MDW

Find cheap flights from Illinois to Chicago Midway Airport

Search hundreds of travel sites at once for deals on flights to Chicago Midway Airport. Bundle your flight + hotel and save!

— MDW
Sep 23 — Sep 301
Round-trip
1 adult
Economy
0 bags
From?
To?
Thu 9/23
Thu 9/30

Good to know

Low season

AugustBest time to beat the crowds with an average 5% drop in price.

High season

AprilMost popular time to fly with an average 16% increase in price.

Average price round-trip

$289(avg. price over the last 2 weeks)

Good deal round-trip

$159or less

Good deal one-way

$72or less

FAQs for booking Illinois to Chicago Midway Airport flights

  • Southwest has waived its change and cancellation fees on flights from Illinois to Chicago Midway. Confirm policy on booking site.

  • 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 Illinois to Chicago Midway Airport.

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

  • 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 Chicago Midway Airport with an airline and back to Illinois with another airline.

  • 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 to Chicago Midway Airport from Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top airlines flying Illinois to Chicago Midway

Scores according to KAYAK customer reviews
7.9
DeltaOverall score based on 29828 reviews
8.1Boarding
7.8Comfort
8.5Crew
7.8Entertainment
7.5Food
Airline reviews

Pros: the crew took very good care of us

Read more about Delta

Pros: the crew took very good care of us



Pros: The crew was nice.
Cons: N/A

Pros: The crew was nice

Pros: Nothing, the flight was canceled without a refund. I highly recommend canceling all business with kiwi in the future.
Cons: My flight could have occurred or I could have been refunded.

Pros: Being on time with everything.
Cons: Nothing

Cons: Really felt happy on time touch down nice journey with delta

Pros: Friendly crew

Pros: The crew was amazing! The seat was comfortable.
Cons: Used the self check in kiosk to begin! That was awesome! But after that I still had to stand in line to check in my bags. That part of the process took a bit longer than expected.

Pros: Nothing exceptional stands out
Cons: Flight was not on time

Pros: Nothing special
Cons: That was the most uncomfortable and cramped seat I had ever had on a plane flight. Even sitting on the pillow did not help.

Pros: I like that I arrived at my destination safely.
Cons: My allergies were bothering me due to the airlines allowing animals to travel as passengers, in this case a rabbit. I am very allergic to animals. My breathing was compromised.

Pros: This had one of the best attendants I have encountered. She was extra friendly and made us feel good.

Cons: The flight was 2 hours delayed.. this cause a lot of inconvienece..

Pros: see above

Pros: Everything was on time and efficient. I also liked that the captain came on and updated us on arrival, turbulence, weather, etc.

Cons: Flight was delayed out of St. Louis causing several of us to miss our connecting flight from Salt Lake City to Portland. Delta was of very little help in assisting us in making a connecting flight. They could have at least helped with travel arrangements and provided us with a little food, a pillow and a blanket as we waited in their terminal for the next flight on their airline which was a several hour wait. I understand these things happen but the passengers didn't cause the problem and Delta needs to take care of people better if they expect to earn repeat business.

Cons: Ac not working at last 30 minutes of flight.

Pros: Nothing
Cons: We lost our whole vacation and had to pay for the plans fare twice because My last name was spelled wrong on our tickets and we were unable to use them because my passport didn’t match the name on the ticket. We had to rebook everything pay almost twice as much for the plane fare, our Lodi g cost more and our trip was delayed for two weeks. Vyama is blaming us for spelling our name wrong and claimes that it’s our fault this happened because everything is automated. There saying they don’t touch anything that we enter into the booking but somehow everything they claim we entered is now in all capital letters and the space between our first name and middle name is now gone and all run together. The coustomer service number gets you to someone in India. I have tried to get this addressed four times now at first they tried to place the responsibility on the airlines now us and they have hung up on me twice. Kayak has been worthless, they also just pass the responsibility on to someone else. We will never use them again ant I intend to make sure that this mess is put out in social media to hopefully keep others from having their travel plans ruined by their flawed system.

