Menu

Cheap flights from Chicago to Odessa (CHI - MAF)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Chicago (CHI) to Odessa (MAF)

CHI - MAF
Price
$198 - $698

Popular in

May

High demand for flights, 38% potential price rise

Cheapest in

August

Best time to find cheap flights, 54% potential price drop

Average price

$406

Average for round-trip flights in October 2020

Round-trip from

$198

From Chicago to Odessa

Flight route prices based on searches on Cheapflights within the last 3 days, monthly prices based on aggregated historical data.
What is the cheapest day to fly round-trip from Chicago to Odessa?

Users have found that leaving on a Wednesday can be a cost-effective option. It’s possible to save up to 24% on your flight compared to booking on days when demand is much higher.

When is the cheapest time to fly from Chicago to Odessa (CHI - MAF)?

It’s typically best to fly out from Chicago to Odessa in the morning. Doing so could potentially save you 14% on the flight price compared to flying in the afternoon, which is usually more expensive.

Cheap flights from Chicago to Odessa in October, November 2020

The best prices found for CHI to MAF flights for October, November
13 Nov - 15 Nov
$342pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
MAF
Midland Intl
MAF
Midland Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Nov - 11 Nov
$356pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
MAF
Midland Intl
MAF
Midland Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Nov - 11 Nov
$362pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
MAF
Midland Intl
MAF
Midland Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Chicago to Odessa 2020 flight deals

Cheap flights to Odessa from Chicago found for this year
13 Nov - 15 Nov
$342pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
MAF
Midland Intl
MAF
Midland Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
9 Nov - 11 Nov
$356pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
MAF
Midland Intl
MAF
Midland Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
9 Nov - 11 Nov
$362pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
MAF
Midland Intl
MAF
Midland Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Odessa

Late deals on round-trip flights to Odessa from Chicago, departing today and this week
4 Nov - 11 Nov
$389pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
MAF
Midland Intl
MAF
Midland Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
4 Nov - 11 Nov
$397pp
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
MAF
Midland Intl
MAF
Midland Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
4 Nov - 11 Nov
$466pp
ORD
Chicago O'Hare Intl
United Airlines
 
1 STOP
MAF
Midland Intl
MAF
Midland Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl

Related info for your journey

Useful info, stats and facts about Chicago to Odessa flights.

Flight FAQs

From Chicago to Odessa

Are flight prices decreasing from Chicago to Midland due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Chicago and Midland for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

Which airlines flying from Chicago to Midland Intl have flexible cancellations due to COVID-19?

American Airlines and United Airlines are some of the carriers that may have flexible cancellation policies. You can use our site to filter for other airlines that may also have this kind of flexibility.

Can I find flights from Chicago to Odessa for under $400 on Cheapflights?

Yes, there are multiple flights from Chicago to Odessa for under $400. The cheapest flight booked recently is on United Airlines for just $342, but on average you can expect to pay $457.

Are there nonstop flights from Chicago to Odessa for under $300 on Cheapflights?

There are no nonstop flights from Chicago to Odessa, but Cheapflights can provide you with all the information you need to find the fastest route with the fewest stops.

Are there last-minute flights available from Chicago to Odessa for under $400?

There are currently 4+ open flights from Chicago to Odessa within the next 7 days for less than $400.

Is Chicago weather warmer or cooler than Midland?

With an average temperature of 95 °F, peak weather can be found in June. As a traveler, expect to see changes in flight prices during that period. The temperatures in Midland are hotter than in Chicago.

How long is the flight from Chicago to Odessa?

American Airlines and United Airlines can get you from Chicago to Odessa in just under 4h 58m. Your travel time can differ by up to 1h 10m. This flight may include one or multiple stops.

What are the cheapest airlines flying from Chicago to Odessa round-trip?

United Airlines, at $342, was found to be the cheapest airline from Chicago to Odessa. An alternate airline flying to your destination would be American Airlines. United Airlines is priced at 21% lower than the current average price of a flight leaving 3 months from now.

Alternative routes for Chicago to Odessa

Destination information for Odessa

Things to know before you go. Useful info for your trip from Chicago to Odessa

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)

Airports servicing Midland

Home North America USA Texas Midland Cheap flights from Chicago to Odessa