Find flights
Top Destinations
Insights
When to book
FAQs & Tips
Airlines
Deals

Find deals on flights from Chicago Midway Airport from $47

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 6/4. 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
Sat 6/22
Sat 6/29

Search hundreds of travel sites at once for cheap international flights from Chicago Midway Airport

In the last 7 days travelers have searched 43,800,826 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Free to useThere are no hidden charges or fees.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Where can I fly from Chicago Midway Airport?

Prices from MDW, departing Sat 6/22 and returning Sat 6/29

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 (6%) and Houston (6%).

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 Toronto, San Juan 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 (88% of total searches). The next most popular destinations are Mexico (8%) and Canada (3%).

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, Tampa and Miami. On average, the cheapest of these destinations on KAYAK over the last 2 weeks for a return flight was Raleigh at $76, 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 Zacatecas, at $268.

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

$47
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 $69 one-way - $124 round-trip; Denver $48 one-way - $90 round-trip; Orlando $78 one-way - $151 round-trip
  • Morning departure is around 19% 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 10561 reviews
8.6Crew
7.9Comfort
8.2Boarding
8.0Entertainment
7.4Food
Airline reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

6.0 GoodPeter, May 2024SLC - HNL
Read more about Delta reviews

Paid premium for Delta only to be on safe but tired old 767 with ancient cabin in mediocre condition. Poor wifi and horrible inflight entertainment. Hardly a premium experience. Should have flown SW and had fun flight crew and no pretense

Our flight to Zurich was delayed by almost 3 hours, so we missed our next flight. There was no indication it would be delayed this much. We were told the gate had changed and then it apparently took over 2 hours to load the "catering" on the plane. We were not compensated in any way for the trouble.

Rated entertainment as Mediocre as there were major problems with the Infotainment system that took probably a half hour for them to fix.

Your crew could maybe answer the call bell at least one of the times I pressed it. I pressed it first time with 2.5 hours left in our flight bc my partner was hungry and wanted a sandwich. We finally got the sandwich with 40 mins left in the flight.

Half the bathrooms assigned to economy were out of action

Delta crushed it. Flight attendant in first was attentive and just never stopped. Honestly one of the best domestic flights I’ve been on.

They were an hour late and they didn’t have my wheelchair for me

The Flight crew didn’t serve us until about 1.5 hours into the flight because of turbulence but after it ended it was fine to move around. They served us water only and snacks and then NEVER, NOT ONE TIME came through to collect trash until right before landing about 1.5 hours later. There was absolutely no need for that. They crew was just standing around talking and visiting with each other and really never tried to see if we might want something besides water or even try to come pick up trash. This is VERY unusual for a Delta flight but it was not what I would have expected for a 4 hour flight.

The 1st class male crew member was very pleasant - the short female with round glasses , maybe in 50’s had no personality- never spoke when delivering my food, drink, & never smiled the whole trip! In fact looked annoyed when the boarding proses was happening- I would never hire this woman - unfriendly . Have never dealt with a crew member like her-

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

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?

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.

The flight was 3 hrs delayed and no remorse from airline

The Frontier app wasn’t working. So I could not pay for a carry on the week prior to flying. They charged me 99$ at the gate to carry on a duffle bag.

Good for the price. My only complaint is that the pilot should keep the air flowing while passengers are waiting to getting out of airplane.

Plane could have been more on time. More leg room .

I arrived 1 hour prior to boarding, and they said I was too late for a domestic flight. First time I heard that :-(

Check in online was easy. Seats aren’t very comfortable

Fecal matter in seat back pocket. Presumably from a kids diaper.

Worst airline to travel with. They treat you like a prisoner in a jailhouse barking out orders and threats. Nickle and dime you to the same price or higher than a respectable airline like one of the big 3 . Might as well fly with standard airlines

Well I mean u get what u pay for so 🤷‍♂️

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.

Book cheap domestic flights from Chicago

Recent round-trip flight deals

8/13Tue
nonstopFrontier
1h 56mMDW-ATL
9/28Sat
nonstopFrontier
1h 55mATL-MDW
$58
6/11Tue
nonstopFrontier
2h 04mMDW-ATL
6/12Wed
nonstopFrontier
2h 00mATL-MDW
$60
8/13Tue
nonstopFrontier
1h 56mMDW-ATL
10/2Wed
nonstopFrontier
1h 55mATL-MDW
$63
7/23Tue
1 stopDelta
5h 56mMDW-EWR
7/30Tue
1 stopDelta
5h 04mEWR-MDW
$188
9/17Tue
1 stopDelta
5h 03mMDW-DCA
9/24Tue
1 stopDelta
3h 31mDCA-MDW
$188
6/14Fri
1 stopAllegiant Air
10h 57mMDW-EWR
6/21Fri
1 stopAllegiant Air
10h 23mEWR-MDW
$239
6/3Mon
1 stopAllegiant Air
5h 16mMDW-HOU
6/7Fri
1 stopAllegiant Air
5h 40mHOU-MDW
$258
6/18Tue
1 stopPorter Airlines
9h 40mMDW-EWR
6/19Wed
1 stopPorter Airlines
10h 27mEWR-MDW
$472
7/11Thu
1 stopPorter Airlines
7h 30mMDW-EWR
7/17Wed
1 stopPorter Airlines
7h 37mEWR-MDW
$475
6/14Fri
1 stopVolaris
27h 15mMDW-JFK
7/17Wed
1 stopVolaris
32h 17mJFK-MDW
$1,244

