Find flights
Deals
When to book
FAQs & Tips
Airlines

Find cheap flights from Chicago Midway Airport to Illinois from $59

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 Illinois departing on 6/21. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags
Mi 7/10
Mi 7/17

Search hundreds of travel sites at once for deals on flights to Illinois

In the last 7 days travelers have searched 42,898,604 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.

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

Bundle and saveSave money when you bundle your flight + hotel.

Best Illinois Flight Deals

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours

St. Louis
St. Louis1 stop$158

Good to know

Cheapest flight

$59
Flight from Chicago Midway Airport to St. Louis

FAQs - booking Illinois flights

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

    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 to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Illinois 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 to Illinois?

    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 Illinois 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 to Illinois?

    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 Illinois 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 3 airlines serving from Midway to Illinois

Need help choosing which airline to fly with from Midway to Illinois? 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 10295 reviews
8.2Boarding
7.9Comfort
8.0Entertainment
7.4Food
8.6Crew
Airline reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

2.0 MediocreCraig, Jun 2024CVG - LGA
Read more about Delta reviews

3 hours late and all they have is was a $12 meal voucher. That’s not even enough to cover fast food.

Among the poorest flights I’ve had with Delta in a while. Entertainment system failed completely on a 7.5 hr flight. Crew seemed distracted and not the normal friendly crew. Flight overbooked it seemed… very crowded.

If I can, I always fly Delta. I’ve found their service to always be reliable and pleasant.

You could have not cancelled the flight (AA, which I will be flying from now on) left for BOS despite the fictitious weather issues (that no one in my Boston family could see). You could have rebooked my direct flight to another direct flight instead of sending me though JFK, the worst US airport after O’Hara You could have rebooked me on a Main Cabin seat (like the one I paid for in my original ticket instead of putting me a the last row on JFK->BOS leg, pocketing the difference in ticket price But I do not really care whether you will ever do that in a future because in a future neither I nor anyone from my company (unless they pay out of pocket) nor an of my clients and partners (if they heed my advice) will ever be caught dead on any of Delta flights

Really bad baggage handling. Had my Rimowa bag badly damaged at the latches.

It was pretty good I was worried with the short Layover that I might not catch my connection but the gate was there

It was good until there was a 3 hour delay because there was not any pilots to fly the plane.

There was plenty of overhead room but half of the passengers were told they had to check their carryon bags. My partner and I checked in as early as possible and our seats were split across the aisle.

Friendly flight attendants. Comfort plus seats were very comfortable and had lots of leg room. 10A and 10 B.

Flew first class so everything was great. But maybe because the flights were red eye, no meals were served, just chips. I flew Alaska Air 1st class at 9PM (2 hour flight) and they served beef short rib sliders!

Flight got diwngraded last minute and left us stranded. I was told I’ll be given credit for my luggage and seat upgrades but haven’t got anything yet

The plane was not on time for boarding or departure or arrivals.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

This was the return leg of my journey with Spirit Airlines. Despite its reputation, I found no issues as it got me from point A to B safely and without delay, especially with no mechanical delays, which is fantastic in my book! The staff, from ground crew to cabin crew, were all pleasant and hassle-free. The flight was smooth from takeoff to landing. I have absolutely no complaints about this no-frills airline!

It was the worst ever, i will be filing a lawsuit to get a refund. Our flight was delayed 4 hours so we would miss our connecting flight, we were not rebooked to our destination the same day, we were not offered any options to get home on the same day despite being clear that we absolutely cannot get stranded at night due to family, we were forced to book our own flights on a different airline to get home, and spririt is refusing a refund because our flight wasn't cancelled, only delayed. oh yeah, and they lost our luggage on the first part of the trip and you cannot get a hold of customer service when anything goes wrong, on hold for 30+ minutes. and their app breaks so you can't use that either.

My flight was cancelled!!! I had to spend 200.00 on another flight!!

Crew was nice, explained emergency protocol very well. Flight took off and arrived on time. Pilot explained the small delay that occurred with docking and providing updates. I would definitely fly spirit again.

The seat are terrible. Don’t even think of sleeping on a Spirit flight. The kids that run the plane aka flight attendants are pretty rude and straight forward. They get the job done but without class.

I had a death in my family and booked my flight on Spirit. My flight was cancelled the morning of my flight, no explanation, no help to rebook, nobody to talk to. The next available flight was 2days later !!!! Terrible airline, will NEVER fly with them again!

They took a horrible route with a lot of turbulence and I eneded up getting sick. Even if the flight takes longer. Don't put people life at risk just to get to the airport on time.

I strongly dislike Frontier. I find them barebones, the seats not particularly comfortable, the nickel and diming is maddening, the app is TERRIBLE - super confusing to navigate, and the last 4 frontier flights I have flown have been on AVERAGE 2 hours late, one ruining a fancy night out in Vegas with reservations made well in advance, which was nodded to with a measly 5000 miles, which translates to almost nothing. At least credit a free checked bag or something.

8 hr delay. had to buy another ticket with another airline

Four and a half hour delay in total. What frustrates me most is the poor communication and disorganization.

