$208+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — ORD
May 18 — May 251
Round-trip
1 adult, Economy
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Find cheap flights from Odessa to Illinois with Cheapflights
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Cheapest flights from Odessa to IllinoisExplore 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 April 18, 2026.
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 April 18, 2026.
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:16 pm
MAF
- ORD
1 stop5h 32m
American Airlines
Sat 5/168:20 am
ORD
- MAF
1 stop5h 25m
American Airlines
Deal found 4/15![American Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sat 5/95:30 am
MAF
- ORD
2 stops10h 00m
Southwest
Sat 5/166:15 am
ORD
- MAF
1 stop8h 50m
Southwest
Deal found 4/15![Southwest logo]()
$410
This United Airlines deal was found by Cheapflights users on 4/13. 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 5/51:45 pm
MAF
- ORD
1 stop7h 38m
United Airlines
Wed 5/65:30 am
ORD
- MAF
1 stop8h 02m
United Airlines
Deal found 4/13![United Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:47 pm
MAF
- ORD
1 stop5h 55m
American Airlines
Sun 6/75:00 am
ORD
- MAF
1 stop5h 06m
American Airlines
Deal found 4/15![American Airlines logo]()
$450
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Fri 8/215:31 pm
MAF
- ORD
1 stop5h 39m
American Airlines
Thu 8/275:50 pm
ORD
- MAF
1 stop4h 44m
American Airlines
Deal found 4/16![American Airlines logo]()
$456
This Southwest deal was found by Cheapflights users on 4/13. 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.
Mon 5/46:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Mon 5/114:15 pm
ORD
- MAF
1 stop6h 55m
Southwest
Deal found 4/13![Southwest logo]()
$461
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:00 am
MAF
- ORD
1 stop5h 20m
United Airlines
Sun 6/215:00 am
ORD
- MAF
1 stop5h 57m
United Airlines
Deal found 4/16![United Airlines logo]()
$473
This Southwest deal was found by Cheapflights users on 4/13. 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.
Tue 4/286:50 am
MAF
- ORD
1 stop4h 20m
Southwest
Sat 5/26:15 am
ORD
- MAF
1 stop8h 50m
Southwest
Deal found 4/13![Southwest logo]()
$507
This American Airlines deal was found by Cheapflights users on 4/16. 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.
Mon 6/296:47 pm
MAF
- ORD
1 stop5h 48m
American Airlines
Mon 7/64:47 pm
ORD
- MAF
1 stop6h 22m
American Airlines
Deal found 4/16![American Airlines logo]()
$511
Best flights from Odessa to IllinoisDiscover carefully curated flight deals from Odessa to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 18, 2026.
Discover carefully curated flight deals from Odessa to Illinois that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 18, 2026.
This United Airlines deal was found by Cheapflights users on 4/13. 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 5/51:45 pm
MAF
- ORD
1 stop7h 38m
United Airlines
Wed 5/65:30 am
ORD
- MAF
1 stop8h 02m
United Airlines
Deal found 4/13![United Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:47 pm
MAF
- ORD
1 stop5h 55m
American Airlines
Sun 6/75:00 am
ORD
- MAF
1 stop5h 06m
American Airlines
Deal found 4/15![American Airlines logo]()
$450
This Southwest deal was found by Cheapflights users on 4/13. 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.
Mon 5/46:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Mon 5/114:15 pm
ORD
- MAF
1 stop6h 55m
Southwest
Deal found 4/13![Southwest logo]()
$461
This United Airlines deal was found by Cheapflights users on 4/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/165:00 am
MAF
- ORD
1 stop5h 20m
United Airlines
Sun 6/215:00 am
ORD
- MAF
1 stop5h 57m
United Airlines
Deal found 4/16![United Airlines logo]()
$473
This Southwest deal was found by Cheapflights users on 4/13. 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.