Cons: Flight delayed 2 hrs

Cons: They changed my flight to a different one departing 2 hours earlier and did not notify me! The original flight was still available & they would not let me take it despite my reservation paper work. CRAZY! I have a two hour drive to the airport this gave me the option to leave home at 2:30am or go the night before and pay for a hotel. Flight was managed by DELTA who also did not care! All involved blamed each other. Beware

Pros: After almost every airline cancelled. Delta still took me to where I needed to go with not one single problem. That pilot was amazing. I forget his name. But the plane didn't slide or anything during take off. Amazing.
Cons: What was there not to like. We were a little bit late but I wasn't in a rush. I planned well ahead. Delta moved my flight from 10 a.m. to 6 a.m. and that was perfectly fine with me.

Pros: Was initially hoping to fly a US airline but will now look for Aeromexico first. Exceeded my expectations!
Cons: The layover in Mexico City was a bit long and the airport was not so great

Pros: In flight movies
Cons: The flight was 3 hours late taking off which made us miss our connection to chicago so we are stuck in Atlanta tonight with unplanned expenses we were not planning on!

Pros: Very friendly crew
Cons: Seatbelts very short given ample seat size

Pros: Everything from the check-in to the landing was great. We were well informed about what was going on with out luggage (we were on a regional flight) and the assortment of free snacks were superb! I guess I'll be a returning customer
Cons: I was expecting some form of entertainment (radio, overhead monitor, etc) on the CRJ700. But it really don't take away from the experience since T-Mobile partnered with the Wi-Fi service and I received a free hour of Wi-Fi!

Pros: Boarding, checking in etc. The usual stuff, nothign spectacular.
Cons: Seats are getting too crowded!

Pros: The crew was beyond friendly and courteous. Lots of leg room.
Cons: I was an older plane, it was louder than our flight down to Atlanta. Nothing they could do about it, but a slight annoyance.

Cons: My flight got to New York so late!!!! I missed my international flight.

Cons: Not great communication from gate or staff on board. Failed to provide adequate water. No ice on super warm flight. Just bad experience overall.

Pros: Friendly and informative flight attendants kept the passengers in reasonable spirit.
Cons: Left nearly an hour late after confusion related to oversold seats and upgrades. The gate agent entered the plane multiple times. The landing was rough, the brakes were loud.

Pros: ability to book a later flight when I missed my connection through the delta app.
Cons: Delays, missed a connection, booked a new connection through the app and that one was delayed as well...what was supposed to be a 3.5 hour experience turned into a much longer one. Seats do not accommodate people over 6'2" abiet very poorly.

Pros: Spacious, clean, great host and hostesses. The flight arrived at our destination 30 minutes early.
Cons: Nothing.

Pros: Newer plane! Comfortable
Cons: Nothing just great

Pros: The crew was great on both Korean air and Delta. Very helpful and polite, with several going the extra mile
Cons: I'm tall, so I'd like bigger seats, but I guess that can't be helped much without a price increase

Cons: Not enough water on the flight and we landed in a parking lot and shuttled back to the airport.

Pros: The crew was friendly and accommodating, and service was good
Cons: I purchased a basic economy ticket and upon checking in, my Delta app said my seat was unassigned and I had to get my boarding pass at the airport. I checked back later and the app had me as number 7 on the standby list. I called Delta (wait time 3+ hours... my flight was in 3), and then the Delta app support where I was able to get through to someone. She told me that the ticket I purchased over a month in advance did not guarantee me a seat on the plane (???). She said that if I was bumped from the flight they would reschedule me for the next morning. She was pretty rude and made it seem like I had a 50/50 shot of getting on this plane. I rushed to the airport in hopes that I would be the first from Standby there, and the gate agent told me that I was fine and would board right after first class and be assigned a seat then. Great. Once I got my seat assignment, I board to find out there is someone else sitting in my seat...... They eventually called the desk and had her moved, but it was the weirdest boarding experience I've had.. and I've flown Spirit. These planes that Delta fly's are SO OLD. Both times I have flown Delta the "turbulence" has been so bad and cold air was blowing right on my the whole flight with no option to turn it off (it wasn't from one of the vents, but from the side). Someone close to me works for Delta and I know for a fact that some of their engines blow mid-flight.. and they tell the passengers that it's turbulence.. so that doesn't make me feel very safe. I won't fly Delta again if there is another comparable option.

