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Route

Dallas-Fort Worth to Chicago: what the flight costs

By the VacayMatch editors · Updated

In the last 60 days we checked this route 27 times. The typical return was £265 per person and the lowest £225, taxes and fees included.

Per person
Lowest seen£225
Typical (median)£265
Price checks, 60 days27

Check live prices

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Trips we picked on this route

The weekend after · from Dallas-Fort WorthWorth it, if

Chicago

23 – 25 Oct 2026 · 2 nights

  • Frontier nonstop at $348 per person, $15 below the typical $363
  • Hilton Chicago in The Loop: 7.9 from 981 reviews, $261 a night
  • Highs of 59–68°F, good for the river cruise and Millennium Park
The total, before you go

£918 for two · 2 nights · flights, hotel, taxes & fees

Flights £525 + hotel £393, taxes in · a checked bag each adds about £181

Frontier · nonstop · 5h 13m

The catch: You land at 12:26 AM Saturday and fly home at 6:20 AM Sunday, and a checked bag is about $240 for two.

Worth it if you want one packed Saturday of architecture, art and deep-dish; skip it if you want a slow weekend or need checked bags.

Stay from £197/nightThings to do
See the pick

Just found · from Dallas-Fort Worth

Chicago

16 – 18 Oct 2026 · 2 nights

  • Nonstop on Frontier, 2h 42m, leaving DFW at 4:14 PM Friday
  • $334 per person, $28 below the typical fare on this route
  • A Loop hotel rated 8.2 from 5,339 reviews
The total, before you go

£1,177 for two · 2 nights · flights, hotel, taxes & fees

Flights £504 + hotel £673, taxes in · a checked bag each adds about £181

Frontier · nonstop · 2h 42m

The catch: A checked bag isn't in the Frontier fare and runs about $240 for two, and Friday's forecast shows a 78% chance of drizzle.

Worth it if you pack light and want architecture, art, pizza and blues in two days; skip it if you need checked bags and a flexible hotel rate.

Stay from £271/nightThings to do
See why it’s worth it

Every fare we found in the last 30 days

CheckedTrip datesPer personAirlineStopsDurationSource
15 Oct 202630 Oct – 1 Nov 2026£259F9with a stop6h 55mKiwi.com
15 Oct 202630 Oct – 1 Nov 2026£225Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop4h 45mGoogle Flights
15 Oct 202623 – 25 Oct 2026£282LFwith a stop19h 29mKiwi.com
15 Oct 202623 – 25 Oct 2026£258Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop4h 45mGoogle Flights
15 Oct 202630 Oct – 1 Nov 2026£239LFwith a stop4h 45mKiwi.com
15 Oct 202623 – 25 Oct 2026£295F9nonstop2h 34mKiwi.com
14 Oct 202623 – 25 Oct 2026£302F9with a stop11h 14mKiwi.com
14 Oct 202623 – 25 Oct 2026£258Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop16h 50mGoogle Flights
14 Oct 202616 – 18 Oct 2026£297F9with a stop11h 36mKiwi.com
14 Oct 202616 – 18 Oct 2026£252Frontiernonstop2h 42mGoogle Flights
14 Oct 202623 – 25 Oct 2026£279F9nonstop2h 34mKiwi.com
14 Oct 202616 – 18 Oct 2026£264F9nonstop2h 42mKiwi.com
13 Oct 202623 – 25 Oct 2026£302F9with a stop11h 14mKiwi.com
13 Oct 202623 – 25 Oct 2026£258Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop16h 50mGoogle Flights
13 Oct 202616 – 18 Oct 2026£293F9with a stop11h 55mKiwi.com
13 Oct 202616 – 18 Oct 2026£252Frontiernonstop2h 42mGoogle Flights
13 Oct 202623 – 25 Oct 2026£278F9nonstop2h 34mKiwi.com
13 Oct 202616 – 18 Oct 2026£265F9nonstop2h 42mKiwi.com
13 Oct 202616 – 18 Oct 2026£296F9with a stop11h 36mKiwi.com
13 Oct 202616 – 18 Oct 2026£252Frontiernonstop2h 42mGoogle Flights
13 Oct 202616 – 18 Oct 2026£262F9nonstop2h 42mKiwi.com
12 Oct 202623 – 25 Oct 2026£273Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop4h 45mGoogle Flights
12 Oct 202623 – 25 Oct 2026£262F9nonstop5h 13mKiwi.com
12 Oct 202616 – 18 Oct 2026£301Contour Airlines. Operated by Contour Airlines as Public Charter + Contour Airlines as Public Charterwith a stop4h 45mGoogle Flights
12 Oct 202616 – 18 Oct 2026£274F9nonstop5h 21mKiwi.com
12 Oct 202623 – 25 Oct 2026£251LF + F9with a stop4h 45mKiwi.com
12 Oct 202616 – 18 Oct 2026£274F9nonstop2h 42mKiwi.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 Dallas-Fort Worth to Chicago

What does a return from Dallas-Fort Worth to Chicago usually cost?

Over the last 60 days the typical price we found was £265 per person, taxes and fees included, across 27 checks; the lowest was £225.

When is the best time to fly from Dallas-Fort Worth 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 Dallas-Fort Worth 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.

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