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.

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).

What is the cheapest time of day to fly from CHI to OD3?

When flying from Chicago to Odessa, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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.

Find Cheap Flights from Chicago to Odessa

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Find flight deals from Chicago to Odessa

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Popular in	October
Cheapest in	November
Average price	$671

Provider with most accurate pricing for Chicago (CHI)-Midland Intl flight deals.

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High demand for flights, 0% potential price rise

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Cheapest flight prices on average. 3% potential price decrease ($20 potential savings vs. average RT price).

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Average for round-trip flights in October 2026

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Reviews of airlines servicing Odessa

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Odessa have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

7.9

Good

4,217 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Southwest

7.9

Good

4,217 reviews

Southwest

7.9

Good

4,217 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

United Airlines

7.3

Good

10,453 reviews

Southwest

7.9

Good

4,217 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

American Airlines

7.0

Good

12,210 reviews

Southwest

7.9

Good

4,217 reviews

Reviews

1 / 20

2.0

Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

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.

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Chicago to Odessa

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	Cheapest$347	Average$473	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$379	Average$434	FlexibilityNo cancel fee	On-time71%

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Find cheap flights from Chicago to Odessa with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Odessa

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Average price

Reviews of airlines servicing Odessa

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Odessa have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

How can I find direct flights from Chicago to Odessa?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Odessa

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Odessa by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Odessa by cabin class

Find flights from Chicago to Odessa, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Odessa flights

Browse other Chicago and Odessa flight options. Last updated on October 30, 2026.

Other flights from Chicago

Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 30, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 2 airlines flying from Chicago to Odessa

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Cheap flights from Chicago (CHI) to Odessa, TX

Find cheap flights from Chicago to Odessa with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Find flight deals from Chicago to Odessa

Most accurate provider

Most trusted provider

Popular in

Cheapest in

Average price

Reviews of airlines servicing Odessa

See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Chicago to Odessa have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

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

How can I find direct flights from Chicago to Odessa?

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Odessa

See prices for flight routes from nearby airports that may be better suited for you.

Complete your trip

Complete your trip to Odessa by adding a car rental and/or hotel reservation to your travel itinerary.

Search flights from Chicago to Odessa by cabin class

Find flights from Chicago to Odessa, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Chicago and Odessa flights

Browse other Chicago and Odessa flight options. Last updated on October 30, 2026.

Other flights from Chicago

Browse through other flights departing from Chicago. Flights are based on user searches made on Cheapflights and were last updated on October 30, 2026.

Popular flight searches

Check out other popular destinations found by fellow travelers in 2026

Top 2 airlines flying from Chicago to Odessa

100% Free

Book with Flexibility

Travel Smart