$167 Find Cheap Flights from Midland to Illinois

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midland to Illinois departing on 7/14. 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
1 adult, Economy, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Midland to Illinois, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Midland to Illinois, as well as popular online travel agencies
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Flight Deals

Book Cheap Midland to Illinois Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midland to Illinois 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Midland to Illinois

Tue, Sep 15 - Sat, Sep 19
United Airlines Logo
2:13 pm - 9:32 pm
MAF
-
ORD
7h 19m
1 stop
United Airlines Logo
6:25 pm - 11:44 pm
ORD
-
MAF
5h 19m
1 stop
$354United Airlines
Wed, Jul 15 - Wed, Jul 22
American Airlines Logo
6:46 pm - 12:50 am
MAF
-
ORD
6h 04m
1 stop
American Airlines Logo
5:00 am - 11:15 am
ORD
-
MAF
6h 15m
1 stop
$406American Airlines
Sun, Jul 5 - Wed, Jul 8
American Airlines Logo
5:23 pm - 12:50 am
MAF
-
ORD
7h 27m
1 stop
American Airlines Logo
7:00 am - 1:49 pm
ORD
-
MAF
6h 49m
1 stop
$411American Airlines
Tue, Oct 20 - Wed, Oct 21
United Airlines Logo
5:00 am - 10:16 am
MAF
-
ORD
5h 16m
1 stop
United Airlines Logo
1:30 pm - 9:58 pm
ORD
-
MAF
8h 28m
1 stop
$423United Airlines
Wed, Jul 8 - Tue, Jul 21
United Airlines Logo
5:00 am - 10:20 am
MAF
-
ORD
5h 20m
1 stop
United Airlines Logo
5:45 pm - 11:44 pm
ORD
-
MAF
5h 59m
1 stop
$437United Airlines
Sun, Jul 5 - Wed, Jul 8
American Airlines Logo
6:46 pm - 12:50 am
MAF
-
ORD
6h 04m
1 stop
American Airlines Logo
3:00 pm - 10:53 pm
ORD
-
MAF
7h 53m
1 stop
$441American Airlines
Tue, Nov 17 - Wed, Nov 18
United Airlines Logo
6:00 am - 11:42 am
MAF
-
ORD
5h 42m
1 stop
United Airlines Logo
2:15 pm - 9:24 pm
ORD
-
MAF
7h 09m
1 stop
$468United Airlines
Wed, Jul 8 - Tue, Jul 21
American Airlines Logo
6:46 pm - 12:50 am
MAF
-
ORD
6h 04m
1 stop
American Airlines Logo
4:51 pm - 10:53 pm
ORD
-
MAF
6h 02m
1 stop
$471American Airlines
Fri, Sep 4 - Tue, Sep 8
American Airlines Logo
6:26 pm - 12:18 am
MAF
-
ORD
5h 52m
1 stop
American Airlines Logo
6:00 am - 11:19 am
ORD
-
MAF
5h 19m
1 stop
$478American Airlines
Wed, Jul 8 - Tue, Jul 21
American Airlines Logo
6:46 pm - 12:50 am
MAF
-
ORD
6h 04m
1 stop
American Airlines Logo
4:51 pm - 10:53 pm
ORD
-
MAF
6h 02m
1 stop
$481American Airlines
Booking Insights

KAYAK's insights & trends for Midland to Illinois flights

Get data-powered insights and trends into flights from Midland to Illinois to help you find the cheapest flights, the best time to fly and much more.

How long does a flight from Midland to Illinois take?

The duration of a flight to Illinois depends on your arrival airport. The shortest route to Illinois from Midland is to Chicago, which takes 5h 18m.

Good to know

Cheapest flight$167
Flight from Midland to Chicago

FAQs - booking Illinois flights

  • How does KAYAK find such low prices on flights from Midland 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 Midland to Illinois.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Midland to Illinois 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 Midland 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 from Midland to Illinois 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 from Midland 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 from Midland to Illinois up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top 3 airlines serving from Midland to Illinois

 
See real verified KAYAK customer reviews for airlines flying from Midland to Illinois. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midland 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.
7.9
SouthwestOverall score based on 4237 reviews
8.0Comfort
8.6Crew
7.5Entertainment
8.1Boarding
7.0Food
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

I don't know why flying out of Sarasota requires two plane changes.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

The new seat assignment thing is wierd. If you don’t pay for a seat they always assign you a middle seat regardless of how many people are on the flight. Idk… the new company that bought Southwest is trying to make it more profitable, but I’m just not seeing it. The flight attendants aren’t having as much fun anymore. It just feels like the airline is slowly dying. IMO. We shall see if Southwest is the next Toy’s R Us.

The Air hostess were very rude on my flight from Houston to Austin . Their regular communication itself felt a they are shouting at people.

Over 5 hour delay with minimal updates or ability to standby for alternative flights. During boarding and 1 hr+ wait for takeoff, seats were drenched w water from air conditioning condensation and always leftover crumbs on carpet and seats

Boarded early, left early, arrived 40 mins early! A win win for me!

These airplanes should be illegal. The seats are two tight, it is a safety issue. Wheelchair support was ridiculously slow. We almost missed our flight.

This flight is a quick way to get to Chicago, but a bit expensive.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

Delayed flight more than I hour. When boarding we spent some additional time on the plane before takeoff ....

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight attendants were extremely sourly and borderline rude. I did not feel appreciated as an AA customer once.

The flight back to Dallas was delayed, which has happened to me several times with American Airlines. There was no announcement, no update sent out, no compensation offered for the inconvenience.

The flight from LA to Chicago was smooth and service was very good overall.

The Mario was so helpful and provided amazing customer service however l have being waiting for a callback for almost a week now and have not heard anything further after l informed them l wanted to change my date of traveling because of my hospital appointment even send them proof and l was unable to use manag your booking on their website is a bit frustrating and l would appreciate an update on My request as soon as possible. And have called them times without numbers no response

Awful, tons of delays, I got into Chicago multiple hours late meaning I hit the very traffic I tried so desperately to avoid. Just empty apologies from American Airlines text alerts. Trash behavior from a trash airline.

They lost my baggage and I am still struggling to the information and update

Requested early boarding to disinfect seat, tray table, etc. before general boarding. Instructed to board after wheelchair passengers. Waited on jet bridge behind 12 wheelchair passengers. Stopped immediately after entering plane to wait for gate agent in rear of plane cleaning a seat that was wet, got to my row and found both seats adjacent to mine already occupied, with the lack of room making it impossible for me to clean my own space and defeating the purpose of my boarding early. Cleaned the armrests and tray table as best I could.

Everything you need to know for your flight from Midland to Illinois

Information on your arrival and departure airports