plastic or aluminum containers

I wish that seats closer to the front of the plan were available, but when I booked the flight the seats were VERY expensive so I did not book seats at that time. The day before flying only seats at the back of the plane were available. It takes so long to board the plane and empty the plane on arrival due to SO many roller bags.

If they have a tv for movie or map during 5h flight could be better and the food can purchase on flight are ok with that.

I was seated next to someone so obese I had no space and was pushed against the window. I could not even put my tray down or work. My neck still hurts from that experience. They should not let that happen. Large people should have to pay for enough space.

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

Good flight. No I’m seat entertainment. But my phone worked just fine on the west jet app.

I had planned to watch the Westjet entertainment for the entire flight however, because the seat mounted outlets in our row did not work.

Over all good. I had some issues with trying to buy my seat. The Westjet system kept trying to charge my credit card, without getting the seat. In the end after 5 times being charged, I got my seat.

I did not have a meal or entertainment, but flight was comfortable, beverage service was quick, crew was very helpful and pleasant. And a very smooth flight overall.

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

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

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 airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10 Tips for people flying porter from Boston. The airline doesn’t have inflight entertainment No TV No WIFI. Bring your entertainment with you.

The airline arrival at the downtown airport is a big plus.. Food and beverage was excellent. Their non weather related cancellation is horrible. Overall I gave the airline 7 over 10

Book first class plane tickets to Chicago Midway Airport

Recent round-trip first class deals

 
We’ve provided our cheapest round-trip first class flights to Chicago found on KAYAK in the last 72 hours.
6/5Wed
1 stopDelta
4h 06mATL-MDW
6/6Thu
nonstopDelta
1h 56mMDW-ATL
$512
6/4Tue
1 stopDelta
5h 07mJFK-MDW
6/15Sat
1 stopDelta
4h 41mMDW-JFK
$526
8/27Tue
1 stopDelta
5h 49mJFK-MDW
8/31Sat
1 stopDelta
4h 18mMDW-JFK
$536
5/29Wed
1 stopDelta
4h 31mBOS-MDW
6/1Sat
1 stopDelta
5h 49mMDW-BOS
$544
6/5Wed
1 stopDelta
4h 06mATL-MDW
6/6Thu
1 stopDelta
4h 52mMDW-ATL
$546
9/25Wed
1 stopDelta
4h 15mBOS-MDW
9/28Sat
1 stopDelta
4h 00mMDW-BOS
$546
11/9Sat
1 stopDelta
4h 15mBOS-MDW
11/12Tue
1 stopDelta
4h 51mMDW-BOS
$566
8/29Thu
nonstopDelta
1h 57mATL-MDW
9/1Sun
nonstopDelta
1h 50mMDW-ATL
$568
9/28Sat
1 stopDelta
5h 54mIAD-MDW
9/30Mon
1 stopDelta
3h 44mMDW-IAD
$588
6/5Wed
nonstopDelta
1h 56mATL-MDW
6/6Thu
nonstopDelta
1h 56mMDW-ATL
$591
6/11Tue
1 stopDelta
6h 13mJFK-MDW
6/14Fri
1 stopDelta
4h 41mMDW-JFK
$592
9/5Thu
1 stopDelta
5h 04mJFK-MDW
9/9Mon
1 stopDelta
4h 18mMDW-JFK
$596
11/9Sat
1 stopDelta
4h 58mBOS-MDW
11/11Mon
1 stopDelta
5h 32mMDW-BOS
$596
6/24Mon
1 stopDelta
5h 05mJFK-MDW
6/27Thu
1 stopDelta
4h 41mMDW-JFK
$606
8/28Wed
1 stopDelta
4h 48mIAD-MDW
9/1Sun
1 stopDelta
3h 47mMDW-IAD
$612
8/28Wed
1 stopDelta
5h 04mDCA-MDW
9/1Sun
1 stopDelta
4h 55mMDW-DCA
$612
8/6Tue
1 stopDelta
3h 26mIAD-MDW
8/10Sat
1 stopDelta
3h 47mMDW-IAD
$622
9/27Fri
1 stopDelta
4h 15mBOS-MDW
10/1Tue
1 stopDelta
5h 32mMDW-BOS
$622
7/23Tue
1 stopDelta
5h 11mJFK-MDW
7/27Sat
1 stopDelta
4h 47mMDW-JFK
$631
6/14Fri
1 stopDelta
5h 05mJFK-MDW
6/21Fri
1 stopDelta
4h 41mMDW-JFK
$632

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Recent one-way first class deals

 
Only flying one-way? Below are some of the best deals for one-way first class flights to Chicago found on KAYAK in the last 72 hours.
6/11Tue
1 stopDelta
4h 28mBOS-MDW
$273
7/24Wed
1 stopDelta
3h 28mIAD-MDW
$279
10/16Wed
1 stopDelta
3h 31mDCA-MDW
$279
7/25Thu
1 stopDelta
3h 28mIAD-MDW
$299
5/30Thu
1 stopDelta
7h 00mIAD-MDW
$326
6/6Thu
1 stopDelta
4h 04mEWR-MDW
$338
6/7Fri
1 stopDelta
5h 05mJFK-MDW
$343
6/13Thu
1 stopDelta
6h 28mATL-MDW
$348
6/16Sun
1 stopDelta
3h 43mEWR-MDW
$353
5/25Sat
1 stopDelta
5h 28mIAD-MDW
$384
5/25Sat
1 stopDelta
5h 01mDCA-MDW
$384
6/6Thu
1 stopDelta
5h 07mJFK-MDW
$393
7/11Thu
1 stopDelta
8h 53mSEA-MDW
$400
6/13Thu
nonstopDelta
1h 56mATL-MDW
$402
6/1Sat
1 stopDelta
6h 07mSEA-MDW
$409
6/16Sun
1 stopDelta
6h 13mJFK-MDW
$418
7/24Wed
1 stopDelta
3h 33mDCA-MDW
$425
5/21Tue
1 stopDelta
4h 06mEWR-MDW
$428
8/14Wed
1 stopDelta
6h 07mSEA-MDW
$458
5/29Wed
1 stopDelta
6h 07mSEA-MDW
$488

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Flights to Chicago Midway Airport

Destination:

Chicago Midway (MDW)United States

Return flight deals:

Chicago Midway - United States

Cabin classes:

$408
$513
$246
$37

Browse origins: