
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $104 (Kiwi.com) |
One-way from | $44 (Expedia) |
Popular in | May |
Cheapest in | October |
Average price | $370 |
Good round-trip deal | $297 or less |
Good one-way deal | $146 or less |
Fly from
Fly to
Route
Depart
Return
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Sat 5/16
6:00 am-6:28 pm
2 stops12h 28m
Dallas/Fort Worth
Tue 5/19
5:48 am-11:09 am
1 stop5h 21m
ChicagoTulsa
MDW - TUL
MDWTUL
Chicago Midway
Wed 5/6
9:05 pm-11:00 pm
Nonstop1h 55m
Tulsa
Wed 5/13
3:10 pm-4:50 pm
Nonstop1h 40m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Thu 5/28
12:30 pm-5:25 pm
1 stop4h 55m
Dallas/Fort Worth
Mon 6/1
5:20 am-10:29 am
1 stop5h 09m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Sat 5/16
8:10 am-1:57 pm
1 stop5h 47m
Dallas/Fort Worth
Tue 5/19
1:58 pm-8:26 pm
1 stop6h 28m
ChicagoTulsa
MDW - TUL
MDWTUL
Chicago Midway
Wed 5/6
10:41 am-3:57 pm
1 stop5h 16m
Tulsa
Wed 5/13
4:28 pm-9:09 pm
1 stop4h 41m
ChicagoTulsa
ORD - TUL
ORDTUL
Chicago O'Hare Intl
Wed 5/6
11:19 am-6:03 pm
1 stop6h 44m
Tulsa
Wed 5/13
4:28 pm-11:59 pm
1 stop7h 31m
ChicagoDallas
MDW - DFW
MDWDFW
Chicago Midway
Sat 5/23
9:22 am-2:15 pm
1 stop4h 53m
Dallas/Fort Worth
Mon 5/25
5:20 am-12:42 pm
1 stop7h 22m
ChicagoDallas
ORD - DFW
ORDDFW
Chicago O'Hare Intl
Thu 5/21
7:15 am-9:58 am
Nonstop2h 43m
Dallas/Fort Worth
Mon 5/25
7:34 pm-12:45 am
1 stop5h 11m
ChicagoTulsa
MDW - TUL
MDWTUL
Chicago Midway
Thu 4/30
9:50 pm-11:45 pm
Nonstop1h 55m
Tulsa
Mon 5/4
3:55 pm-5:40 pm
Nonstop1h 45m
ChicagoTulsa
MDW - TUL
MDWTUL
Chicago Midway
Mon 5/4
10:20 am-12:15 pm
Nonstop1h 55m
Tulsa
Tue 5/12
5:05 am-6:50 am
Nonstop1h 45m
Currently, February is the cheapest month in which you can book a flight from Chicago to Oklahoma (average of $163). Flying from Chicago to Oklahoma in March is currently the most expensive (average of $286). 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.
It’s optimal to fly from Chicago to Oklahoma at noon. By choosing this option you can save up to 26% on the cost of your flight, compared to a flight in the evening.
Travelers seeking maximum savings on their Chicago to Oklahoma flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from CHI to USOK are scheduled on a Friday (31 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (26 on average).
Comfort
Crew
Entertainment
Overall
Food
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Comfort
Crew
Entertainment
Overall
Food
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Comfort
Crew
Entertainment
Overall
Food
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Comfort
Crew
Entertainment
Overall
Food
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
Comfort
Crew
Entertainment
Overall
Food
Boarding
Reviews
Dominic,Mar 2026
MCO - SMF
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$122 | Average$353 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$160 | Average$274 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$163 | Average$424 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$246 | Average$426 | FlexibilityNo cancel fee | On-time71% |