Pros: The length of the flight, one of the flight attendants WAS very charming.
Cons: When I asked for a drink, after having fallen asleep and awoken just as the cart passed me, I was told just one minute, 10 minutes later, a flight attendant came by, they had food, I asked again for some water, was again told in just a minute, took 20 minutes to get water. The earbuds I was given didn't work, my own didn't work, apparently the seat I was in has a connectivity issue, so the sound kept blasting in and out and was horrible. I had to hold the connector in the seat. The food option was non-existant once the cart came to me, the only option was chicken, which was horrible. Overall, I was not impressed with the service or flight ....

Cons: Flight attendants were a little snobby and didn't treat all passengers equally, in my humble opinion (note: I was sitting in 1st class).

Cons: turbulance

Pros: Again, despite poor flight schedule I made it on my connecting flight and it all worked out in the end.
Cons: Again, Kayak should allow at least 2 hours of transfer time when booking flights through LAX. I had to go from one terminal to another AND go through immigration and security. In order to make sure I had enough time to make the connecting flight, I didn't check in my luggage which lead to me having to minimize liquids and pastes in my luggage (no vanilla extract or tequila). Also while making the transfer I felt rushed and stressed out. I might search for tickets using Kayak but I would not buy tickets directly from Kayak if my route involves a transfer at an airport that I am not familiar with.

Pros: I was cleared for standby! Flight attendant at the stl gate is always friendly and willing to help! I love her!
Cons: I waited almost 6 hours on the phone the night before the flight to get on standby! Almost didn't get the flight! Was charged $50 only to not get on my next flight because it was over booked! Flight attendant was very rude!

Pros: I liked that I was able to get able to get an earlier flight!
Cons: I don't like that I had to pay $50 extra dollars for standby on both legs of my flight! I am a very loyal delta customer and these past times flying I feel like my favorite airline is turning into the bad airlines delay everytime, problems with the plane fare prices too high! I'm starting to think about taking my business elsewhere!

Pros: 10 minutes early departure
Cons: There isn't enough seats in the gate area and sitting on the runway for 10 extra minutes we could have been early

Pros: Flew in past no problem this trip seats were very close when person in front reclined his chair it touched my knees. Not enough leg room.
Cons: Not enough leg room, knees hurt difficult to sleep. Also booked flight 3 months in advance so we could sit together as family. At gate they put my husband 20 rows separate from us. Surprised by this, I thought Delta was a better airline. Staff on plane was courteous and worked hard for entire trip.

Pros: Always have great experience with Delta flight attendants and staff. The entertainment on mobile phone was a really nice add-on, I had never seen before.
Cons: Flight was delayed in taking off, waiting for connecting passengers. Plane was old, which is most Delta planes, but this one showed it. The tray table looked like it was from the 70s or 80s. Flying into Midway instead of O'hare was anticlimactic.

Pros: It was great and very roomy I felt like a movie STAR!!!
Cons: N.A

Pros: The fight was delayed but they gave us complimentary drinks on the flight. Nice.

Pros: On time flight. Comfort seats

Pros: The crew was very kind and friendly at all times, very professional and approachable.
Cons: The seats are not comfortable.

Pros: Exceptional crew, easy boarding and flight
Cons: Everything was great

Pros: Everything (except the minimal seats)
Cons: Cushioned seats

Pros: Amazing Crew! Fast flight!
Cons: Security

Pros: The gate crew was absolutely wonderful. They made the delay bearable. The were very entertaining and friendly.
Cons: The delay. Couldn’t be helped, but still annoying.

Cons: We had a 40-minute mechanical delay.

Pros: Crew was friendly and accommodating.
Cons: ?

Pros: Everything was simple and it was cool that they let the staff wear comfy clothes
Cons: Usb chargers in the seat, and free refreshments and peanuts

Pros: Love Allegiant!

