MDW

$38 Find Cheap Flights to Chicago Midway Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Midway departing on 6/24. 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.
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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago
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Cheap Flight Deals to Midway

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals to Midway

KAYAK's recommended round-trip deals from the most popular airlines that fly to Midway.
Discover the best prices for you by selecting your travel dates on KAYAK.
Frontier Logo
9:37 am - 10:40 amATL-MDW
2h 03mnonstop
Frontier Logo
6:20 am - 9:25 amMDW-ATL
2h 05mnonstop
$76Frontier
Find Deal
Wed, Jul 16 - Sat, Jul 19
Frontier Logo
8:20 am - 9:20 amATL-MDW
2h 00mnonstop
Frontier Logo
6:35 am - 9:54 amMDW-ATL
2h 19mnonstop
$77Frontier
Find Deal
Tue, May 20 - Tue, May 27
Southwest Logo
5:45 am - 7:20 amBOS-MDW
2h 35mnonstop
Southwest Logo
6:50 am - 10:05 amMDW-BOS
2h 15mnonstop
$117Southwest
Find Deal
Thu, May 29 - Sun, Jun 1
Southwest Logo
6:25 pm - 10:25 pmBOS-MDW
5h 00m1 stop
Southwest Logo
6:00 am - 9:15 amMDW-BOS
2h 15mnonstop
$127Southwest
Find Deal
Sat, Jun 7 - Sun, Jun 8
Delta Logo
8:17 pm - 9:13 pmATL-MDW
1h 56mnonstop
Delta Logo
10:25 am - 1:16 pmMDW-ATL
1h 51mnonstop
$161Delta
Find Deal
Sat, May 24 - Sun, May 25
Delta Logo
1:05 pm - 6:45 pmEWR-MDW
6h 40m1 stop
Delta Logo
9:20 am - 5:30 pmMDW-EWR
7h 10m1 stop
$187Delta
Find Deal
Tue, May 13 - Wed, May 28
Allegiant Air Logo
9:55 am - 9:41 amEWR-MDW
24h 46m1 stop
Allegiant Air Logo
10:31 am - 9:05 amMDW-EWR
21h 34m1 stop
$212Allegiant Air
Find Deal
Sun, Jul 27 - Fri, Aug 1
Allegiant Air Logo
11:31 am - 12:25 pmBOS-MDW
25h 54m1 stop
Allegiant Air Logo
2:54 pm - 9:14 amMDW-BOS
17h 20m1 stop
$250Allegiant Air
Find Deal
Thu, May 22 - Mon, May 26
 Logo
11:31 am - 2:26 pmBOS-MDW
27h 55m1 stop
 Logo
8:04 pm - 9:09 amMDW-BOS
36h 05m3 stops
Sun, Jun 1 - Mon, Jun 2
 Logo
5:59 am - 10:38 pmEWR-MDW
17h 39m1 stop
 Logo
8:36 pm - 11:05 amMDW-EWR
13h 29m1 stop
Wed, Jun 4 - Fri, Jun 6
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KAYAK's insights & trends for flights to Midway

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

What is the cheapest flight to Chicago Midway Airport?

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Atlanta, at $76 return. The most popular connection is from New York to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $137 in the last 3 days.

How much is a flight to Chicago Midway Airport?

The average and cheapest price for all round-trip flights to Chicago Midway Airport from each origin found by users searching on KAYAK in the last month.

A flight to Chicago Midway Airport costs $270 on average. The cheapest price found on KAYAK in the last 2 weeks cost $44 and departed from Atlanta. The most popular routes on KAYAK are Atlanta to Chicago Midway Airport which costs $161 on average, and Boston to Chicago Midway Airport, which costs $292 on average.

See prices from:

What is the cheapest month to fly to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights to Chicago Midway Airport is January, where tickets cost $208 on average for return flights. On the other hand, the most expensive months are December and August, where the average cost of tickets from the United States is $399 and $368 respectively. For one-way flights, the best month to travel is January with an average price of $268.

What is a good deal for flights to Chicago Midway Airport?

If you’re looking for cheap airfare to Chicago Midway Airport, 25% of our users found tickets to Chicago Midway Airport for the following prices or less: From Provo $134 round-trip, from Charlotte $273 round-trip, from St. Louis $277 round-trip.


Good to know - Book Cheap Chicago Midway Airport Plane Tickets

Low seasonFebruary
High seasonJune
Cheapest flight$38
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Atlanta to Chicago Midway Airport

When to book flights to Midway

Are your dates flexible? Find out the best times to travel to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. The information is for flights to Chicago based on your location. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

Flights to Midway: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew to Midway 
CindyFlew with SouthwestTPA-MDWMar 2024
Don’t check a bag. Chicago takes forever to get your baggage.
Verified travelerFlew with FrontierDFW-MDWDec 2023
Don’t take advantage of your customers to meet a quota.

