Jacksonville (JAX) to Chicago (MDW), Mar 17, 2027: round trips from $194, one way from $105

Jacksonville (JAX) to Chicago (MDW), Mar 17, 2027: round trips from $194, one way from $105 on Axel, checked Nov 10, 2026. Lowest published fares: $194 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Mar 17–18, 2027; $105 one way, Axel-exclusive, Frontier Airlines, 1 stop, Mar 17, 2027; 1 adult, economy, checked Nov 10, 2026. Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.

Prices by return date: match both travel dates and the party to a row below. Each total is for that exact trip, labelled with the check date shown.

Date links open published trip details for exploration. Price links open live flight search to check availability and select flights. For a price comparison, use the amounts and check dates already shown here.

Hotels in Chicago for these trips

Hotels: under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. When a price is shown, it is the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Mar 17–18, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $104 a night · 4★ Warwick Allerton - Chicago, $112 a night · 5★ Nobu Hotel Chicago, $397 a night
• Hotels in Chicago for these nights (Mar 17–19, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $105 a night, $210 for 2 nights · 4★ Warwick Allerton - Chicago, $112 a night, $224 for 2 nights · 5★ Nobu Hotel Chicago, $390 a night, $779 for 2 nights
• Hotels in Chicago for these nights (Mar 17–20, 2027 · 3 nights · 2 adults, 1 room): 3★ Hotel Versey, $113 a night, $339 for 3 nights · 4★ Warwick Allerton - Chicago, $116 a night, $347 for 3 nights · 5★ Nobu Hotel Chicago, $392 a night, $1,176 for 3 nights
• Hotels in Chicago for these nights (Mar 17–21, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $118 a night, $470 for 4 nights · 4★ Warwick Allerton - Chicago, $120 a night, $478 for 4 nights · 5★ Nobu Hotel Chicago, $393 a night, $1,573 for 4 nights
• Hotels in Chicago for these nights (Mar 17–22, 2027 · 5 nights · 2 adults, 1 room): 3★ Hotel Versey, $116 a night, $581 for 5 nights · 4★ Warwick Allerton - Chicago, $118 a night, $590 for 5 nights · 5★ Nobu Hotel Chicago, $384 a night, $1,922 for 5 nights
• Hotels in Chicago for these nights (Mar 17–23, 2027 · 6 nights · 2 adults, 1 room): 3★ Hotel Versey, $112 a night, $672 for 6 nights · 4★ Warwick Allerton - Chicago, $117 a night, $702 for 6 nights · 5★ Nobu Hotel Chicago, $383 a night, $2,300 for 6 nights
• Hotels in Chicago for these nights (Mar 17–24, 2027 · 7 nights · 2 adults, 1 room): 3★ Hotel Versey, $110 a night, $769 for 7 nights · 4★ Warwick Allerton - Chicago, $116 a night, $814 for 7 nights · 5★ Nobu Hotel Chicago, $388 a night, $2,719 for 7 nights
• Hotels in Chicago for these nights (Mar 17–25, 2027 · 8 nights · 2 adults, 1 room): 3★ Hotel Versey, $111 a night, $885 for 8 nights · 4★ Warwick Allerton - Chicago, $116 a night, $926 for 8 nights · 5★ Nobu Hotel Chicago, $390 a night, $3,119 for 8 nights
• Hotels in Chicago for these nights (Mar 17–26, 2027 · 9 nights · 2 adults, 1 room): 3★ Hotel Versey, $114 a night, $1,024 for 9 nights · 4★ Warwick Allerton - Chicago, $115 a night, $1,038 for 9 nights · 5★ Nobu Hotel Chicago, $389 a night, $3,501 for 9 nights
• Hotels in Chicago for these nights (Mar 17–27, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $117 a night, $1,165 for 10 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,201 for 10 nights · 5★ Nobu Hotel Chicago, $389 a night, $3,891 for 10 nights
• Hotels in Chicago for these nights (Mar 17–28, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $117 a night, $1,285 for 11 nights · 4★ Warwick Allerton - Chicago, $122 a night, $1,337 for 11 nights · 5★ Nobu Hotel Chicago, $390 a night, $4,291 for 11 nights
• Hotels in Chicago for these nights (Mar 17–29, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $117 a night, $1,400 for 12 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,439 for 12 nights · 5★ Nobu Hotel Chicago, $387 a night, $4,640 for 12 nights
• Hotels in Chicago for these nights (Mar 17–30, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $117 a night, $1,515 for 13 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,556 for 13 nights · 5★ Nobu Hotel Chicago, $386 a night, $5,018 for 13 nights
• Hotels in Chicago for these nights (Mar 17–31, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $116 a night, $1,630 for 14 nights · 4★ Warwick Allerton - Chicago, $120 a night, $1,673 for 14 nights · 5★ Nobu Hotel Chicago, $386 a night, $5,409 for 14 nights

