Find Cheap Flights from Oklahoma City Will Rogers World to Chicago (OKC - CHI)

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Wed 12/13
Wed 12/20
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Good to Know

Low Season:
February
Best time to beat the crowds
2%
expected price decrease
High Season:
November
Most popular time to fly
10%
expected price increase
Average Price:
$328
(avg. price over the last 2 weeks)
Good Deal:
$249
or less (round trip)

When to Book Flights from Oklahoma City Will Rogers World to Chicago

Average price per month
Flight prices as travel date approaches
-1 day
-2 days

Top tips for Finding a Cheap Flight

Looking for a cheap flight? 25% of our users found flights on this route for $249 or less.
The cheapest flight from Oklahoma City Will Rogers World to Chicago was found 79 days before departure, on average.
Book at least 2 weeks before departure in order to get a below-average price.
High season is considered to be October, November and December. The cheapest month to fly is February.
Morning departure is around 7% more expensive than an evening flight, on average*.
*Average of the lowest prices shown in KAYAK’s search results for departures within the next 30 days

FAQs for Booking Oklahoma City Will Rogers World to Chicago Flights

How long does a flight from Oklahoma City Will Rogers World to Chicago take?
An average nonstop flight takes 1h 50m, covering a distance of 700 miles.
How many flights are there between Oklahoma City Will Rogers World and Chicago?
There are 343 (nonstop) flights between Oklahoma City Will Rogers World and Chicago per week, averaging 50 per day.
Which airlines provide the cheapest flights from Oklahoma City Will Rogers World to Chicago?
In the past 3 days, the cheapest round-trip tickets were found on Frontier ($158), Multiple Airlines ($180) and United ($200).
Do I need a passport to fly between Oklahoma City Will Rogers World and Chicago?
No.
Which airlines fly most frequently between Oklahoma City Will Rogers World and Chicago?
United (8 times daily), American Airlines (7 times daily), Alaska Airlines (6 times daily) are the most frequent flyers on this route.
What’s the cheapest day of the week to fly Oklahoma City Will Rogers World to Chicago?
For Oklahoma City Will Rogers World to Chicago, Thursday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Chicago back to Oklahoma City Will Rogers World, the best deals are generally found on Thursday, with Saturday being the most expensive.

Book cheap flights from Oklahoma City Will Rogers World to Chicago (round-trip)

Airports
Origin
Oklahoma City
$158
only
$158
Destination
Chicago
$158
only
$158
$207
only
$207
Thu, Jan 4
OKC
ORD
15h 46m
Sun, Jan 7
ORD
OKC
10h 53m
Trip: 4 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PVD
MCO
Mediocre 2.3

Not much.

Where do I start. Ticket counter at check in is an abomination even if you did it online as they suggest. The airline groups together those needing check in and those dropping off bags which makes no sense at all. Results in a long process. Nickel and dime you until the savings from a traditional airline is non-existent. Seats are uncomfortable, crew is unpleasant. No wifi or entertainment. And baggage is always delayed. Pay the money for a regular airline.

ATL
DEN
Excellent 10.0

My flight was great comfortable and quick the crew weee informal and courteous

No dislikes

LAS
SJC
Mediocre 3.3

Small, tight seats

ORD
RSW
Excellent 10.0

We had 3 kids with us and the flight was on time and the staff was very nice

MCO
IAD
Mediocre 2.3

Nothing

There is no entertainment, no charger, the crew was rudo, no food and even no water, nothing good in this flight and was expensive

Wed, Jan 10
OKC
ORD
14h 02m
Thu, Jan 11
ORD
OKC
2h 07m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, May 12
OKC
ORD
2h 10m
Sat, May 26
ORD
OKC
2h 04m
Trip: 15 days
7.4GoodShow reviews
Overall 7.4 Good
Based on 17 reviews
Overall
7.2
Boarding
7.4
Comfort
6.9
Crew
7.7
Entertainment
6.5
Food
6.4
HRL
IAH
Okay 5.3

Plane seats were so narrow that my knees were pressed into the back of seat infront of me.