FAQs - booking Chicago Midway Airport flights

  • Which are the car rental services available at Midway Airport?

    Midway Airport has several renowned car rental companies, including National, Thrifty, Budget, Alamo, Hertz, and Enterprise. Travelers can rent their preferred vehicle from the car rental facility. A free shuttle, which stops outside the arrivals area near door 2, transports travelers from the terminal to the car rental facility.

  • Does Midway Airport have facilities for travelers with special needs and disabilities?

    Midway Airport has elevators at all levels to ensure disabled passengers can access every area of the airport. The elevators also have raised numerals and braille to ensure visually challenged travelers can use them. In addition, Travelers with special needs have designated parking spaces and are allowed to use the dedicated lanes at security. Visual paging is also available to enhance communication for deaf travelers.

  • Does Midway Airport provide departing travelers with parking facilities?

    You can leave your vehicle at the secure parking lots located near the terminal. Travelers can park at the short-term parking available at the Daily lot for around $30 per day, the Terminal Garage level 1 for approximately $64 per day or at the Economy lot for around $15 per day.

  • Can I exchange currency at Midway Airport?

    Midway Airport offers currency exchange services to travelers who want to obtain local funds. Travelers can exchange foreign currency from Seaway National Bank located in Concourse A.

  • Are there nonstop flights to Chicago Midway Airport from other U.S. hubs?

    Yes, there are regular nonstop flights to MDW from other U.S. hubs. If you’re on the west coast, consider nonstop flights from Los Angeles International Airport (LAX). If you’re in the southwest, nonstop flights from Dallas Fort-Worth International Airport (DFW) are an option. Those in the midwest may consider flights from St. Louis Lambert International Airport (STL). Those in the south may consider nonstop flights from Hartsfield-Jackson Atlanta International Airport (ATL). If you’re on the east coast, then consider Boston Logan International Airport (BOS).

  • What type of amenities are there for business travelers to Chicago Midway Airport?

    The business amenities at Chicago Midway Airport include free Wi-Fi all throughout the terminal so you can keep working as well as a shoe shine service in Concourse A. Furthermore, if you’d like to hold a business meeting or large convention, MDW is situated within easy access of McCormick Place, the US’s largest convention center.

  • Does Chicago Midway Airport have on-site hotels?

    Although there aren’t any on-site airport hotels at MDW, there are a few nearby hotels that you can choose from. These hotels include Holiday Inn Express & Suites, Hilton Garden Inn, DoubleTree by Hilton, and the Hyatt Place. These nearby hotels provide a free airport shuttle to pick up or drop off customers.

  • Does Chicago Midway Airport provide free parking for picking up passengers?

    Yes, Chicago Midway Airport provides free parking for family members and friends picking up passengers. This is located in the cell phone lot. It provides 90 parking spaces and is only a few mins south of the MDW entrance. Since it’s free short-term parking, drivers must attend their car at all times. When passengers are ready to leave, they may contact their friends/family members who can drive to the curbside to pick them up.

  • What is the cheapest flight to Chicago Midway Airport?

    In the last 3 days, the cheapest flight deal to Chicago Midway Airport was found on the route from Atlanta, at $76 return. The most popular connection is from New York to Chicago Midway Airport and KAYAK users have found round-trip deals for as low as $137 in the last 3 days.

  • How far is Chicago Midway Airport from central Chicago?

    There are 9 miles between Chicago city center and Chicago Midway Airport.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $270. The cheapest price found on KAYAK in the last 2 weeks cost $44 and departed from Atlanta Hartsfield-Jackson Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Wednesday where round-trip tickets can be as cheap as $251. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $345 on average.

  • How does KAYAK find such low prices on flights to 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 to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket 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 is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to 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 Chicago Midway Airport with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight to 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 to Chicago Midway Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Chicago Midway Airport?

    The cheapest time of day to fly to Chicago Midway Airport is generally at night, when round-trip flights cost $245 on average. The most expensive time of day to fly to Chicago Midway Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $363.