Tue 4/286:50 am
MAF
- ORD
1 stop4h 20m
Southwest
Sat 5/26:15 am
ORD
- MAF
1 stop8h 50m
Southwest
Deal found 4/13![Southwest logo]()
$507
This American Airlines deal was found by Cheapflights users on 4/17. 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 6/296:47 pm
MAF
- ORD
1 stop5h 48m
American Airlines
Mon 7/64:47 pm
ORD
- MAF
1 stop6h 22m
American Airlines
Deal found 4/17![American Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 4/15. 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.
Thu 4/306:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Mon 5/43:45 pm
ORD
- MAF
2 stops7h 25m
Southwest
Deal found 4/15![Southwest logo]()
$517
Last-minute flights from Odessa to IllinoisDiscover last-minute flight deals from Odessa to Illinois. Data last updated April 18, 2026 and is based on user searches.
Discover last-minute flight deals from Odessa to Illinois. Data last updated April 18, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 4/13. 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.
Tue 4/286:50 am
MAF
- ORD
1 stop4h 20m
Southwest
Sat 5/26:15 am
ORD
- MAF
1 stop8h 50m
Southwest
Deal found 4/13![Southwest logo]()
$507
This Southwest deal was found by Cheapflights users on 4/15. 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.
Thu 4/306:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Mon 5/44:15 pm
ORD
- MAF
1 stop6h 55m
Southwest
Deal found 4/15![Southwest logo]()
$512
This Southwest deal was found by Cheapflights users on 4/16. 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.
Fri 5/16:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Tue 5/56:15 am
ORD
- MAF
1 stop7h 25m
Southwest
Deal found 4/16![Southwest logo]()
$522
This Southwest deal was found by Cheapflights users on 4/13. 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.
Mon 5/46:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Mon 5/114:15 pm
ORD
- MAF
1 stop6h 55m
Southwest
Deal found 4/13![Southwest logo]()
$461
This United Airlines deal was found by Cheapflights users on 4/13. 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 5/51:45 pm
MAF
- ORD
1 stop7h 38m
United Airlines
Wed 5/65:30 am
ORD
- MAF
1 stop8h 02m
United Airlines
Deal found 4/13![United Airlines logo]()
$441
This American Airlines deal was found by Cheapflights users on 4/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:16 pm
MAF
- ORD
1 stop5h 32m
American Airlines
Sat 5/168:20 am
ORD
- MAF
1 stop5h 25m
American Airlines
Deal found 4/15![American Airlines logo]()
$377
This Southwest deal was found by Cheapflights users on 4/15. 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.
Sat 5/95:30 am
MAF
- ORD
2 stops10h 00m
Southwest
Sat 5/166:15 am
ORD
- MAF
1 stop8h 50m
Southwest
Deal found 4/15![Southwest logo]()
$410
One-way flights from Odessa to IllinoisSearch for one-way flight options from Odessa to Illinois. Find affordable one-way fares based on user searches. Data last updated April 18, 2026.
Search for one-way flight options from Odessa to Illinois. Find affordable one-way fares based on user searches. Data last updated April 18, 2026.
This Southwest deal was found by Cheapflights users on 4/13. 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 5/76:00 am
MAF
- ORD
2 stops7h 15m
Southwest
Deal found 4/13![Southwest logo]()
$208
This American Airlines deal was found by Cheapflights users on 4/17. 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 5/16:16 pm
MAF
- ORD
1 stop5h 32m
American Airlines
Deal found 4/17![American Airlines logo]()
$254
This Southwest deal was found by Cheapflights users on 4/13. 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 4/306:00 am
MAF
- ORD
1 stop9h 30m
Southwest
Deal found 4/13![Southwest logo]()
$269
This Southwest deal was found by Cheapflights users on 4/17. 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 5/16:00 am
MAF
- ORD
2 stops9h 00m
Southwest
Deal found 4/17![Southwest logo]()
$312
This American Airlines deal was found by Cheapflights users on 4/13. 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 4/248:26 pm
MAF
- ORD
1 stop12h 24m
American Airlines
Deal found 4/13![American Airlines logo]()
$397
This Southwest deal was found by Cheapflights users on 4/14. 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.