Pros: Nonstop flight. Wish it was available year round!
Cons: Our boarding and flight was delayed, but we were given no explanation.

Pros: Late
Cons: Be on time

Pros: Price of ticket. Crew was efficient.
Cons: Baggage limitations are not clear: especially when the ticket says no carryon luggage. What they mean is anything that fits under your seat and is under 20 lbs is OK. Seat did not recline. Leg room was poor.

Pros: Cost of reservation
Cons: Expensive extras (added up to more than a flight on another airline would have been)- carry-ons, in-flight snacks and drinks, etc.

Pros: Plane was comfortable, crew was fine, but
Cons: Three hour delay? Unacceptable. Not entirely the airline’s fault, but still..3 hours. Not good.

Pros: The crew was the best on any flight I have been on. Love their jokes.

Pros: Great crew. Good on-time flight (early, actually). Smooth boarding.
Cons: Standard no-frills gripes. Seat is tolerable but basic, no recline. No power, zero inflight entertainment, etc etc. They won't even give you a sip of water for free, which is just absurd in my opinion. They did give me a free cup of ice... so I guess ice + time = free water...

Pros: The crew was courteous and helpful; plane was clean; flight was on time; no problems

Pros: That we landed safely in 20 mph winds.
Cons: Stop stuffing too many people in an airplane, stop charging for every little thing, nothing nice or fun about flying in the US.It is just the fastest way to get to places..International airlines are much better and not cattle planes.

Cons: It was to uncomfortable to sit there in the plane for so long. I also noticed one of the flight attendants with the long brunette hair kept over looking me but would be in all the guys faces instead. Pretty sure it was a jelouse thing. The shorter brunette girl was really pleasant

Pros: Boarding was better than other airlines.
Cons: Seats are uncomfortable and do NOT recline!

Pros: Direct flight in less than 3 hours

Pros: Even though the flight was delayed by more than 2 hours, we were able to make it home.
Cons: Started with constant delays. Flight ended up leaving around 8:30 when the flight was supposed to leave at 5:59. Once boarded there were no snacks, no liquor and only a few options to drink. The flight attendant was mumbling and kept on messing up what he was supposed to say the entire flight.

Cons: I am so angry booking with them. I booked the flight and then thought, ok I will add a rental car. It said clearly that the rental Car could be canceled up until 24 hours before the flight. Well, 2 weeks before the flight, my friend said, don’t get a rental car, I will have my car. So I cancelled and only then did I find out that once I booked it through their site I could not get a refund for the car and I could only get a voucher for use on one of their flights! And only after they take out any fees and costs that was accrued! So angry!

Pros: Better than on time Smooth sailing through south bend airport!
Cons: Just have to remember thrift airline No seat going back

Pros: Keep the free snacks and drinks, NA or soda, I really just miss the legroom (nearly 6’ tall) and cushions, a chair that can ease back a bit. All airlines do this but you are worse than frontier, the major carriers have skimped but not like this.
Cons: 3 hour torture chamber. When she said it was their goal to make us comfortable, but more importantly to keep us safe I snorted laughter. It was a bit better and a lot shorter than the dark passage

Cons: Seats are uncomfortable- they do not recline and the springs in the seat back pole into your back

Pros: Friendly staff
Cons: Last minute delay due to a plane malfunction. Was told very last minute. Seemed like there were no quick resolutions in play. Had to wait over three hours to fly out, doesnt that entail compensation by law?

Cons: They were late boarding maki h us late to arrive in Cincinnati. Had open seating even though we paid for a seat

Pros: The price was unbeatable, especially if you don't pay for a checked bag, carry-on, or a soda on the flight. Very smooth flight as well.
Cons: The plane interior looks like it was gutted, then fitted with hard, plastic seats. No headrests, no privacy for the flight attendants. Everything costs extra.

Pros: The crew, from start to finish were great. From gate to gate The plane was nice and clean. The phone app was pretty well done also.
Cons: I know you have to make a buck but damn. Peddling food, drink all the charges and the credit card offer during the flight.

Cons: Our engine seats at the rear of the plane were of course a little noisy at first. We got these seats on both our flights. Hoped that at least one-way we would have managed seats with a window.