OKC
ORD
Excellent 8.0

The ease of using the app for my travel info.

OKC
ORD
Good 7.3

I liked it that you got a little snack even though it was just a short flight! The boarding was very fast!

There was not very much space for the legs! The seats were very close!

EWR
CLT
Good 7.3

very comfortable seats, and plane landed early

no free entertainment for personal devices. screen was broken and controller did not work.

DEN
BOI
Excellent 8.0

Gate agent was sincere and professional.

Aircraft cabin temperature far to warm and uncomfortable.

Thu, Apr 12
OKC
ORD
5h 39m
Sat, Apr 14
ORD
OKC
6h 07m
Trip: 3 days
7.1GoodShow reviews
Overall 7.1 Good
Based on 3 reviews
Overall
7.3
Boarding
7.5
Comfort
7.1
Crew
7.8
Entertainment
6.7
Food
6.6
ORD
SAT
Excellent 10.0

Attendants were so nice as kind

OKC
ORD
Okay 5.3

Boarded on time, and was a quick flight.

There were cabin pressure issues mid-flight that really hurt my head.

PVD
PHL
Excellent 10.0

Had no problems. Everything went smoothly thank God.

BOS
MIA
Mediocre 2.0

We left late and then got stuck on the tarmac for almost 45 minutes upon returning.

LIM
CUZ
Excellent 10.0

They went above and beyond to make my travel experience an enjoyable one.

That they are not more like them on other airline carriers.

Fri, Jan 5
OKC
ORD
2h 07m
Sun, Jan 7
ORD
OKC
10h 53m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Mar 15
OKC
MDW
1h 50m
Tue, Mar 27
MDW
OKC
2h 05m
Trip: 13 days
8.5ExcellentShow reviews
Overall 8.5 Excellent
Based on 6168 reviews
Boarding
8.8
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
PDX
SJC
Excellent 8.0

The plane was completely full and it was comfortable. The flight attendants were friendly and always had a smile. Very professional.

One of the flight attendants wanted to be a stand up Comedian. It was a little trying but my wife liked his routine more than I did.

BNA
CHS
Excellent 10.0

Prompt boarding and smooth flight

RDU
MDW
Excellent 10.0

On time. Fun crew.

DAL
AUS
Excellent 10.0

Southwest is always great. Best part is they are always on time

MKE
TPA
Excellent 9.0

Personnel always seem friendly on Southwest

Can't get better in the first 60 seating positions even if you click in exactly 24 hours ahead

Tue, Jan 16
OKC
MDW
6h 39m
Mon, Jan 22
MDW
OKC
5h 15m
Trip: 7 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MCO
YYZ
Excellent 8.3

On time as scheduled.

N/A

SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

LAX
SJC
Okay 4.0

On time arrival

Small aircraft. Loud engine noise. Biased treatment for tickets booked on non Delta sites

MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

LHR
JFK
Good 7.0

Delays!

Mon, Jan 8
OKC
ORD
14h 02m
Wed, Jan 17
ORD
OKC
6h 07m
Trip: 10 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
MCO
ATL
Excellent 10.0

Flight was on time and the crew was courteous and attentive.

The layover was a bit longer than I would have liked.

PBI
TTN
Okay 4.0

The plane took off over an hr late due to lack of heat and the pilot had to reboot the system, once the plane finally took off the flught attendsnts then explained they would start the beverage service but were iut of most options and we could get ready to pay for what was left, maybe if they offered complimentary beverages at that point would've been a nice touch.

IAD
LAS
Excellent 9.0

Some questions aren't relevant to my flight. The pilot negotiated turbulence, and we arrived early.

DEN
ABQ
Excellent 8.3

Flight was delayed so our seats were moved up

Delayed connecting flight

ATL
DEN
Excellent 10.0

My flight was great comfortable and quick the crew weee informal and courteous

No dislikes

Tue, Jan 9
OKC
ORD
5h 13m
Sat, Jan 20
ORD
OKC
21h 07m
Trip: 12 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
PHX
COS
Good 6.0

5 hr delayed

ATL
DEN
Excellent 10.0

My flight was great comfortable and quick the crew weee informal and courteous

No dislikes

IAD
MCO
Excellent 10.0

Bought round trip tickets for a cheap price, was honestly expecting the worst but the seats were very comfortable & spacious. Crew was nice & helpful.