Fri 4/249:50 am
MAF
- ORD
1 stop5h 40m
Southwest
Deal found 4/14![Southwest logo]()
$419
This Kiwi.com deal was found by Cheapflights users on 4/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/12:15 pm
MAF
- ORD
3 stops48h 34m
Multiple Airlines
Deal found 4/17![Multiple Airlines logo]()
$1,007
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:02 am
MAF
- ORD
3 stops34h 38m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$1,011
This Kiwi.com deal was found by Cheapflights users on 4/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/306:02 am
MAF
- ORD
3 stops34h 38m
Multiple Airlines
Deal found 4/13![Multiple Airlines logo]()
$1,050
This Kiwi.com deal was found by Cheapflights users on 4/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:16 pm
MAF
- ORD
3 stops46h 24m
Multiple Airlines
Deal found 4/14![Multiple Airlines logo]()
$1,200
Find flight deals from Odessa to Illinois
Keep the following information in mind while searching for Odessa to Illinois flight deals. Data was last updated April 18, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (American Airlines) |
One-way from | $208 (Southwest) |
Popular in | January |
Cheapest in | November |
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 April 18, 2026.
Use the filters below to find and compare flights from Odessa to Illinois that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Tue 5/5
1:45 pm-9:23 pm
1 stop7h 38m
Chicago O'Hare Intl
Wed 5/6
5:30 am-1:32 pm
1 stop8h 02m
$441
Quickest round-trip
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Wed 6/3
6:47 pm-12:42 am
1 stop5h 55m
Chicago O'Hare Intl
Sun 6/7
5:00 am-10:06 am
1 stop5h 06m
$450
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Mon 5/4
6:00 am-1:15 pm
2 stops7h 15m
Chicago O'Hare Intl
Mon 5/11
4:15 pm-11:10 pm
1 stop6h 55m
$461
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Tue 6/16
5:00 am-10:20 am
1 stop5h 20m
Chicago O'Hare Intl
Sun 6/21
5:00 am-10:57 am
1 stop5h 57m
$473
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Tue 4/28
6:50 am-11:10 am
1 stop4h 20m
Chicago O'Hare Intl
Sat 5/2
6:15 am-3:05 pm
1 stop8h 50m
$507
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Mon 6/29
6:47 pm-12:35 am
1 stop5h 48m
Chicago O'Hare Intl
Mon 7/6
4:47 pm-11:09 pm
1 stop6h 22m
$511
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Thu 4/30
6:00 am-1:15 pm
2 stops7h 15m
Chicago O'Hare Intl
Mon 5/4
3:45 pm-11:10 pm
2 stops7h 25m
$517
Cheapest one-way
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Thu 5/7
6:50 am-3:00 pm
1 stop8h 10m
$224
Quickest one-way
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Fri 5/1
6:16 pm-11:48 pm
1 stop5h 32m
$254
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Fri 5/1
6:00 am-3:00 pm
2 stops9h 00m
$312
Showing 1-10 of 14 resultsSorted by cheapest first
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.
MAF-ORD
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
OD3-USIL
MAF-ORD
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 April 18, 2026.
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.
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
Crew
8.6
Food
7.0
Comfort
8.0
Boarding
8.1
Overall
8.0
Entertainment
7.5
Reviews
1 / 20
6.0
GoodScott,Feb 2026
HOU - FLL
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.
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Alternative routes for Odessa to Illinois
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Complete your trip
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Odessa and Illinois flights
Browse other Odessa and Illinois flight options. Last updated on April 18, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Odessa to Illinois
Discover the top airline 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 April 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$290 | Average$404 | FlexibilityNo cancel fee | On-time71% |