I appreciated the upgrade to free cary-on bag and seat selection at no charge

FRONTIER SUCKS! The agent downstairs tricked me into booking, just to get to the gate. At the gate, they told me they couldn't help. I then called Customer Service. They and the gate attendants kept blaming each other. Neither side was willing to help the customer.

The agent at check-in was strident, unwelcoming, and condescending to customers ahead of me.

Flight was delay 9hrs and nothing was provided at airport, had to go and get a room to sleep in, paid for Uber back and fort with no offers until we landed back home a 1hr later for a $75 voucher for a future flight.

Didn't like anything..entire crew was very rude to everyone on the flight. Plane old and the trays fall down on you the while time you're flying. Charged more for a carry on bag than for the plane ticket itself. Did make it from point a to point b, but worth the extra money to fly with another airline

9 hours of delay!! Was not able to check my luggage that I paid for!!!

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

Book cheap flights from Chicago to Illinois

Recent round-trip flight deals

7/31Mi
1 stopFrontier
6h 13mMDW-STL
8/3Sa
1 stopFrontier
11h 44mSTL-MDW
$158
7/30Di
1 stopFrontier
11h 40mMDW-STL
7/31Mi
1 stopFrontier
13h 47mSTL-MDW
$161
6/23So
1 stopFrontier
9h 32mMDW-STL
6/26Mi
1 stopFrontier
8h 42mSTL-MDW
$166
6/18Di
1 stopFrontier
8h 47mMDW-STL
6/21Fr
1 stopFrontier
12h 11mSTL-MDW
$182
8/12Mo
1 stopDelta
4h 08mMDW-STL
8/14Mi
1 stopDelta
5h 57mSTL-MDW
$187
6/21Fr
1 stopFrontier
13h 44mMDW-STL
6/23So
1 stopFrontier
15h 26mSTL-MDW
$195
6/22Sa
1 stopFrontier
5h 25mMDW-STL
6/25Di
1 stopFrontier
9h 04mSTL-MDW
$206
6/20Do
1 stopFrontier
9h 31mMDW-STL
6/23So
1 stopFrontier
15h 26mSTL-MDW
$207
6/20Do
1 stopFrontier
9h 31mMDW-STL
6/22Sa
1 stopFrontier
21h 18mSTL-MDW
$208
7/26Fr
1 stopDelta
3h 56mMDW-STL
7/28So
1 stopDelta
5h 57mSTL-MDW
$304

Search by stops

Search by airline

Search by price

Recent one-way flight deals

6/21Fr
1 stopFrontier
7h 10mMDW-STL
$59
6/23So
1 stopFrontier
9h 32mMDW-STL
$64
6/22Sa
1 stopFrontier
16h 11mMDW-STL
$73
8/10Sa
1 stopFrontier
5h 31mMDW-STL
$77
7/9Di
1 stopDelta
3h 56mMDW-STL
$78
8/1Do
1 stopFrontier
10h 30mMDW-STL
$82
7/10Mi
1 stopFrontier
6h 13mMDW-STL
$87
8/16Fr
1 stopDelta
4h 08mMDW-STL
$109
8/2Fr
1 stopDelta
4h 44mMDW-STL
$152
6/17Mo
3 stops
20h 43mMDW-STL
$272

Search by stops

Search by airline

Search by price

Last minute flights from Midway to Illinois

Last minute flight, train and bus deals

6/13Do
multi-stopFrontier
9h 31mMDW-STL
6/15Sa
multi-stopFrontier
9h 52mSTL-MDW
$218
6/14Fr
multi-stopFrontier
13h 44mMDW-STL
6/15Sa
multi-stopFrontier
9h 52mSTL-MDW
$223
6/13Do
multi-stopFrontier
9h 31mMDW-STL
6/20Do
multi-stopFrontier
9h 45mSTL-MDW
$226
6/15Sa
multi-stopFrontier
5h 25mMDW-STL
6/16So
multi-stopFrontier
9h 22mSTL-MDW
$246
6/11Di
multi-stopDelta
6h 01mMDW-STL
6/12Mi
multi-stopDelta
5h 55mSTL-MDW
$456
6/14Fr
multi-stopFrontier
13h 44mMDW-STL
6/16So
multi-stopFrontier
9h 22mSTL-MDW
$508
6/11Di
multi-stopDelta
4h 16mMDW-STL
6/12Mi
multi-stopDelta
6h 37mSTL-MDW
$542
6/12Mi
multi-stopDelta
4h 16mMDW-STL
6/14Fr
multi-stopDelta
4h 53mSTL-MDW
$544
6/14Fr
multi-stopDelta
6h 01mMDW-STL
6/14Fr
multi-stopDelta
4h 21mSTL-MDW
$672
6/14Fr
multi-stopFrontier
17h 11mMDW-STL
6/15Sa
multi-stopFrontier
9h 52mSTL-MDW
$703

Search by stops

Search by airline

Search by price

Chicago Midway Airport - Illinois Flights

Departure:

Chicago Midway Airport (MDW)United States

Return flight deals:

Illinois - Chicago Midway Airport

Cabin classes: