Kansas City to Chicago: what the flight costs
In the last 60 days we checked this route 12 times. The typical return was £465 per person and the lowest £271, taxes and fees included.
| Per person | |
|---|---|
| Lowest seen | £271 |
| Typical (median) | £465 |
| Price checks, 60 days | 12 |
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Trips we picked on this route
Just found · from Kansas CityLowest in 30 daysWorth it, if
Chicago
23 – 25 Oct 2026 · 2 nights
- Round trip at $360 per person, $267 below the typical fare
- Highs of 58–70°F with rain chances of 18% or less
- Hampton Inn in West Loop scores 8.8 from 775 reviews, breakfast included
£1,061 for two · 2 nights · flights, hotel, taxes, fees & the resort fee
Flights £543 + hotel £448 + resort fee £71, taxes in · a checked bag each adds about £181
Frontier · with a stop · 16h 23m
The catch: The Frontier fare has one stop and takes 16h 23m, landing at 5:16 AM Saturday, and a checked bag is about $240 for two.
Worth it if you can sleep through a long overnight connection to save on the fare; skip it if you want Friday night in Chicago.
Every fare we found in the last 30 days
| Checked | Trip dates | Per person | Airline | Stops | Duration | Source |
|---|---|---|---|---|---|---|
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £273 | Frontier | with a stop | 16h 20m | Google Flights |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £271 | Frontier | with a stop | 16h 23m | Google Flights |
| 15 Oct 2026 | 30 Oct – 1 Nov 2026 | £408 | AA | nonstop | 1h 48m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £479 | UA | nonstop | 1h 54m | Kiwi.com |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £271 | Frontier | with a stop | 16h 23m | Google Flights |
| 15 Oct 2026 | 23 – 25 Oct 2026 | £482 | UA | nonstop | 1h 54m | Kiwi.com |
| 14 Oct 2026 | 23 – 25 Oct 2026 | £479 | UA | nonstop | 1h 48m | Kiwi.com |
| 13 Oct 2026 | 23 – 25 Oct 2026 | £482 | UA | nonstop | 1h 48m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £482 | UA | nonstop | 1h 48m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £465 | UA | nonstop | 1h 48m | Kiwi.com |
| 12 Oct 2026 | 16 – 18 Oct 2026 | £406 | UA | nonstop | 1h 48m | Kiwi.com |
| 12 Oct 2026 | 23 – 25 Oct 2026 | £465 | UA | nonstop | 1h 48m | 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 Kansas City to Chicago
What does a return from Kansas City to Chicago usually cost?
Over the last 60 days the typical price we found was £465 per person, taxes and fees included, across 12 checks; the lowest was £271.
When is the best time to fly from Kansas 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 Kansas 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.