Dallas to Chicago flights
Round trip · Economy · Prices per person in USD
Prices updated
Prices are low right now
$145 is $104 (42%) below the usual $249 for Dallas → Chicago.
Buy now or wait? We're still learning this route. We have 1 day of prices so far and need about a week to say whether to book or wait.
Not ready to book? Get an email when Dallas → Chicago drops below your price.Cheapest round trip by month
Lowest fare found per departure month| Month | Cheapest round trip |
|---|---|
| September 2026 | No fares found yet |
| October 2026 | $246 |
| November 2026 | $145 (cheapest month) |
| December 2026 | $211 |
Cheapest dates in the next 4 months
Round trip, per person-
Nov 6 – 8 2 nights · leave Fri$145 −42% vs usual$145 −42% vs usual Book
Frontier Airlines 1 stop · 7h 01m -
Dec 23 – 26 3 nights · leave Wed$211 −15% vs usual$211 −15% vs usual Book
Frontier Airlines Nonstop · 2h 22m
-
Oct 16 – 19 3 nights · leave Fri$246$246 Book
Contour Airlines 1 stop · 3h 40m -
Oct 14 – 18 4 nights · leave Wed$275 +10% vs usual$275 +10% vs usual Book
Frontier Airlines Nonstop · 2h 42m
-
Oct 15 – 18 3 nights · leave Thu$298 +20% vs usual$298 +20% vs usual Book
Contour Airlines 1 stop · 3h 40m
-
Oct 2 – 4 2 nights · leave Fri$317 +27% vs usual$317 +27% vs usual Book
Southwest Airlines Nonstop · 2h 15m -
Oct 1 – 4 3 nights · leave Thu$341 +37% vs usual$341 +37% vs usual Book
Frontier Airlines Nonstop · 2h 23m
-
Oct 10 – 12 2 nights · leave Sat$342 +37% vs usual$342 +37% vs usual Book
Frontier Airlines Nonstop · 2h 23m
Prices change often. The booking site shows the final price before you pay. Other dates? Set an alert
Things to do in Chicago
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Airport transfer to Chicago
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Plan the rest of your trip
Chicago · Nov 6 – 8Travel insurance · EKTA Airport transfer · Kiwitaxi
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Good to know
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Dallas to Chicago: questions
How much is a flight from Dallas to Chicago?
The cheapest round trip we have found right now is $145, leaving November 6 and returning November 8. The usual price on this route is about $249, so this fare is 42% less. Prices are per person, economy, in USD.
What is the cheapest month to fly from Dallas to Chicago?
November 2026, with round trips from $145. The most expensive month in our data is October (from $246). Based on the 3 months ahead we have prices for.
Are there nonstop flights from Dallas to Chicago?
Yes. Nonstop from $211 round trip. 63% of the 8 date combinations we track are nonstop.
About this route
We track round-trip economy fares from Dallas (United States) to Chicago (United States) using Travelpayouts / Aviasales data. The cheapest round trip we've found is $145, departing November 6 and returning November 8, about 42% below the usual $249. Right now we're following 8 upcoming date combinations on this route. The cheapest month to fly in our data is November, from $145. Prices are per person and were correct when found; the final price is set by the airline or booking site when you book.