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$244+ Cheap flights from Odessa, TX to Illinois

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — ORD
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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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 September 16, 2025.

Round-trip from

$244
(American Airlines)

Popular in

February

Cheapest in

November

Average price

$470
From Odessa to Illinois
Search Deals
Highest demand for flights based on searches. 31% potential increase in price ($204 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 September 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 September 16, 2025.

This American Airlines deal was found by Cheapflights users on 9/16. 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.
Thu 10/306:00 amMAF - ORD
1 stop9h 06mAmerican Airlines
Mon 11/310:05 pmORD - MAF
1 stop10h 36mAmerican Airlines
Deal found 9/16$244
This Delta deal was found by Cheapflights users on 9/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/305:30 amMAF - ORD
2 stops11h 11mDelta
Mon 11/38:55 amORD - MAF
2 stops7h 36mDelta
Deal found 9/16$337
This Southwest deal was found by Cheapflights users on 9/16. 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.
Thu 10/304:30 pmMAF - ORD
1 stop5h 00mSouthwest
Mon 11/32:15 pmORD - MAF
2 stops7h 55mSouthwest
Deal found 9/16$402
This Southwest deal was found by Cheapflights users on 9/15. 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 10/174:30 pmMAF - ORD
1 stop5h 00mSouthwest
Mon 10/205:45 pmORD - MAF
1 stop5h 10mSouthwest
Deal found 9/15$427
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Thu 10/95:00 amMAF - ORD
1 stop5h 06mAmerican Airlines
Wed 10/1512:03 pmORD - MAF
1 stop10h 31mAmerican Airlines
Deal found 9/14$433
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Mon 9/296:39 pmMAF - ORD
1 stop4h 38mAmerican Airlines
Fri 10/35:16 pmORD - MAF
1 stop4h 56mAmerican Airlines
Deal found 9/14$467
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/295:30 amMAF - ORD
2 stops10h 50mDelta
Fri 10/33:35 pmORD - MAF
2 stops8h 23mDelta
Deal found 9/14$477
This Delta deal was found by Cheapflights users on 9/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/912:33 pmMAF - ORD
2 stops7h 10mDelta
Wed 10/158:55 amORD - MAF
2 stops7h 36mDelta
Deal found 9/14$478
This United Airlines deal was found by Cheapflights users on 9/15. 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.
Tue 9/305:00 amMAF - ORD
2 stops10h 43mUnited Airlines
Sat 10/45:01 amORD - MAF
1 stop7h 56mUnited Airlines
Deal found 9/15$513
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/91:45 pmMAF - ORD
2 stops7h 45mSouthwest
Wed 10/157:30 amORD - MAF
1 stop5h 45mSouthwest
Deal found 9/14$517

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 September 16, 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

Thu 10/30

6:00 am-3:06 pm

1 stop9h 06m

Chicago O'Hare Intl

Mon 11/3

10:05 pm-8:41 am

1 stop10h 36m

$244

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 10/30

5:30 am-4:41 pm

2 stops11h 11m

Chicago O'Hare Intl

Mon 11/3

8:55 am-4:31 pm

2 stops7h 36m

$337

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 10/30

4:30 pm-9:30 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 11/3

2:15 pm-10:10 pm

2 stops7h 55m

$402

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 10/17

4:30 pm-9:30 pm

1 stop5h 00m

Chicago O'Hare Intl

Mon 10/20

5:45 pm-10:55 pm

1 stop5h 10m

$427

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 10/9

5:00 am-10:06 am

1 stop5h 06m

Chicago O'Hare Intl

Wed 10/15

12:03 pm-10:34 pm

1 stop10h 31m

$433

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 9/30

3:30 pm-9:36 pm

1 stop6h 06m

Chicago O'Hare Intl

Sat 10/4

7:10 am-12:57 pm

1 stop5h 47m

$467

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Mon 9/29

5:30 am-4:20 pm

2 stops10h 50m

Chicago O'Hare Intl

Fri 10/3

3:35 pm-11:58 pm

2 stops8h 23m

$477

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Tue 9/30

5:30 am-1:01 pm

2 stops7h 31m

Chicago O'Hare Intl

Sat 10/4

6:15 am-5:16 pm

2 stops11h 01m

$477

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 10/9

12:33 pm-7:43 pm

2 stops7h 10m

Chicago O'Hare Intl

Wed 10/15

8:55 am-4:31 pm

2 stops7h 36m

$478

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/16

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

What is the cheapest month to book a flight from Odessa to Illinois?

Currently, August is the cheapest month in which you can book a flight from Odessa to Illinois (average of $245). Flying from Odessa to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from OD3 to IL?

Find hourly flight availability from Odessa to Illinois. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 16, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Odessa to Illinois as you normally would.

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 September 16, 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
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Overall

8.0

Boarding

8.1

Entertainment

7.5

Food

7.0

Crew

8.6

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.

Related info for your journey

Find useful and relevant information for your journey from Odessa to Illinois. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Odessa to Illinois?

    There are many flights that can get you from Odessa to Illinois in 5h. Fly via American Airlines, Delta, or Southwest to get the fastest option. Airlines will cover a distance of 1047 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • Can I find deals for flights from Odessa to Illinois that include hotel bookings?

    Yes. In addition to deals on Odessa to Illinois flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Odessa to Illinois?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Odessa to Illinois.

  • Can I find deals for business class flights from Odessa to Illinois?

    Yes. Cheapflights offers flight deals from Odessa to Illinois by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Odessa to Illinois?

    Currently, August is the cheapest month in which you can book a flight from Odessa to Illinois (average of $245). Flying from Odessa to Illinois in March is currently the most expensive (average of $321). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$216Average$496FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$255Average$550FlexibilityNo cancel feeOn-time71%

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