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Odessa

$224+ 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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MAF
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheap 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$277
(American Airlines)

One-way from

$224
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$406
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. 6% potential increase in price ($29 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find 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 October 30, 2025.

This American Airlines deal was found by Cheapflights users on 10/30. 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 12/65:18 pmORD - MAF
1 stop5h 16mAmerican Airlines
Mon 12/89:08 amMAF - ORD
1 stop10h 27mAmerican Airlines
Deal found 10/30$277
This United Airlines deal was found by Cheapflights users on 10/30. 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 12/62:21 pmORD - MAF
1 stop7h 38mUnited Airlines
Mon 12/85:00 amMAF - ORD
2 stops13h 50mUnited Airlines
Deal found 10/30$402
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/204:00 pmORD - MAF
1 stop7h 25mUnited Airlines
Sat 12/275:00 amMAF - ORD
1 stop5h 08mUnited Airlines
Deal found 10/29$423
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/146:00 amORD - MAF
1 stop5h 24mUnited Airlines
Sat 11/155:00 amMAF - ORD
1 stop5h 02mUnited Airlines
Deal found 10/29$447
This American Airlines deal was found by Cheapflights users on 10/30. 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 11/218:10 amORD - MAF
1 stop5h 44mAmerican Airlines
Sun 11/235:00 amMAF - ORD
1 stop5h 01mAmerican Airlines
Deal found 10/30$449
This American Airlines deal was found by Cheapflights users on 10/30. 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 12/208:58 pmORD - MAF
1 stop11h 43mAmerican Airlines
Sun 12/284:29 pmMAF - ORD
1 stop6h 46mAmerican Airlines
Deal found 10/30$453
This United Airlines deal was found by Cheapflights users on 10/29. 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 11/218:59 amORD - MAF
2 stops31h 27mUnited Airlines
Sun 11/231:55 pmMAF - ORD
1 stop5h 45mUnited Airlines
Deal found 10/29$519
This United Airlines deal was found by Cheapflights users on 10/28. 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 11/612:45 pmORD - MAF
1 stop5h 30mUnited Airlines
Sun 11/91:55 pmMAF - ORD
1 stop7h 03mUnited Airlines
Deal found 10/28$547
This Delta deal was found by Cheapflights users on 10/30. 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 11/65:20 amORD - MAF
2 stops11h 11mDelta
Sat 11/812:33 pmMAF - ORD
2 stops7h 50mDelta
Deal found 10/30$557
This Southwest deal was found by Cheapflights users on 10/29. 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 11/142:15 pmORD - MAF
2 stops9h 40mSouthwest
Sat 11/155:50 amMAF - ORD
1 stop7h 10mSouthwest
Deal found 10/29$579

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 October 30, 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

Sat 12/6

5:18 pm-10:34 pm

1 stop5h 16m

Midland Intl

Mon 12/8

9:08 am-7:35 pm

1 stop10h 27m

$277

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

8:58 pm-9:50 am

1 stop12h 52m

Midland Intl

Sat 2/21

5:00 am-9:48 am

1 stop4h 48m

$335

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 12/6

2:21 pm-9:59 pm

1 stop7h 38m

Midland Intl

Mon 12/8

5:00 am-6:50 pm

2 stops13h 50m

$402

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 12/20

4:00 pm-11:25 pm

1 stop7h 25m

Midland Intl

Sat 12/27

5:00 am-10:08 am

1 stop5h 08m

$423

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 11/14

6:00 am-11:24 am

1 stop5h 24m

Midland Intl

Sat 11/15

5:00 am-10:02 am

1 stop5h 02m

$447

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 11/21

6:51 pm-11:55 pm

1 stop5h 04m

Midland Intl

Sun 11/23

8:08 am-1:38 pm

1 stop5h 30m

$449

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 12/20

8:58 pm-8:41 am

1 stop11h 43m

Midland Intl

Sun 12/28

4:29 pm-11:15 pm

1 stop6h 46m

$453

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 12/20

8:58 pm-8:41 am

1 stop11h 43m

Midland Intl

Sat 12/27

5:00 am-9:44 am

1 stop4h 44m

$453

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 11/15

5:58 pm-11:15 pm

1 stop5h 17m

$224

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sat 11/15

1:23 pm-6:12 pm

1 stop4h 49m

$224

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 14 results
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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 October 30, 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
11,034 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.
American Airlines
7.2
Good
11,034 reviews
American Airlines
7.2
Good
11,034 reviews

Crew

8.0

Comfort

7.2

Food

6.4

Entertainment

6.9

Boarding

7.5

Overall

7.2

Reviews

1 / 20
10.0
Excellent

Anonymous,Jan 2025

PIT - DFW

Due to gate changes,we nearly missed our flight. The gate agent reassigned our seats and would NOT give us our assigned seats,but she did honor that same request to the man who arrived after us. Her rudeness and difficulty was not appropriate.

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 5h 16m. 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.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Odessa one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as $224. Users have also found prices from $224 and $229 on American Airlines and Southwest, respectively.

  • 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.

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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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$377FlexibilityNo cancel feeOn-time71%

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