Pros: Great price. Direct route. Friendly gate staff and flight crew. On time (actually early) departure and arrival.
Cons: Flip side of departing early is they closed boarding over 30 minutes before scheduled departure (nearly missed flight).

Pros: Flight left and arrived on time. Boarding was OK.
Cons: Not even water provided on flight. I miss amenities.

Cons: Flight delayed 3 hours coming in and 5 hours going back. This is unacceptable. I will never fly Allegiant Airlines again.

Pros: I liked that they had a direct flight from Los Angeles to Bellingham.
Cons: The delays were horrendous and a google search reveals this to be so common it makes me wonder if it's not part of their business model. Like, so bad I ended up booking a return flight on Alaska and just ate the extra $300.

Pros: Being on time and the crew
Cons: The chair is not reclining

Cons: Flight was delayed almost 3 hours and the plane itself was noisy.

Cons: Not to be helped, but was a bit bumpy.

Pros: Best flight for its Price. It was on time.

Pros: didn't like anything
Cons: delays

Cons: Two out of three bathrooms out of order

Cons: Seats were very uncomfortable

Pros: We eventually got to Las Vegas.
Cons: Everything. Spend an it make and book with someone else.

Pros: Very clean, great staff, smooth flight, easy boarding. All the things you could expect for a great experience. First time flying with this airline so I didn't know what to expect but it was great!

Pros: Quick easy flight
Cons: Plane was dirty and old. Was nauseated on both flights.

Pros: The price, found a round trip from Albuquerque to Austin 3 weeks ahead for 74$. I couldn't believe it

Pros: It's really annoying to stand in line, get to the attendant and then be told to step aside and download an app for your phone and check in (and especially check bags) that way. I don' know the security or privacy of that app, plus it is just tedious and annoying.
Cons: Seats on Allegiant are terrible, and charging to print out a boarding pass is awful. Charging for water on a flight where you have no other options for water should actually be illegal. Shame on them for that.

Cons: The flight from Las Vegas was changed twice

Pros: Quick flight.
Cons: You have to pay extra for everything.

Pros: pleasant flight got there and back safely

COVID-19 information

Safety measures for airlines flying from Illinois to Chicago Midway Airport

Airlines flying from Illinois to Chicago Midway Airport have enacted additional safety measures and adjusted policies to better accommodate travelers. Policies vary by airline.

Heightened sanitation

Daily cleaning, installation of cabin HEPA filters on flights from Illinois to Chicago Midway Airport

Mandatory masks

Masks required on board, masks provided on flights from Illinois to Chicago Midway Airport

Social distancing seating

Middle seats unavailable to book on flights from Illinois to Chicago Midway Airport

Pre-flight testing

Testing for antibodies, testing for symptoms for flights from Illinois to Chicago Midway Airport

Flexible cancellations

Waiving of change fees. Search flexible flights from Illinois to Chicago Midway Airport

