$282+ Cheap flights from Odessa, TX to Chicago (CHI)
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 3/4. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from Odessa to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.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 January 30, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $282 (United Airlines) |
Find flight deals from Odessa to Chicago
Cheapest flights from Odessa to ChicagoExplore 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 January 30, 2025.
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 January 30, 2025.
This United Airlines deal was found by Cheapflights users on 1/30. 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.
This Delta deal was found by Cheapflights users on 1/30. 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.
This American Airlines deal was found by Cheapflights users on 1/30. 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.
This Southwest deal was found by Cheapflights users on 1/29. 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.
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 2,558,603 searches. Data last updated January 30, 2025.
Fly from
Fly to
Route
Depart
Return
Price
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Tue 3/4
5:00 am-10:09 am
1 stop5h 09m
Chicago O'Hare Intl
Fri 3/7
2:18 pm-9:40 pm
1 stop7h 22m
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Tue 3/4
5:25 am-1:49 pm
2 stops8h 24m
Chicago O'Hare Intl
Fri 3/7
2:59 pm-12:17 am
2 stops9h 18m
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Fri 2/21
5:00 am-9:36 am
1 stop4h 36m
Chicago O'Hare Intl
Mon 2/24
10:55 am-10:44 pm
1 stop11h 49m
MidlandChicago
MAF - ORD
MAFORD
Midland Intl
Fri 3/7
5:15 pm-10:35 pm
1 stop5h 20m
Chicago O'Hare Intl
Sat 3/15
12:15 pm-11:15 pm
2 stops11h 00m
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.
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, August is the cheapest month in which you can book a flight from Odessa to Chicago (average of $245). Flying from Odessa to Chicago in March is currently the most expensive (average of $325). 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 January 30, 2025.
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 January 30, 2025.
Read through reviews of airlines operating flights from Odessa to Chicago, such as Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Justin,May 2024
AUS - SAN
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Justin,May 2024
AUS - SAN
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Justin,May 2024
AUS - SAN
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Justin,May 2024
AUS - SAN
Food
Boarding
Entertainment
Overall
Comfort
Crew
Reviews
Justin,May 2024
AUS - SAN
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.
Traveling to a place near Odessa?
Book flights to Odessa if you plan to visit one of these locationsBrowse 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 Odessa to Chicago
See prices for flight routes from nearby airports that may be better suited for you.
Top 2 airlines flying from Odessa to Chicago
Discover the top 2 airlines 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 2,558,603 searches. Data last updated January 30, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$276 | Average$347 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$381 | Average$496 | FlexibilityNo cancel fee | On-time63% |