ORD
RSW
Excellent 10.0

We had 3 kids with us and the flight was on time and the staff was very nice

LAS
SJC
Mediocre 3.3

Small, tight seats

Thu, Jan 18
OKC
ORD
2h 13m
Sun, Jan 21
ORD
OKC
16h 21m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Wed, Jan 10
OKC
ORD
14h 02m
Sat, Jan 20
ORD
OKC
21h 07m
Trip: 11 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
LAS
SJC
Mediocre 3.3

Small, tight seats

PVD
MCO
Mediocre 2.3

Not much.

Where do I start. Ticket counter at check in is an abomination even if you did it online as they suggest. The airline groups together those needing check in and those dropping off bags which makes no sense at all. Results in a long process. Nickel and dime you until the savings from a traditional airline is non-existent. Seats are uncomfortable, crew is unpleasant. No wifi or entertainment. And baggage is always delayed. Pay the money for a regular airline.

MCO
ATL
Excellent 10.0

Flight was on time and the crew was courteous and attentive.

The layover was a bit longer than I would have liked.

IAD
LAS
Excellent 9.0

Some questions aren't relevant to my flight. The pilot negotiated turbulence, and we arrived early.

IAD
MCO
Excellent 10.0

Bought round trip tickets for a cheap price, was honestly expecting the worst but the seats were very comfortable & spacious. Crew was nice & helpful.

Thu, Jan 25
OKC
ORD
2h 04m
Sun, Jan 28
ORD
OKC
16h 21m
Trip: 4 days
Overall 0.0 Poor
Based on 0 reviews
Fri, Jan 12
OKC
ORD
2h 04m
Sun, Jan 14
ORD
OKC
10h 53m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Thu, Jan 11
OKC
ORD
5h 13m
Sat, Jan 20
ORD
OKC
21h 07m
Trip: 10 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
ATL
DEN
Excellent 10.0

My flight was great comfortable and quick the crew weee informal and courteous

No dislikes

DEN
ABQ
Excellent 8.3

Flight was delayed so our seats were moved up

Delayed connecting flight

COS
PHX
Mediocre 2.0

6 hr delayed

LAS
SJC
Mediocre 3.3

Small, tight seats

IAD
MCO
Excellent 10.0

Bought round trip tickets for a cheap price, was honestly expecting the worst but the seats were very comfortable & spacious. Crew was nice & helpful.

Wed, Apr 18
OKC
MDW
1h 50m
Sat, Apr 21
MDW
OKC
2h 05m
Trip: 4 days
8.5ExcellentShow reviews
Overall 8.5 Excellent
Based on 6168 reviews
Boarding
8.8
Comfort
8.5
Crew
9.0
Entertainment
8.0
Food
7.9
TPA
MKE
Good 7.3

Crew was great

Flight delayed slightly, not too bad, but it seemed to take a long time to get the plane boarded, which is unusual from my experience with Southwest

RDU
MDW
Excellent 10.0

On time. Fun crew.

PDX
SJC
Excellent 8.0

The plane was completely full and it was comfortable. The flight attendants were friendly and always had a smile. Very professional.

One of the flight attendants wanted to be a stand up Comedian. It was a little trying but my wife liked his routine more than I did.

ISP
TPA
Good 7.6

I like that two checked in bags are included in the price. ISP is close to my home and easy to get in and out of. The airline is always on time, even when there is a late departure.

The seats have changed. They are narrower in width, the knee room is less, the staff while still professional is more serious, not as fun and friendly. Spicy snacks and peanuts are limited. Cookies go better with tea and coffee on the late night flights.

MSY
DAL
Excellent 10.0

Great!

N/a

Wed, Jan 10
OKC
MDW
7h 51m
Fri, Jan 19
MDW
OKC
6h 20m
Trip: 10 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
LGA
DFW
Excellent 10.0

On time with no drama

SFO
LAX
Excellent 10.0

Excellent service and upgraded snacks in economy

Nothing

SFO
DTW
Okay 4.0

Arrived.

