Chicago (MDW) to Dallas (DFW) · May 16, 2027 · choose your return date

Chicago (MDW) to Dallas (DFW): round-trip and one-way prices for 1 departure dates, May 16, 2027–May 16, 2027. One adult, economy. Open a departure for return options; use the chooser below for other travelers and cabins.

Frontier Airlines, out: 1 stop via ATL, back: nonstop, from $235 round trip

Ticketing airlines with departures in this calendar: Frontier Airlines.

How to read the calendar: published Axel-exclusive USD totals for one adult, including required taxes; basic economy may apply. Each return range includes its own prices. Only the listed dates and options are priced. Date links open published details; live search checks availability and lets you select flights.

To open an exact round trip, append /mon-d for the return to the departure URL (for example /dec-13), or /one-way for a one-way trip.

Hotels: under a departure date, hotels in Dallas link to each hotel's page for that arrival date, where every stay length is priced for 2 adults in 1 room. When a price is shown, it is the nightly rate over the first 3 nights, from the lowest saved total among the shortlisted hotels in that star tier.

Chicago to Dallas flight prices by month

May 2027: May 16 from $235.

Month summaries show the lowest displayed round-trip total for each departure. Match your return date to the calendar below.

Chicago to Dallas flights in May 2027: price by departure date

MDW → DFW · USD · 1 adult · economy · published Nov 12, 2026

Sun, May 16, 2027 | return May 17, May 24, May 31, Jun 7, Jun 14, Jun 21, Jun 28, Jul 5, Jul 12, Jul 19, Jul 26, Aug 2, Aug 9 · Frontier Airlines $235 | one-way · Frontier Airlines $204 | May 17 · May 24 · May 31 · Jun 7 · Jun 14 · Jun 21 · Jun 28 · Jul 5 · Jul 12 · Jul 19 · Jul 26 · Aug 2 · Aug 9
Hotels in Dallas from May 16, 2027 (per night, 2 adults, 1 room): 3★ Wingate by Wyndham Dallas Love Field, $64 a night · 4★ Lorenzo Hotel Dallas, Tapestry Collection by Hilton, $133 a night · 5★ Hilton Anatole, $268 a night

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