HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Illinois

$274+ Cheap flights from Odessa, TX to Illinois

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/14. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — ORD
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Odessa to Illinois with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Odessa to Illinois

Keep the following information in mind while searching for Odessa to Illinois flight deals. Data was last updated November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$383
(United Airlines)

One-way from

$274
(United Airlines)

Popular in

February

Cheapest in

November

Average price

$253
Provider with most accurate pricing for Midland Intl-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Midland Intl-Chicago (CHI) flights.
Search Deals
From Odessa to Illinois
Search Deals
One-way flight from Odessa to Illinois
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($208 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Odessa to Illinois

Cheapest flights from Odessa to Illinois
Explore the most affordable flight options available from Odessa to Illinois. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This United Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/217:10 pmMAF - ORD
1 stop5h 05mUnited Airlines
Sun 11/236:00 amORD - MAF
1 stop5h 24mUnited Airlines
Deal found 11/2$478
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:57 pmMAF - ORD
1 stop4h 40mAmerican Airlines
Sun 11/165:18 amORD - MAF
1 stop6h 35mAmerican Airlines
Deal found 11/2$497
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:45 amMAF - ORD
1 stop7h 15mSouthwest
Sun 11/162:15 pmORD - MAF
2 stops9h 40mSouthwest
Deal found 11/2$518
This United Airlines deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:56 amMAF - ORD
1 stop5h 19mUnited Airlines
Thu 11/208:47 amORD - MAF
1 stop7h 36mUnited Airlines
Deal found 11/1$527
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/238:28 pmMAF - ORD
1 stop12h 12mAmerican Airlines
Sat 12/278:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Deal found 11/2$532
This Southwest deal was found by Cheapflights users on 11/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/261:40 pmMAF - ORD
1 stop8h 55mSouthwest
Sun 12/283:05 pmORD - MAF
1 stop8h 00mSouthwest
Deal found 11/1$548
This American Airlines deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/198:28 pmMAF - ORD
1 stop11h 00mAmerican Airlines
Sun 12/288:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Deal found 11/2$584
This Southwest deal was found by Cheapflights users on 11/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:05 amMAF - ORD
1 stop8h 00mSouthwest
Sun 12/283:05 pmORD - MAF
2 stops9h 15mSouthwest
Deal found 11/2$604

Cheapflights Fare Finder

 
Customize your flight search to find flights from Odessa to Illinois that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
Use the filters below to find and compare flights from Odessa to Illinois that are best for you.

Fly from

Odessa

Fly to

Illinois

Route

Depart

Return

Price

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 4/11

5:00 am-12:16 pm

1 stop7h 16m

Chicago O'Hare Intl

Tue 4/14

3:55 pm-11:16 pm

1 stop7h 21m

$383

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/2

5:35 am-1:00 pm

1 stop7h 25m

Chicago O'Hare Intl

Mon 1/5

2:15 pm-11:10 pm

1 stop8h 55m

$437

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/21

7:10 pm-12:15 am

1 stop5h 05m

Chicago O'Hare Intl

Sun 11/23

6:00 am-11:24 am

1 stop5h 24m

$478

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

6:57 pm-11:37 pm

1 stop4h 40m

Chicago O'Hare Intl

Sun 11/16

5:18 am-11:53 am

1 stop6h 35m

$497

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

5:45 am-1:00 pm

1 stop7h 15m

Chicago O'Hare Intl

Sun 11/16

2:15 pm-11:55 pm

2 stops9h 40m

$518

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sun 11/16

7:56 am-1:15 pm

1 stop5h 19m

Chicago O'Hare Intl

Thu 11/20

8:47 am-4:23 pm

1 stop7h 36m

$527

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 12/23

8:28 pm-8:40 am

1 stop12h 12m

Chicago O'Hare Intl

Sat 12/27

8:58 pm-8:41 am

1 stop11h 43m

$532

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Wed 11/26

1:40 pm-10:35 pm

1 stop8h 55m

Chicago O'Hare Intl

Sun 12/28

3:05 pm-11:05 pm

1 stop8h 00m

$548

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

6:57 pm-11:37 pm

1 stop4h 40m

$274

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 11/14

5:00 am-10:02 am

1 stop5h 02m

$274

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Best time to book a flight from Odessa to Illinois

Have a flexible travel schedule? Discover the best time to fly to Illinois from Odessa with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Odessa to Illinois
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Illinois

Get insights into the airlines that provide service to Illinois. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Illinois. Reviews last updated November 3, 2025.
Read through reviews of airlines operating flights from Odessa to Illinois, such as Southwest and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
American Airlines
7.2
Good
11,034 reviews
Southwest
8.0
Very good
4,240 reviews

Food

7.0

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Crew

8.6

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Odessa to Illinois

See prices for flight routes from nearby airports that may be better suited for you.
Dallas/Fort Worth to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Dallas/Fort Worth to LaGuardia flights
Dallas/Fort Worth to Las Vegas flights
Hobby to LaGuardia flights
Dallas/Fort Worth to Denver flights
Hobby to Newark flights
Dallas/Fort Worth to Orlando flights
Hobby to John F Kennedy Intl flights
Dallas/Fort Worth to Los Angeles flights
Dallas/Fort Worth to Seattle flights
Dallas/Fort Worth to Dulles Intl flights
George Bush Intcntl to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Dallas/Fort Worth to San Francisco flights
Austin to John F Kennedy Intl flights
Dallas/Fort Worth to Atlanta flights
Hobby to Denver flights
George Bush Intcntl to LaGuardia flights
Hobby to Seattle flights
Hobby to Las Vegas flights
Dallas/Fort Worth to O'Hare Intl flights
Dallas/Fort Worth to Sky Harbor Intl flights
Dallas/Fort Worth to Reagan-National flights
Dallas/Fort Worth to Boston flights
Dallas/Fort Worth to Miami flights
Dallas/Fort Worth to Baltimore flights
George Bush Intcntl to Denver flights
George Bush Intcntl to Las Vegas flights
Dallas/Fort Worth to Midway flights
Austin to Newark flights
Dallas/Fort Worth to Fort Lauderdale flights
George Bush Intcntl to Seattle flights
Hobby to Los Angeles flights
Austin to Las Vegas flights
Love Field to LaGuardia flights
Dallas/Fort Worth to Ontario flights
Austin to Los Angeles flights
Dallas/Fort Worth to Salt Lake City flights
Dallas/Fort Worth to San Diego flights
Austin to Denver flights
Hobby to Orlando flights
Hobby to Dulles Intl flights
Hobby to Baltimore flights
George Bush Intcntl to Los Angeles flights
Austin to LaGuardia flights
Austin to Seattle flights
Hobby to Reagan-National flights
Hobby to Miami flights
Dallas/Fort Worth to Philadelphia flights

Top 2 airlines flying from Odessa to Illinois

Discover the top 2 airlines that operate flights from Odessa to Illinois. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$536FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$550FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.