Late, slow, de-icing in Detroit took nearly an hour!

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

ATL
MEX
Excellent 8.6

Sandwich for dinner

Fri, Jan 26
OKC
ORD
14h 02m
Sat, Jan 27
ORD
OKC
2h 06m
Trip: 2 days
Overall 0.0 Poor
Based on 0 reviews
Sat, Jan 13
OKC
ORD
14h 02m
Wed, Jan 17
ORD
OKC
6h 07m
Trip: 5 days
5.6OkayShow reviews
Overall 5.6 Okay
Based on 33242 reviews
Overall
5.9
Boarding
6.4
Comfort
5.4
Crew
6.8
Entertainment
4.5
Food
4.7
IAD
LAS
Excellent 9.0

Some questions aren't relevant to my flight. The pilot negotiated turbulence, and we arrived early.

PBI
TTN
Okay 4.0

The plane took off over an hr late due to lack of heat and the pilot had to reboot the system, once the plane finally took off the flught attendsnts then explained they would start the beverage service but were iut of most options and we could get ready to pay for what was left, maybe if they offered complimentary beverages at that point would've been a nice touch.

PVD
MCO
Mediocre 2.3

Not much.

Where do I start. Ticket counter at check in is an abomination even if you did it online as they suggest. The airline groups together those needing check in and those dropping off bags which makes no sense at all. Results in a long process. Nickel and dime you until the savings from a traditional airline is non-existent. Seats are uncomfortable, crew is unpleasant. No wifi or entertainment. And baggage is always delayed. Pay the money for a regular airline.

LAS
SJC
Mediocre 3.3

Small, tight seats

PHX
COS
Good 6.0

5 hr delayed

Sun, Jan 21
OKC
ORD
4h 42m
Thu, Jan 25
ORD
OKC
5h 14m
Trip: 5 days
7.8GoodShow reviews
Overall 7.8 Good
Based on 14179 reviews
Overall
8.0
Boarding
8.1
Comfort
7.7
Crew
8.4
Entertainment
7.5
Food
7.3
MEX
JFK
Mediocre 3.6

Nothing really.

Boarding process was horribly handled. Food was inadequate. Stewardess was saccharine. Bathroom door didn’t shut completely. I was told this wasn’t an international flight and therefore no free alcohol. Aero Mexico flight to Mexico City had much better food, free alcohol and more attentive service personnel. Also delays because of equipment problems.

LGA
DFW
Excellent 10.0

On time with no drama

LAX
OAK
Mediocre 2.0

Due to the earthquakes, the film festival I was going to was cancelled. Ten days prior to the flight I called AeroMexico to cancel and they said there would be a cancellation penalty, which was fine. When I tried to redeem my credit, they said there was also an additional "No-show fee" even though I called to cancel 10 days prior, which left a total of $70 credit after all their penalties. I called and emailed to complain but they did nothing but pass me to someone else who was equally unhelpful. I will never fly AeroMexico for any reason in the future.

LHR
JFK
Good 7.0

Delays!

SJC
LAX
Mediocre 2.0

They were very dishonest about everything. We need to be there in Australia on Monday morning for very important event but reached Australia Monday night 8PM. Virgin Australia contatcted out their flight from SJC to LAX through Delta and Delta cancelled flights becaue no-show of Pilot to operate the plan. What a Joke???? We asked them to put us through another carrier to LAX for connecting flight they refused.Very very BAD. It was a big miss for us.. never again Delta/Virgin Australia..............

Fri, Feb 9
OKC
ORD
14h 02m
Sun, Feb 11
ORD
OKC
24h 31m
Trip: 3 days
Overall 0.0 Poor
Based on 0 reviews
Show more results
*
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The fares displayed include all taxes and fees for economy class travel and were found by the provider in the last 72 hours. Seats are limited and may not be available on all flights and days. Fares are subject to change and may not be available on all flights or dates of travel. Some carriers charge additional fees for extra checked bags. Please check the carriers' sites.