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/4Tue
nonstopFrontier
2h 03mMDW-ATL
$45
8/25Sun
nonstopFrontier
1h 56mMDW-ATL
$47
6/19Wed
nonstopDelta
2h 00mMDW-ATL
$88
8/7Wed
1 stopDelta
5h 19mMDW-EWR
$94
7/15Mon
1 stopAllegiant Air
11h 58mMDW-EWR
$103
7/1Mon
1 stopAllegiant Air
11h 57mMDW-EWR
$106
6/6Thu
1 stopPorter Airlines
5h 20mMDW-EWR
$244
6/6Thu
1 stopPorter Airlines
5h 20mMDW-EWR
$245
6/10Mon
1 stopVolaris
12h 30mMDW-LAX
$357
6/17Mon
1 stopVolaris
12h 30mMDW-LAX
$363

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Anywhere

Last minute flight, train and bus deals

5/28Tue
nonstopFrontier
2h 05mMDW-ATL
6/1Sat
nonstopFrontier
1h 59mATL-MDW
$116
5/27Mon
nonstopFrontier
2h 02mMDW-ATL
6/3Mon
nonstopFrontier
1h 58mATL-MDW
$147
5/28Tue
multi-stopDelta
5h 40mMDW-HOU
6/1Sat
multi-stopDelta
5h 57mHOU-MDW
$296
5/25Sat
multi-stopDelta
4h 37mMDW-EWR
5/29Wed
multi-stopDelta
5h 06mEWR-MDW
$336
5/27Mon
nonstopSouthwest
1h 50mMDW-ATL
6/6Thu
nonstopSouthwest
1h 55mATL-MDW
$517
5/27Mon
multi-stopSouthwest
4h 15mMDW-ATL
6/6Thu
nonstopSouthwest
1h 55mATL-MDW
$521
5/25Sat
multi-stopPorter Airlines
6h 30mMDW-EWR
6/4Tue
multi-stopPorter Airlines
9h 27mEWR-MDW
$703
5/25Sat
multi-stopPorter Airlines
7h 30mMDW-EWR
6/4Tue
multi-stopPorter Airlines
10h 27mEWR-MDW
$708
5/25Sat
multi-stopVolaris
27h 15mMDW-JFK
5/26Sun
multi-stopVolaris
32h 17mJFK-MDW
$1,222
5/26Sun
multi-stopVolaris
12h 30mMDW-LAX
5/28Tue
multi-stopVolaris
30h 57mLAX-MDW
$1,334

Search by stops

Search by airline

Search by price

Book cheap international flights from Midway

Recent round-trip flight deals

6/5Wed
multi-stopFrontier
7h 15mMDW-CUN
6/26Wed
multi-stopFrontier
6h 40mCUN-MDW
$312
6/24Mon
multi-stop
7h 15mMDW-CUN
6/29Sat
multi-stop
13h 36mCUN-MDW
$319
6/3Mon
multi-stop
14h 53mMDW-CUN
6/7Fri
multi-stop
15h 29mCUN-MDW
$339
8/10Sat
multi-stopDelta
5h 07mMDW-CUN
8/20Tue
multi-stopDelta
11h 57mCUN-MDW
$390
7/13Sat
multi-stopDelta
13h 55mMDW-CUN
7/17Wed
multi-stopDelta
13h 46mCUN-MDW
$401
7/29Mon
multi-stopAeromexico
7h 00mMDW-CUN
8/2Fri
multi-stopAeromexico
13h 46mCUN-MDW
$402
9/10Tue
multi-stopKLM
20h 35mMDW-DEL
10/27Sun
multi-stopKLM
24h 13mDEL-MDW
$918
9/11Wed
multi-stopKLM
20h 35mMDW-DEL
10/23Wed
multi-stopKLM
23h 38mDEL-MDW
$1,004
8/28Wed
multi-stopAir France
25h 54mMDW-DEL
9/3Tue
multi-stopAir France
28h 01mDEL-MDW
$1,135
8/25Sun
multi-stopAir France
22h 05mMDW-DEL
9/6Fri
multi-stopAir France
28h 01mDEL-MDW
$1,283

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/4Tue
multi-stopFrontier
24h 28mMDW-CUN
$130
6/17Mon
multi-stopFrontier
7h 15mMDW-CUN
$134
9/18Wed
multi-stopAeromexico
9h 42mMDW-CUN
$168
6/4Tue
multi-stopDelta
10h 19mMDW-CUN
$180
9/18Wed
multi-stopAeromexico
13h 52mMDW-CUN
$221
6/5Wed
multi-stopDelta
10h 19mMDW-CUN
$224
8/13Tue
multi-stopVolaris
11h 47mMDW-CUN
$332
6/6Thu
multi-stopVolaris
15h 55mMDW-CUN
$347
8/12Mon
multi-stopKLM
20h 35mMDW-DEL
$577
10/3Thu
multi-stopKLM
21h 26mMDW-DEL
$680

Search by stops

Search by airline

Search by price

Flights from Chicago Midway Airport to Anywhere

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Anywhere - Chicago Midway Airport

Cabin classes:

$650
$728
$477
$27