$281 Find Cheap Flights from Midland to Illinois - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Midland to Illinois

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Sort by: Cheapest
Chicago
5h 16m2 stops
from $281per person
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.

Which airlines provide the cheapest flights from Midland to Illinois?

In the past 5 days, the cheapest round-trip tickets from Midland to Illinois were found on United Airlines ($281) and American Airlines ($392).

Good to know

Cheapest flight

$281
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

 
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.
8.0
SouthwestOverall score based on 4191 reviews
8.1Boarding
8.0Comfort
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

Wasn't expecting this, but, we actually ended up getting assigned to the first row of seats!!!!! The extra legroom came in handy

10.0 ExcellentAnonymous, Sep 2026
Read more Southwest reviews

Wasn't expecting this, but, we actually ended up getting assigned to the first row of seats!!!!! The extra legroom came in handy

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

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.

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.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

WiFi was not working and didn’t have a beverage service

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Plane congestion resulted in a 1 hr wait from landing to arrival at the gate. This was in addition to also experiencing extreme delays on my incoming flight.

Very disappointing that on an international business class flight they would not give me access to the lounge in Boston. They said it was because it was a codeshare flight. International business class should include lounge access regardless of codeshare.

I’m an EP on AA every year for more than a decade but this was a very pleasant and surprising experience. Clean and sizable plane for HOU to CHI. 5 row first class. And excellent food in first class the steak option was really good. Your flight attendants even better. Seat 5A

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

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

Great flight. Got to watch a movie. Smooth flight and early arrival at ORD.

Overall it was good. I missed my connection but I was put on another flight.

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.

The delays (5 hrs) were a comedy of errors, and the multiple safety issues encountered were very concerning.

I don't understand why they can't have charging ports on seats in 2023. They only offer it as a 'premium seat' service. It's ridiculous

We were stuck with no gate upon landing for 90 minutes. Unacceptable.

Mechanical issues and delays. I get it but bad experience. Turned my 3 hour airport experience into a 9 hours

We landed slightly early but then sat in holding area waiting for our gate to clear out for about an hour, so technically we arrived one hour late at the gate at ORD. The airport may be partially responsible here, but regardless of who is responsible, it was a bad experience to be so close yet unable to get off the plane.

Missed connection from delays and times changing multiple times and then involuntarily booked on another airline next day

Nothing, I wont be flying American Airlines again and will not be recommending anyone to fly American Airlines. It was the worst experience flying I've ever had.

My overall flight got delayed by an hour (30 mins late because of late arrival and 30 mins because there was no Jet bridge available), I was supposed to land in Chicago around 9:30 PM CT, but in actual came out of plane around 10:30 PM CT. It was so frustrating and suffocating to sit in plan on runway for around 30 mins.

I love the e fact that the staff communicated swiftly when my flight was delayed and gate number changed

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

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.

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

More options for your flight from Midland to Illinois

Complete your trip to Illinois with a hotel stay or car rental