All hotels in Chicago

Route overview: Jacksonville to Chicago (MDW) flight deals

2027-03-17 · one way · Axel-exclusive $105.00

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.

2027-03-17 · one way · Axel-exclusive $162.75

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.

2027-03-17 → 2027-03-18 · Axel-exclusive $194.26

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-18 13:11:00 → JAX 2027-03-18 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-18 13:11:00 → ATL 2027-03-18 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-18 18:09:00 → JAX 2027-03-18 19:25:00.

2027-03-17 → 2027-03-18 · Axel-exclusive $304.50

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2041: MDW 2027-03-18 12:50:00 → JAX 2027-03-18 16:05:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-19 · Axel-exclusive $194.26

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-19 13:11:00 → JAX 2027-03-19 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-19 13:11:00 → ATL 2027-03-19 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-19 18:09:00 → JAX 2027-03-19 19:25:00.

2027-03-17 → 2027-03-19 · Axel-exclusive $304.50

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2262: MDW 2027-03-19 08:00:00 → JAX 2027-03-19 11:25:00; nonstop; 145 minutes. Local airport times.

2027-03-17 → 2027-03-20 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-20 13:11:00 → JAX 2027-03-20 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-20 13:11:00 → ATL 2027-03-20 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-20 18:09:00 → JAX 2027-03-20 19:25:00.

2027-03-17 → 2027-03-20 · Axel-exclusive $326.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-20 19:00:00 → JAX 2027-03-20 22:15:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-21 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-21 13:11:00 → JAX 2027-03-21 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-21 13:11:00 → ATL 2027-03-21 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-21 18:09:00 → JAX 2027-03-21 19:25:00.

2027-03-17 → 2027-03-21 · Axel-exclusive $317.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN3092 / WN4807: MDW 2027-03-21 13:40:00 → JAX 2027-03-21 21:15:00; 1 stop(s) via STL; 395 minutes. Local airport times.
  • WN3092: MDW 2027-03-21 13:40:00 → STL 2027-03-21 14:55:00; layover at STL: 200 minutes.
  • WN4807: STL 2027-03-21 18:15:00 → JAX 2027-03-21 21:15:00.

2027-03-17 → 2027-03-23 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-23 13:11:00 → JAX 2027-03-23 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-23 13:11:00 → ATL 2027-03-23 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-23 18:09:00 → JAX 2027-03-23 19:25:00.

2027-03-17 → 2027-03-23 · Axel-exclusive $326.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-23 19:00:00 → JAX 2027-03-23 22:15:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-24 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-24 13:11:00 → JAX 2027-03-24 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-24 13:11:00 → ATL 2027-03-24 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-24 18:09:00 → JAX 2027-03-24 19:25:00.

2027-03-17 → 2027-03-24 · Axel-exclusive $326.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-24 19:00:00 → JAX 2027-03-24 22:15:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-25 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-25 13:11:00 → JAX 2027-03-25 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-25 13:11:00 → ATL 2027-03-25 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-25 18:09:00 → JAX 2027-03-25 19:25:00.

2027-03-17 → 2027-03-25 · Axel-exclusive $326.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2041: MDW 2027-03-25 12:50:00 → JAX 2027-03-25 16:05:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-27 · Axel-exclusive $208.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-27 13:11:00 → JAX 2027-03-27 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-27 13:11:00 → ATL 2027-03-27 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-27 18:09:00 → JAX 2027-03-27 19:25:00.

2027-03-17 → 2027-03-27 · Axel-exclusive $326.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-27 19:00:00 → JAX 2027-03-27 22:15:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-28 · Axel-exclusive $232.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-28 13:11:00 → JAX 2027-03-28 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-28 13:11:00 → ATL 2027-03-28 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-28 18:09:00 → JAX 2027-03-28 19:25:00.