Top tips for finding cheap flights to Chicago Midway Airport

  • Looking for cheap airfare to Chicago Midway Airport? 25% of our users found round-trip tickets to Chicago Midway Airport for the following prices or less: From Phoenix Sky Harbor Intl $185, from Washington, D.C. Reagan-National $209, from Los Angeles $252
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago Midway Airport flight deals.
  • The most economical transportation means from Midway Airport (MDW) to downtown Chicago are the CTA trains, which travelers can board from the airport at the CTA orange line station. The train takes around 25min to get to the city and charges around $2.50. If you take a taxi from the airport, it will take you around 15min to reach the city. Taxis charge around $25 for a one-way trip.
  • Active members of the military and their families traveling through Midway Airport can enjoy the facilities at the cozy USO lounge as they wait for their flights. The lounge, which military members can access free of charge, is located in Concourse C.
  • If you are traveling through Midway Airport with young children, you can use the designated family lane to get you through security quicker. Travelers with infants can also utilize the baby changing facilities in the airport’s restrooms.
  • If you and your kids need to grab a bite before your flight, Midway Airport has several family-friendly restaurants located on the airside.
  • If you feel overwhelmed by the stress of travel, you can squeeze in some relaxation time and a good workout at the yoga room. The airport’s yoga room, located in Concourse C, comes equipped with a TV displaying yoga exercises, which you can follow.
  • Southwest Airlines offers nonstop flights from Midway Airport to Atlanta, while some major airlines like Delta Air Lines have a changeover at Detroit before landing in Atlanta.
  • You should fly into Midway Airport if you are traveling to Summit, located approximately 3 miles away, Bridgeview, located approximately 4.27 miles away, or Lyons, situated approximately 3.9 miles away from the airport.
  • Do you have some extra time to spare while at Chicago Midway Airport? If so, why not check out the multiple art exhibitions that they have throughout the airport. These include the Dauntless Dive Bomber in Concourse A, the murals in baggage claim, and the murals in the CTA pedestrian corridor.
  • Do you have a service animal or emotional support animal while at Chicago Midway Airport? If so, rest assured that there are pet relief areas inside of MDW. These include one nearby Gate A4A and one outside of baggage claim near Door 4.
  • Is your luggage weighing you down while at Chicago Midway Airport? If so, keep an eye out for the luggage cars at the entrance and exits of the baggage claim area. They're available for a small fee.
  • If your phone’s battery is getting low while at Chicago Midway Airport, rest assured that MDW provides multiple workstations with power outlets throughout the seating areas. On top of that, most seats in the gated areas are equipped with outlets as well.
  • Do you need a moment of quiet to pray while at Chicago Midway Airport? If so, consider heading to the Chapel. It’s located on the Mezzanine level of Concourse C right above the food court.

Top 5 airlines flying to Midway

 
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 with to Midway? 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
SouthwestOverall score based on 4294 reviews
7.1Food
8.6Crew
8.0Comfort
8.2Boarding
7.6Entertainment
Airline reviews

It is southwest seat was ok. Not the most comfortable seat

8.0 ExcellentJohn, Apr 2025PVD - FLL
Read more Southwest reviews

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

The seats were a bit cramped and worn, but otherwise okay.

I would have liked to arrive on time - not 5 hours late!

After a 3 hour layover in Denver my flight was delayed over 5 hours! No explanation; no assistance; no offer to provide compensation; no one at Southwest was willing to offer any assistance. 8 hours in the Denver airport - ridiculous!

It was a perfect flight in all aspects! Both legs!

Only one drink pass through the cabin for a 4 hour flight. Quite rough and bumpy landing.

Boarding process, crew were good. But the seats were so uncomfortable that was all I could focus on. I literally had to sit forward so that all 3 of us could fit in row. I will try to avoid Southwest in the future for any flights over 60 minutes.

Delta is my preferred airline. I've traveled with them for years. On time in most cases, good communication, easy to use app. Most planes are pretty nice. I was on a CRJ 700/900 however, which was pretty badly aged inside and needed a refresh. No infotainment, unreliable wifi, best to download before boarding or bring a book. Food choices are really just snacks on this flight, nice variety but about what you'd expect. Great staff and prompt in departure and early arrival too. Overall quite satisfied.

Crew was friendly Love the entertainment in the seat head rest.

Delta flight was on time, seats were comfortable, and crew was nice.

This had nothing to do with Delta… The flights were on time and flawless. The service was excellent. We purchased seats in (aisle/middle) comfort plus since this was a cross country flight. Unfortunately, the woman seated at the window was 300+ pounds and, as might be expected, covered up about a third of the middle seat also. there was absolutely nothing that Delta could have done about that… I just don’t know what the answer should be. If you purchase a seat, you should should be able to use the entire seat and not just the portion that someone else is not sitting/oozing in. Disappointing…there should be something that could be done….I'm just not sure what solution could be.

Delayed take-off. Very small plane so very scary with lots of bumps during the flight. Would never fly Delta on short flights in small 80 seaters plane again! Felt relieved when landed.

The worst part was I was NOT allowed in the lounge even though I was holding a first class ticket and have a premium American Express card. I have flown Business or First Class with many airlines. Delta is the ONLY one who does not extend this courtesy to anyone except people who hold the very expensive American Express card. As a result, I won’t fly Delta if I have any other choice.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Simply outstanding. Their new lounge for Delta One customers is a cut above the rest.

