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Odessa

$286+ Cheap flights from Chicago (CHI) to Odessa, TX

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 2/4. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MAF
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
1 adult, Economy
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Cheap flight deals from Chicago to Odessa

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Odessa (OD3). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 22, 2024.

Round-trip from

$286
(Delta)

Popular in

November

Cheapest in

July

Average price

$406
From Chicago (CHI) to Odessa
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High demand for flights, 11% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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Find flight deals from Chicago to Odessa

Cheapest flights from Chicago to Odessa
Explore the most affordable flight options available from Chicago to Odessa. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 22, 2024.

This American Airlines deal was found by Cheapflights users on 12/21. 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 12/2811:10 amORD - MAF
1 stop6h 42mAmerican Airlines
Fri 1/37:17 amMAF - ORD
1 stop5h 42mAmerican Airlines
Deal found 12/21$736
This Southwest deal was found by Cheapflights users on 12/21. 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.
Sun 12/295:45 pmORD - MAF
1 stop6h 10mSouthwest
Mon 12/306:10 amMAF - ORD
2 stops8h 15mSouthwest
Deal found 12/21$741
This Delta deal was found by Cheapflights users on 12/21. 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.
Sat 12/289:55 amORD - MAF
2 stops14h 17mDelta
Fri 1/35:25 amMAF - ORD
2 stops8h 27mDelta
Deal found 12/21$746
This United Airlines deal was found by Cheapflights users on 12/21. 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 12/282:23 pmORD - MAF
1 stop7h 29mUnited Airlines
Fri 1/35:20 pmMAF - ORD
2 stops16h 28mUnited Airlines
Deal found 12/21$761

Find flights from Chicago to Odessa within your budget

Customize your flight search to find flights from Chicago 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 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/4

2:55 pm-12:17 am

2 stops9h 22m

Midland Intl

Tue 2/11

1:07 pm-11:49 pm

2 stops10h 42m

$286

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/4

1:13 pm-5:52 pm

1 stop4h 39m

Midland Intl

Tue 2/11

12:24 pm-9:04 pm

1 stop8h 40m

$309

ChicagoMidland

ORD - MAF

ORDMAF

Chicago O'Hare Intl

Tue 2/4

3:40 pm-11:41 pm

1 stop8h 01m

Midland Intl

Tue 2/11

7:10 pm-9:31 am

2 stops14h 21m

$405

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/20

Best time to book a flight from Chicago to Odessa

Have a flexible travel schedule? Discover the best time to fly to Odessa from Chicago 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.

Travel insights for flights from Chicago to Odessa

Get recent, data-driven insights about flights from Chicago to Odessa including ideal travel times, pricing trends, and more.

Rainfall in Odessa by month

Plan your trip to Odessa by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Odessa ranges from 0.6 - 2.2 inches per month. September is typically the wettest month, when rainfall can reach 2.2 in. January is typically the driest time to visit Odessa when rainfall is around 0.6 in.

Temperature in Odessa by month

Plan your trip to Odessa by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Odessa, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 44.6 F).

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 22, 2024.
To help decide which airline to fly from Chicago to Odessa, see what other customers have to say about Delta, American Airlines and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,594 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,594 reviews
Delta
8.0
Very good
8,594 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
9,028 reviews
Delta
8.0
Very good
8,594 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,594 reviews

Comfort

8.0

Entertainment

7.9

Overall

8.0

Food

7.3

Boarding

8.2

Crew

8.6

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Chicago 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.

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

    Currently, April is the cheapest month in which you can book a flight from Chicago to Odessa (average of $336). Flying from Chicago to Odessa in March is currently the most expensive (average of $453). 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.

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Top airline flying from Chicago to Odessa

Discover the top airline that operate flights from Chicago 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 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$298Average$473FlexibilityNo cancel feeOn-time71%
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