$129 Cheap flight deals from Chicago (CHI) to Enid (OKC)

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This Weekend's Flight Deals from Chicago to Enid

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun, May 31 - Sun, Jun 7
ORD
O'Hare Intl.
OKC
Will Rogers World
$383 Roundtrip, found 1 day ago
$383
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, May 31 from O'Hare Intl. to Will Rogers World, returning Sun, Jun 7, priced at $383 found 1 day ago
Fri, May 29 - Tue, Jun 2
MDW
Midway Intl.
OKC
Will Rogers World
$644 Roundtrip, found 12 hours ago
$644
Roundtrip
found 12 hours ago
Select Southwest Airlines flight, departing Fri, May 29 from Midway Intl. to Will Rogers World, returning Tue, Jun 2, priced at $644 found 12 hours ago

Airfares from $129 One Way, $264 Round Trip from Chicago to Enid

Prices starting at $264 for return flights and $129 for one-way flights to Enid were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Jun 16 - Tue, Jun 23
MDW
Chicago
OKC
Oklahoma City
$264 Roundtrip, found 6 days ago
$264
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Tue, Jun 16 from Chicago to Oklahoma City, returning Tue, Jun 23, priced at $264 found 6 days ago
Thu, Jun 25 - Thu, Jul 2
ORD
Chicago
OKC
Oklahoma City
$268 Roundtrip, found 3 days ago
$268
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jun 25 from Chicago to Oklahoma City, returning Thu, Jul 2, priced at $268 found 3 days ago
Tue, Jun 30 - Thu, Jul 2
ORD
Chicago
OKC
Oklahoma City
$270 Roundtrip, found 4 days ago
$270
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Chicago to Oklahoma City, returning Thu, Jul 2, priced at $270 found 4 days ago
Thu, Jun 25 - Sun, Jun 28
ORD
Chicago
OKC
Oklahoma City
$271 Roundtrip, found 3 days ago
$271
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Jun 25 from Chicago to Oklahoma City, returning Sun, Jun 28, priced at $271 found 3 days ago
Tue, Jul 7 - Tue, Jul 14
RFD
Rockford
OKC
Oklahoma City
$325 Roundtrip, found 9 hours ago
$325
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Tue, Jul 7 from Rockford to Oklahoma City, returning Tue, Jul 14, priced at $325 found 9 hours ago

Enid economy flight packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Oklahoma City Downtown Hotel
4.0-star property

Sheraton Oklahoma City Downtown Hotel

9/10 Wonderful! (1,440 reviews)

Jun 26 - Jun 29

3 night stay

Chicago (CHI) to Oklahoma City (OKC)

Southwest Airlines • Coach

Oklahoma City (OKC) to Chicago (CHI)

Frontier Airlines • Coach
Price was $720, price is now $593 per person
$593
per person
found 6 hours ago
They had just opened the pool, but since it was outside and not a heated pool, we could not use it. The patio venue is only ok for people who enjoy consuming alcohol to use as that is what it was filled with and the Aria was more of a bar with a VERY limited menu. The food was good though, just VERY VERY limited. The breakfast buffet was standard fare for a hotel, nothing special but the servers were awesome! BEWARE THOUGH that you have to ask about the semi-validated parking passes (they cost $10/car/day) or they will not tell you and you will be charged by the hour. Also, if you like a firm, or even semi-firm pillow, bring your own. The pillows are extreme soft and offer very little neck support at all unless you bunch them up.

Reviewed on May 4, 2026

Skirvin Oklahoma City, a Hilton Hotel
4.0-star property

Skirvin Oklahoma City, a Hilton Hotel

9.4/10 Exceptional! (154 reviews)

Jun 27 - Jun 30

3 night stay

Chicago (MDW) to Oklahoma City (OKC)

Southwest Airlines • Coach

Oklahoma City (OKC) to Chicago (MDW)

Frontier Airlines • Coach
Price was $780, price is now $655 per person
$655
per person
found 8 hours ago
Customer service was above and beyond!. From when we pulled up to the hotel, the valets were excellent taking care of our electric vehicle to the front desk who made sure all our needs were met! Room was large, clean and comfortable!

Reviewed on Apr 17, 2026

Omni Oklahoma City Hotel
4.0-star property

Omni Oklahoma City Hotel

9.4/10 Exceptional! (1,704 reviews)

Jun 27 - Jun 30

3 night stay

Chicago (MDW) to Oklahoma City (OKC)

Southwest Airlines • Coach

Oklahoma City (OKC) to Chicago (MDW)

Frontier Airlines • Coach
Price was $768, price is now $658 per person
$658
per person
found 8 hours ago
The room was great ! The staff wes amazing!

Reviewed on Feb 27, 2026

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More About Flying To Enid from Chicago

Route Information for Flights from Chicago to Enid

Origin Airport IATA Code
CHI
Destination Airport IATA Code
OKC
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Chicago to Enid

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.