Chicago

$238+ Cheap flights from Odessa, TX to Chicago (CHI)

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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
MAF — CHI
Nov 25 — Dec 21
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Cheap flight deals from Odessa to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Odessa (OD3) to Chicago (CHI). 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 November 20, 2024.

Popular in

February

Cheapest in

November

Round-trip from

$335
(American Airlines)

One-way from

$238
(Southwest)
High demand for flights, 46% potential price rise
Best time to find cheap flights, 49% potential price drop
From Odessa to Chicago (CHI)
One-way flight from Odessa to Chicago (CHI)

Find flight deals from Odessa to Chicago

Cheapest flights from Odessa to Chicago
Explore the most affordable flight options available from Odessa to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Southwest deal was found by Cheapflights users on 11/19. 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.
Mon 12/236:10 amMAF - ORD
1 stop4h 35mSouthwest
Sat 12/287:30 amORD - MAF
1 stop6h 50mSouthwest
Deal found 11/19$426
This American Airlines deal was found by Cheapflights users on 11/19. 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 11/247:29 amMAF - ORD
1 stop7h 23mAmerican Airlines
Mon 11/2511:45 amORD - MAF
1 stop6h 19mAmerican Airlines
Deal found 11/19$736

Find flights from Odessa to Chicago within your budget

Customize your flight search to find flights from Odessa to Chicago 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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 3/1

6:28 pm-8:23 am

1 stop13h 55m

Chicago O'Hare Intl

Sat 3/8

11:50 am-5:55 pm

1 stop6h 05m

$335

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Fri 1/3

1:30 pm-10:00 pm

2 stops8h 30m

Chicago O'Hare Intl

Sun 1/5

7:30 am-3:55 pm

1 stop8h 25m

$411

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 3/1

4:56 pm-9:25 am

2 stops16h 29m

Chicago O'Hare Intl

Sat 3/8

4:00 pm-11:30 pm

1 stop7h 30m

$480

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Sat 3/1

5:25 am-3:45 pm

2 stops10h 20m

Chicago O'Hare Intl

Sat 3/8

5:45 am-5:07 pm

2 stops11h 22m

$582

MidlandChicago

MAF - ORD

MAFORD

Midland Intl

Thu 12/12

6:45 am-3:00 pm

2 stops8h 15m

$238

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/18

Best time to book a flight from Odessa to Chicago

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

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

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

Currently, September is the cheapest month in which you can book a flight from Odessa to Chicago (average of $232). Flying from Odessa to Chicago in June is currently the most expensive (average of $308). 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.

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

Find hourly flight availability from Odessa to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

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

Rainfall in Chicago by month

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

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

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

If weather is an important factor for your trip to Chicago, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated November 20, 2024.
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

8.1
Very good
5,014 reviews
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

8.0
Very good
8,756 reviews
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

7.4
Good
9,171 reviews
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

7.2
Good
10,000 reviews
8.1
Very good
5,014 reviews

Overall

8.1

Entertainment

7.7

Comfort

8.1

Crew

8.7

Boarding

8.2

Food

7.2

Reviews

1 / 10

Wish the there were an electrical outlet to plug the phone. it died within 10 minutes of being in the air.

Related info for your journey

Find useful and relevant information for your journey from Odessa to Chicago. 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 Odessa to Chicago that include hotel bookings?

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

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

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

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

    Yes. Cheapflights offers flight deals from Odessa to Chicago 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 Odessa to Chicago?

    Currently, September is the cheapest month in which you can book a flight from Odessa to Chicago (average of $232). Flying from Odessa to Chicago in June is currently the most expensive (average of $308). 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.

See more FAQs

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Alternative routes for Odessa to Chicago

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

Top airline flying from Odessa to Chicago

Discover the top airline that operate flights from Odessa to Chicago. 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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$276Average$347FlexibilityNo cancel feeOn-time71%
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