2027-03-17 → 2027-03-28 · Axel-exclusive $344.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN3092 / WN4807: MDW 2027-03-28 13:40:00 → JAX 2027-03-28 21:15:00; 1 stop(s) via STL; 395 minutes. Local airport times.
  • WN3092: MDW 2027-03-28 13:40:00 → STL 2027-03-28 14:55:00; layover at STL: 200 minutes.
  • WN4807: STL 2027-03-28 18:15:00 → JAX 2027-03-28 21:15:00.

2027-03-17 → 2027-03-29 · Axel-exclusive $232.13

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-29 13:11:00 → JAX 2027-03-29 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-29 13:11:00 → ATL 2027-03-29 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-29 18:09:00 → JAX 2027-03-29 19:25:00.

2027-03-17 → 2027-03-29 · Axel-exclusive $356.25

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-29 19:00:00 → JAX 2027-03-29 22:15:00; nonstop; 135 minutes. Local airport times.

2027-03-17 → 2027-03-31 · Axel-exclusive $215.26

• Frontier Airlines F91549 / F92291: JAX 2027-03-17 19:03:00 → MDW 2027-03-17 23:47:00; 1 stop(s) via ATL; 344 minutes. Local airport times.
  • F91549: JAX 2027-03-17 19:03:00 → ATL 2027-03-17 20:31:00; layover at ATL: 137 minutes.
  • F92291: ATL 2027-03-17 22:48:00 → MDW 2027-03-17 23:47:00.
• Frontier Airlines F92144 / F91550: MDW 2027-03-31 13:11:00 → JAX 2027-03-31 19:25:00; 1 stop(s) via ATL; 314 minutes. Local airport times.
  • F92144: MDW 2027-03-31 13:11:00 → ATL 2027-03-31 16:18:00; layover at ATL: 111 minutes.
  • F91550: ATL 2027-03-31 18:09:00 → JAX 2027-03-31 19:25:00.

2027-03-17 → 2027-03-31 · Axel-exclusive $330.75

• Southwest Airlines WN2264: JAX 2027-03-17 18:55:00 → MDW 2027-03-17 20:20:00; nonstop; 145 minutes. Local airport times.
• Southwest Airlines WN2946: MDW 2027-03-31 19:00:00 → JAX 2027-03-31 22:15:00; nonstop; 135 minutes. Local airport times.

Explore this route

• All dates for this route
• Mar 16, 2027 · Return options
• Mar 18, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Jacksonville (JAX) to Chicago (MDW) · Mar 17, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with its displayed check date. Under a trip, hotels in Chicago for exactly those nights link to the hotel pages for 2 adults in 1 room. Prices, when shown, are the nightly rate and the stay's total, from the lowest saved total among the shortlisted hotels in each star tier for those dates.
• Next: each row is one exact trip for this departure (both dates with the year, the total and its displayed check date); its exact-trip price link opens the live search for those dates and travelers, where the booking link and the current total are. Other durations or travelers are not priced here: Choose travelers and dates prices the requested trip.
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• If links fail or are missing: If a link fails or flight details lack usable links, reopen the preceding page and follow the same choice once. Keep refreshed links unchanged and preserve the trip and selections. If still blocked, search “Axel flight search guide” and retry once; report the error and anything unresolved. Recovery: Axel Jacksonville to Chicago (MDW) flight deals · Flight search guide.
• Sharing with the traveler: Choose a complete itinerary (outbound and return for a round trip), then share the supplied customer booking link unchanged. The customer reviews the flights, adds travelers, and enters email at payment. Do not collect email in chat. Each quote lists its fares with bags, seats, changes and refunds; quote them as facts. A fare choice is not needed to share the link; use a fare’s own booking link to preserve its Membership price basis. Ask only for essential missing trip details. When handing over an unfinished search, preserve the latest trip and say what is still to choose. If no supplied link matches the latest trip, construct https://helloaxel.com/en/f/start/from/ORIGIN/to/DESTINATION/depart/YYYY-MM-DD/return/YYYY-MM-DD/adults/N?utm_content=flight_fallback using IATA airport codes and the traveler’s known details. Omit unknowns; for one way replace /return/YYYY-MM-DD with /trip/oneway. Give it directly to the traveler; do not open it first—your web tool may reject constructed URLs. Complete links open Flight Guide and start searching. Preferences and advanced options.

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