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Odessa

$274+ 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 2/16. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — MAF
Mar 5 — Mar 121
Thu 3/5
Thu 3/12
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 February 3, 2026.

This American Airlines deal was found by Cheapflights users on 1/31. 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.
Sun 4/266:05 am
ORD
-
MAF
1 stop7h 40m
American Airlines
Sat 5/29:15 am
MAF
-
ORD
1 stop10h 40m
American Airlines
Deal found 1/31$384
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2611:45 am
ORD
-
MAF
1 stop5h 36m
American Airlines
Tue 3/35:00 am
MAF
-
ORD
1 stop4h 45m
American Airlines
Deal found 2/1$421
This United Airlines deal was found by Cheapflights users on 1/31. 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 4/265:48 am
ORD
-
MAF
1 stop7h 44m
United Airlines
Sat 5/27:00 am
MAF
-
ORD
2 stops15h 08m
United Airlines
Deal found 1/31$434
This United Airlines deal was found by Cheapflights users on 2/1. 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 3/15:45 am
ORD
-
MAF
1 stop5h 40m
United Airlines
Sun 3/87:03 pm
MAF
-
ORD
1 stop4h 56m
United Airlines
Deal found 2/1$444
This United Airlines deal was found by Cheapflights users on 1/31. 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 2/184:00 pm
ORD
-
MAF
1 stop7h 15m
United Airlines
Sat 2/215:00 am
MAF
-
ORD
2 stops10h 36m
United Airlines
Deal found 1/31$474
This Southwest deal was found by Cheapflights users on 2/2. 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.
Tue 2/172:15 pm
ORD
-
MAF
1 stop8h 00m
Southwest
Sat 2/216:20 am
MAF
-
ORD
1 stop7h 45m
Southwest
Deal found 2/2$487
This United Airlines deal was found by Cheapflights users on 2/1. 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.
Thu 2/265:20 pm
ORD
-
MAF
1 stop5h 55m
United Airlines
Tue 3/37:00 am
MAF
-
ORD
2 stops13h 22m
United Airlines
Deal found 2/1$488
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/55:00 am
ORD
-
MAF
1 stop6h 52m
American Airlines
Sun 3/85:00 am
MAF
-
ORD
1 stop4h 45m
American Airlines
Deal found 2/1$500
This American Airlines deal was found by Cheapflights users on 2/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/15:00 am
ORD
-
MAF
1 stop4h 42m
American Airlines
Sun 3/86:07 pm
MAF
-
ORD
1 stop5h 29m
American Airlines
Deal found 2/1$511

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 February 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$384
(American Airlines)

One-way from

$274
(United Airlines)

Popular in

August

Cheapest in

September

Average price

$582
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. 9% potential increase in price ($49 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in February 2026
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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 February 3, 2026.
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

Thu 2/26

11:45 am-5:21 pm

1 stop5h 36m

Midland Intl

Tue 3/3

5:00 am-9:45 am

1 stop4h 45m

$421

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sun 4/26

5:48 am-1:32 pm

1 stop7h 44m

Midland Intl

Sat 5/2

7:00 am-10:08 pm

2 stops15h 08m

$434

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Sun 3/1

5:45 am-11:25 am

1 stop5h 40m

Midland Intl

Sun 3/8

7:03 pm-11:59 pm

1 stop4h 56m

$444

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Wed 2/18

4:00 pm-11:15 pm

1 stop7h 15m

Midland Intl

Sat 2/21

5:00 am-3:36 pm

2 stops10h 36m

$474

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/17

2:15 pm-10:15 pm

1 stop8h 00m

Midland Intl

Sat 2/21

6:20 am-2:05 pm

1 stop7h 45m

$487

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/17

4:00 pm-9:44 pm

1 stop5h 44m

Midland Intl

Sat 2/21

7:00 am-12:37 pm

1 stop5h 37m

$487

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Thu 2/26

5:20 pm-11:15 pm

1 stop5h 55m

Midland Intl

Tue 3/3

7:00 am-8:22 pm

2 stops13h 22m

$488

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/16

4:00 pm-9:44 pm

1 stop5h 44m

$274

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Mon 2/16

3:05 pm-11:50 pm

2 stops8h 45m

$302

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Fri 2/13

2:58 pm-10:49 pm

1 stop7h 51m

$395

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 11 results
1
2

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 February 3, 2026.
Peruse reviews from past customers who have flown with United Airlines and 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.
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
United Airlines
7.4
Good
9,236 reviews
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!
American Airlines
7.2
Good
11,216 reviews
United Airlines
7.4
Good
9,236 reviews

Boarding

7.7

Crew

8.1

Entertainment

7.1

Overall

7.4

Comfort

7.3

Food

6.6

Reviews

1 / 20
8.0
Excellent

Ruth,Dec 2024

ORD - AMS

United Airlines flights seem to always use a bus to/from the boarding gate to the plane. Can they not get their own gate? This time there was no lift when leaving the plane and people in wheelchairs somehow had to climb down the steps to the ground to get to the bus. I udon’t know how some managed that!

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 36m. 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 2 airlines flying from O'Hare Intl to Odessa

Discover the top 2 airlines 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 February 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$377FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$285Average$372FlexibilityNo cancel feeOn-time69%

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