Book cheap flights from Illinois to Chicago Midway Airport

Recent round-trip flight deals

10/18Mon
1 stopDelta
6h 03mSTL-MDW
10/20Wed
1 stopDelta
5h 08mMDW-STL
$173
11/10Wed
1 stopDelta
5h 57mSTL-MDW
11/12Fri
1 stopDelta
5h 04mMDW-STL
$193
11/10Wed
2 stopsDelta
6h 58mSTL-MDW
11/12Fri
1 stopDelta
4h 49mMDW-STL
$197
10/21Thu
1 stopDelta
4h 25mSTL-MDW
10/24Sun
1 stopDelta
5h 57mMDW-STL
$210
10/29Fri
1 stopDelta
4h 41mSTL-MDW
10/31Sun
1 stopDelta
5h 32mMDW-STL
$213
10/6Wed
2 stopsDelta
5h 49mSTL-MDW
10/10Sun
1 stopDelta
3h 38mMDW-STL
$217
11/19Fri
1 stopDelta
7h 05mSTL-MDW
11/26Fri
1 stopDelta
4h 04mMDW-STL
$219
10/7Thu
1 stopDelta
5h 30mSTL-MDW
10/8Fri
1 stopDelta
3h 38mMDW-STL
$230
10/15Fri
1 stopDelta
3h 43mSTL-MDW
10/18Mon
2 stopsDelta
7h 55mMDW-STL
$234
10/18Mon
1 stopDelta
3h 43mSTL-MDW
10/20Wed
2 stopsDelta
7h 55mMDW-STL
$238
10/15Fri
1 stopDelta
6h 03mSTL-MDW
10/17Sun
1 stopDelta
5h 32mMDW-STL
$254
10/8Fri
3 stopsMultiple Airlines
28h 24mSTL-MDW
10/17Sun
2 stopsMultiple Airlines
31h 36mMDW-STL
$260
10/1Fri
1 stopDelta
5h 54mSTL-MDW
10/4Mon
1 stopDelta
4h 49mMDW-STL
$262
9/28Tue
1 stopDelta
4h 10mSTL-MDW
10/29Fri
1 stopDelta
7h 05mMDW-STL
$264
10/8Fri
1 stopMultiple Airlines
20h 54mSTL-MDW
10/17Sun
2 stopsMultiple Airlines
31h 36mMDW-STL
$265
10/7Thu
2 stopsMultiple Airlines
22h 09mPIA-MDW
10/10Sun
1 stopMultiple Airlines
14h 03mMDW-PIA
$266
10/3Sun
2 stopsDelta
9h 59mSTL-MDW
10/6Wed
1 stopDelta
4h 04mMDW-STL
$266
10/8Fri
2 stopsMultiple Airlines
28h 24mSTL-MDW
10/17Sun
2 stopsMultiple Airlines
14h 08mMDW-STL
$274
10/8Fri
3 stopsMultiple Airlines
28h 24mSTL-MDW
10/17Sun
3 stopsMultiple Airlines
25h 52mMDW-STL
$277
10/7Thu
2 stopsMultiple Airlines
22h 09mPIA-MDW
10/10Sun
2 stopsMultiple Airlines
22h 51mMDW-PIA
$360

Search by stops

Search by airline

Search by price

Recent one-way flight deals

11/23Tue
1 stopDelta
7h 05mSTL-MDW
$87
10/30Sat
2 stopsDelta
9h 46mSTL-MDW
$91
10/6Wed
1 stopDelta
5h 54mSTL-MDW
$107
10/6Wed
2 stopsDelta
5h 49mSTL-MDW
$111
11/24Wed
1 stopDelta
7h 05mSTL-MDW
$113
10/17Sun
3 stopsMultiple Airlines
21h 11mSTL-MDW
$126
10/20Wed
1 stopAllegiant Air
23h 19mPIA-MDW
$127
11/14Sun
2 stopsDelta
8h 33mSTL-MDW
$128
11/23Tue
1 stopDelta
7h 05mSTL-MDW
$132
10/9Sat
2 stopsMultiple Airlines
25h 10mSTL-MDW
$133
10/2Sat
2 stopsMultiple Airlines
18h 57mSTL-MDW
$134
10/24Sun
3 stopsMultiple Airlines
21h 11mSTL-MDW
$138
10/14Thu
3 stopsMultiple Airlines
21h 11mSTL-MDW
$139
10/6Wed
3 stopsMultiple Airlines
40h 40mSTL-MDW
$146
9/29Wed
2 stopsMultiple Airlines
18h 57mSTL-MDW
$149
9/27Mon
1 stopDelta
4h 25mSTL-MDW
$152
9/29Wed
2 stopsMultiple Airlines
18h 57mSTL-MDW
$154
10/1Fri
1 stopDelta
4h 10mSTL-MDW
$156
10/20Wed
2 stopsAllegiant Air
20h 25mPIA-MDW
$216
9/30Thu
3 stopsAllegiant Air
23h 28mPIA-MDW
$232

Search by stops

Search by airline

Search by price

Flights to Chicago Midway Airport

Destination:

Chicago Midway Airport (MDW)United States

Return flight deals:

Chicago Midway Airport - Illinois

Cabin classes:

$128

Browse origins:

$3,455
$266
$173