The Dekta Rep that checked us in was great. She's very personable, pleasant, and can tell she enjoys her job.

The plane was old with small storage areas that had problems closing/latching and not enough storage for everyone, and worn, damaged seats. Service was great but feel a little unsafe on such well used planes.

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

There's just no way to sit fully upright and comfortably in these seats. There needs to be 2 more inches of room, and that's not something that only one person on the flight needs - the whole flight needs 2 more inches of room. If that means you sell 6 less seats, so be it. It's too close for anyone. Forcing people to pay for "premium" economy just to get "barely enough space to breathe" isn't really an answer to that.

The crew were very nice. The Chocolate is good and v there’s no entertainment. Thanks

The crew were very nice. I would have appreciated a pillow for comfort. I had a special meal that was sloppy, but the salad was great. Thanks

The plane was in Moline all night. Consequently, we assumed an on time departure at 8:15am. Unfortunately, and as is the normal case with United in Moline, we departed 2.5 hours late. When the crew came, it was discovered that there was very little heat in the plane. Seems this should have been checked hours before the crew arrived. Then when we boarded and the plane was to be de-iced, the United de-icing truck was not working! We awaited the American Airlines truck. All of this caused us to miss our connection in Chicago. My suggestion is never take United Airlines flight from Moline. We have been disappointed 80% of the time and have vowed to not take United again from Moline.

Flight was delayed two hours. No snacks and no tv screens. My bag got stuck in Chicago

The aircrew was solid, the flight was chill, I had no issues. The gate agent was not the best. I was trying to use a military bag upgrade to move my bag from under the seat to the overhead bins and he told me there’s no overhead bins on the plane, argued with me why booking put a military member in basic economy (I don’t really understand this) and made it an issue to even try to help me stating I’d have to call reservations to get a bag upgrade. When every other agent with United can add it at the gate, this man couldn’t be bothered.

They canceled our flight and left us stranded to figure it out

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Easiest flights I’ve ever taken. Plane was comfortable without overly crowded seating.

Terrible. Still have not received the refund from them. They sent it to some account that I don't even know. Spoke with costumer service and they are unable to help.

I didn’t like it at all. I miss my second flight because of the delay on Allegiant Air now I m stuck in MCO.

Good, but a bit late on take off after loading. Don't like charging for carry ons!

First time flying with them and will definitely fly again in the future. Crew was so nice and friendly, fought was seamless. They are simple planes, no entertainment, but it’s fine for a short flight or if you have personal devices Rates are competitive, and they did so well with keeping the flight on time after a tropical storm, where other airlines had delays and cancellations.

They boarded passengers that sat in the back of the plane first, making boarding very efficient.

I didn't even take this flight. My plans changed and I couldn't get ahold of customer service and the website kept breaking down during the attempt to change the flight. I wound up taking another airline entirely and eating the cost.

The worst flying experience ever 3 delays. No accommodations. Had to deboard the plane after being delayed.

Posted a 20minute delay but didn’t delay at all. Caused boarding issues and confusion. Also, didn’t release baggage. Took over an hour and 20 minutes to get luggage.

Flight was good, boarding was a breeze, flight attendants were friendly and professional. There was a medical issue with another passenger and the crew handled it in a calm and professional way.

The reps working at the airport counter were dumber than a second coat of paint.

My costume jewelry was stolen out of my bag. Got to airport and my bag weighed 45 pounds- 5 pounds over cost me $100 Long lines in tier one. No entertainment No WiFi no free drinks or snacks

Not very good. Paid in excess of $400 for assigned seating for my family and that was not provided. I want that money back.

The seats were hard molded plastic covered in plastic vinyl. And the scam to charge people extra to sit together. Don’t they know we can just ask someone to trade seats. And watching the staff separate young children from parents… super classy. We had to guilt them into offering up our seats. This companies policies suck. Don’t give them your money.

The seats were awful, hard plastic covered in sheet vinyl. The airline tries to scam you into paying extra to get seat together when the flight wasn’t full. They were going to separate a family with young children but my wife who had a row to herself gave up her seat so the young mom could be with her young boys. I’m never giving this airline my money again.

It was a short flight so no food or entertainment….

Seats are uncomfortable but price is good. Guess I can put up with misery for four hours.

I’ve never traveled on Frontier before. If you want basic, no frills, friendly service at great prices then give them a fly!

Cancelled and declined to find alternatives Earlier flight is 2 days later Sent the cancellation notification very late, wish I knew earlier would have stayed to watch the Miami open final game Very disappointing service

The worst flight of my life. Never will I fly frontier again

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