Dallas to
Chicago.
- Airline
- Southwest
- Route
- DAL–MDW
- Stops
- Nonstop
- Duration
- 3 hr
- Dates
- Sep 19 – Sep 26(7 days)
You book directly with Southwest via Google Flights. We never mark up fares or insert ourselves in the payment flow.
DFW to Chicago is currently available for $193 round-trip on Southwest, departing September 19, 2026 and returning September 26, 2026.
Is $193 a good deal?
This fare is in line with typical pricing for DFW to Chicago. It's still a confirmed booking link straight to Google Flights, so if the dates work for you, it's worth a click.
Looking at the 8 DFW → Chicago fares we've tracked, the median is $152 and the cheapest we've ever seen was $95. This deal is $41 above the historical median — fine if the dates fit.
Chicago.
Chicago is served from Dallas–Fort Worth (DFW) and Dallas Love Field (DAL) by multiple carriers. See all current Chicago fares from Dallas below.
Frequently asked.
Is $193 a good price for DFW to Chicago?+
This fare is at or near the typical booking price for this route. The median fare we've tracked from DFW to Chicago across all deals in our history is $152. This deal at $193 is $41 above that median.
How do I book this Chicago flight?+
Click the "Book This Fare" button on this page. It opens the exact Google Flights search this fare was sourced from, so you can verify the current price and book directly with Southwest. We never insert ourselves between you and the airline — you book directly, pay directly, and earn your airline miles as usual.
Is this flight nonstop?+
This fare lists nonstop. Nonstop and one-stop routings can change between when we publish a deal and when you search, so verify on Google Flights before booking.
When does this deal expire?+
Mistake fares and sale fares from Google Flights typically last 24 to 72 hours before the airline raises the price back. We recommend booking quickly if the fare still matches when you click through. The trip itself is 7 days (September 19, 2026 to September 26, 2026).
Will I earn miles and status credits on this fare?+
Yes. You're booking directly with Southwest through Google Flights, which is a standard published fare (not a bulk consolidator ticket). You earn miles, loyalty status credits, and your credit card travel benefits apply normally.