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Odessa

$204+ Cheap flights from O'Hare Intl (ORD) to Odessa, TX

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 1/9. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MAF
Jan 11 — Jan 181
Sun 1/11
Sun 1/18
1 adult, Economy
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Cheap flight deals from O'Hare Intl to Odessa

Cheapest flights from O'Hare Intl to Odessa
Explore the most affordable flight options available from O'Hare Intl to Odessa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 12, 2025.

This United Airlines deal was found by Cheapflights users on 12/9. 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.
Wed 12/315:03 pmORD - MAF
1 stop6h 22mUnited Airlines
Mon 1/57:00 amMAF - ORD
1 stop5h 17mUnited Airlines
Deal found 12/9$380
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/2512:50 pmORD - MAF
1 stop5h 29mUnited Airlines
Mon 12/297:00 amMAF - ORD
1 stop5h 17mUnited Airlines
Deal found 12/10$415
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Thu 12/2510:35 amORD - MAF
1 stop7h 44mUnited Airlines
Tue 12/305:15 pmMAF - ORD
1 stop6h 44mUnited Airlines
Deal found 12/10$424
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/265:03 pmORD - MAF
1 stop6h 22mUnited Airlines
Tue 12/305:15 pmMAF - ORD
1 stop6h 44mUnited Airlines
Deal found 12/10$519
This Southwest deal was found by Cheapflights users on 12/10. 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 12/263:05 pmORD - MAF
2 stops9h 15mSouthwest
Tue 12/305:35 amMAF - ORD
1 stop7h 25mSouthwest
Deal found 12/10$570
This Southwest deal was found by Cheapflights users on 12/10. 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 12/251:45 pmORD - MAF
2 stops8h 25mSouthwest
Tue 12/305:35 amMAF - ORD
1 stop7h 25mSouthwest
Deal found 12/10$582
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Sat 12/138:20 pmORD - MAF
2 stops20h 19mUnited Airlines
Wed 12/171:55 pmMAF - ORD
2 stops18h 02mUnited Airlines
Deal found 12/10$756

Find flight deals from O'Hare Intl to Odessa

Keep the following information in mind while searching for O'Hare Intl to Odessa flight deals. Data was last updated December 12, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$272
(American Airlines)

One-way from

$204
(United Airlines)

Popular in

February

Cheapest in

September

Average price

$381
Provider with most accurate pricing for Chicago (CHI)-Midland Intl flight deals.
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Provider most trusted by Cheapflights users for Chicago (CHI)-Midland Intl flights.
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From Chicago O'Hare Intl to Odessa
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One-way flight from Chicago O'Hare Intl to Odessa
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Highest demand for flights based on searches. 10% potential increase in price ($54 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Odessa 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 December 12, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Odessa that are best for you.

Fly from

O'Hare Intl

Fly to

Odessa

Route

Depart

Return

Price

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/10

1:15 pm-10:54 pm

1 stop9h 39m

Midland Intl

Sat 2/14

6:14 pm-11:37 pm

1 stop5h 23m

$272

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 12/31

5:03 pm-11:25 pm

1 stop6h 22m

Midland Intl

Mon 1/5

7:00 am-12:17 pm

1 stop5h 17m

$380

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/10

9:15 am-9:54 pm

2 stops12h 39m

Midland Intl

Sat 2/14

5:00 am-12:37 pm

1 stop7h 37m

$409

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 2/21

10:40 am-4:19 pm

1 stop5h 39m

Midland Intl

Tue 2/24

11:45 am-6:55 pm

1 stop7h 10m

$416

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 12/25

10:35 am-6:19 pm

1 stop7h 44m

Midland Intl

Tue 12/30

5:15 pm-11:59 pm

1 stop6h 44m

$424

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 1/1

5:21 am-11:51 am

1 stop6h 30m

Midland Intl

Mon 1/5

6:00 am-10:54 am

1 stop4h 54m

$431

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 1/9

10:35 am-4:21 pm

1 stop5h 46m

$204

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 1/9

2:15 pm-10:15 pm

2 stops8h 00m

$229

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 1/9

2:20 pm-7:15 pm

3 stops28h 55m

$466

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/10

Best time to book a flight from O'Hare Intl to Odessa

Have a flexible travel schedule? Discover the best time to fly to Odessa from O'Hare Intl 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 Chicago O'Hare Intl Airport to Odessa
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Odessa

Get insights into the airlines that provide service to Odessa. 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 Odessa. Reviews last updated December 12, 2025.
Peruse reviews from past customers who have flown with American Airlines from Chicago O'Hare Intl Airport to Odessa to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,050 reviews

Boarding

7.5

Food

6.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.
American Airlines
7.2
Good
11,050 reviews
American Airlines
7.2
Good
11,050 reviews

Boarding

7.5

Food

6.5

Entertainment

6.9

Crew

8.0

Comfort

7.2

Overall

7.2

Reviews

1 / 20
8.0
Excellent

Monica,Nov 2025

JAC - DFW

At least there was an option of entertainment on this flight.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Odessa. 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 Chicago O'Hare Intl Airport to Odessa?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Odessa in 6h 22m. Fly via American Airlines or United Airlines to get the fastest option. There are 1047 mi between Chicago O'Hare Intl Airport and Odessa. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from O'Hare Intl to Odessa that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Odessa flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Odessa?

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

  • Can I find deals for business class flights from O'Hare Intl to Odessa?

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

See more FAQs

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Top airline flying from O'Hare Intl to Odessa

Discover the top airline that operate flights from O'Hare Intl to Odessa. 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 December 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$386FlexibilityNo cancel feeOn-time71%

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