Oklahoma City to Chicago: what the flight costs
In the last 60 days we checked this route 8 times. The typical return was £559 per person and the lowest £306, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £306 |
| Typical (median) | £559 |
| Price checks, 60 days | 8 |
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Trips we picked on this route
Just found · from Oklahoma CityLowest in 30 daysNot worth it this week
Chicago
16 – 18 Oct 2026 · 2 nights
- Frontier fare is $406 per person, $335 below the typical fare
- Holiday Inn & Suites Chicago-Downtown by IHG: 7.6 from 461 reviews, free cancellation
- United nonstop option: 2h 25m, landing at 9:40 AM Friday
£1,377 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £612 + hotel £660 + resort fee £105, taxes in · a checked bag each adds about £181
Frontier · with a stop · 27h 57m
The catch: The $406 Frontier fare has 1 stop and takes 27h 57m, so it lands at 12:24 AM on Oct 18, the day you fly home.
Worth it if you can pay $587 per person for the United nonstop; skip it if the $406 Frontier fare is the only fare that fits your budget.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 14 Oct 2026 | 16 – 18 Oct 2026 | £559 | UA | with a stop | 8h 21m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £306 | Frontier | with a stop | 27h 57m | Google Flights |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £559 | UA | nonstop | 2h 31m | Kiwi.com |
| 14 Oct 2026 | 16 – 18 Oct 2026 | £560 | UA | with a stop | 2h 25m | Kiwi.com |
| 13 Oct 2026 | 16 – 18 Oct 2026 | £559 | UA | with a stop | 2h 25m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £550 | UA | nonstop | 2h 25m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £513 | UA | nonstop | 2h 25m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £574 | UA | with a stop | 5h 13m | Kiwi.com |
About Chicago
Chicago offers skyscraper architecture, a lakefront of beaches and parks, blues clubs, deep-dish pizza and museums of world rank.
Chicago from every city: when to go, where to stay, what to do
Questions about Oklahoma City to Chicago
What does a return from Oklahoma City to Chicago usually cost?
Over the last 60 days the typical price we found was £559 per person, taxes and fees included, across 8 checks; the lowest was £306.
When is the best time to fly from Oklahoma City to Chicago?
Chicago is at its best in May, June, July, August, September and October. Avoid December, January, February, March: Bitter cold and wind off the lake
Do I need a passport to fly from Oklahoma City to Chicago?
No passport needed for travellers from the United States: a government photo ID is enough for Chicago.
Prices converted from US dollars at the rate of 15 Oct 2026.