Minneapolis (MSP) to Chicago (MDW), Jan 20, 2027: round trips from $195, one way from $105

Minneapolis (MSP) to Chicago (MDW), Jan 20, 2027: round trips from $195, one way from $105 on Axel, checked Oct 29, 2026. Lowest published fares: $195 round trip, Axel-exclusive, Frontier Airlines, 1 stop, Jan 20–21, 2027; $105 one way, Axel-exclusive, Frontier Airlines, 1 stop, Jan 20, 2027; 1 adult, economy, checked Oct 29, 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, issued at the time 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 issuance times 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 lowest saved total among the shortlisted hotels in that star tier for those dates.

• Hotels in Chicago for these nights (Jan 20–21, 2027 · 1 night · 2 adults, 1 room): 3★ Hotel Versey, $73 total · 4★ Freehand Chicago, $73 total · 5★ Sofitel Chicago Magnificent Mile, $258 total
• Hotels in Chicago for these nights (Jan 20–22, 2027 · 2 nights · 2 adults, 1 room): 3★ Hotel Versey, $146 total · 4★ Freehand Chicago, $145 total · 5★ Sofitel Chicago Magnificent Mile, $467 total
• Hotels in Chicago for these nights (Jan 20–23, 2027 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $231 total · 4★ Freehand Chicago, $225 total · 5★ Sofitel Chicago Magnificent Mile, $716 total
• Hotels in Chicago for these nights (Jan 20–24, 2027 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $304 total · 4★ Freehand Chicago, $303 total · 5★ Sofitel Chicago Magnificent Mile, $1,303 total
• Hotels in Chicago for these nights (Jan 20–25, 2027 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $374 total · 4★ Freehand Chicago, $375 total · 5★ Nobu Hotel Chicago, $2,001 total
• Hotels in Chicago for these nights (Jan 20–26, 2027 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $447 total · 4★ Freehand Chicago, $446 total · 5★ Nobu Hotel Chicago, $2,434 total
• Hotels in Chicago for these nights (Jan 20–27, 2027 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $528 total · 4★ Freehand Chicago, $518 total · 5★ Nobu Hotel Chicago, $2,862 total
• Hotels in Chicago for these nights (Jan 20–28, 2027 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $601 total · 4★ Freehand Chicago, $590 total · 5★ Nobu Hotel Chicago, $3,249 total
• Hotels in Chicago for these nights (Jan 20–29, 2027 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $674 total · 4★ Freehand Chicago, $661 total · 5★ Nobu Hotel Chicago, $3,621 total
• Hotels in Chicago for these nights (Jan 20–30, 2027 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $759 total · 4★ Freehand Chicago, $739 total · 5★ Nobu Hotel Chicago, $4,008 total
• Hotels in Chicago for these nights (Jan 20–31, 2027 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $832 total · 4★ Freehand Chicago, $819 total · 5★ Nobu Hotel Chicago, $4,384 total
• Hotels in Chicago for these nights (Jan 20 – Feb 1, 2027 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $905 total · 4★ Freehand Chicago, $890 total · 5★ Nobu Hotel Chicago, $4,733 total
• Hotels in Chicago for these nights (Jan 20 – Feb 2, 2027 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $992 total · 4★ Freehand Chicago, $962 total · 5★ Nobu Hotel Chicago, $5,111 total
• Hotels in Chicago for these nights (Jan 20 – Feb 3, 2027 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,088 total · 4★ Freehand Chicago, $1,034 total · 5★ Nobu Hotel Chicago, $5,524 total

All hotels in Chicago

Route overview: Minneapolis to Chicago (MDW) flight deals

2027-01-20 · one way · Axel-exclusive $105.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.

2027-01-20 · one way · Axel-exclusive $135.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.

2027-01-20 → 2027-01-21 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-21 06:08:00 → MSP 2027-01-21 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-21 06:08:00 → ATL 2027-01-21 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-21 12:20:00 → MSP 2027-01-21 14:06:00.

2027-01-20 → 2027-01-21 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN2806: MDW 2027-01-21 22:10:00 → MSP 2027-01-21 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-22 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-22 06:08:00 → MSP 2027-01-22 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-22 06:08:00 → ATL 2027-01-22 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-22 12:20:00 → MSP 2027-01-22 14:06:00.

2027-01-20 → 2027-01-22 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN2806: MDW 2027-01-22 22:10:00 → MSP 2027-01-22 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-23 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-23 06:08:00 → MSP 2027-01-23 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-23 06:08:00 → ATL 2027-01-23 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-23 12:20:00 → MSP 2027-01-23 14:06:00.

2027-01-20 → 2027-01-23 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN2806: MDW 2027-01-23 22:10:00 → MSP 2027-01-23 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-24 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-24 06:08:00 → MSP 2027-01-24 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-24 06:08:00 → ATL 2027-01-24 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-24 12:20:00 → MSP 2027-01-24 14:06:00.

2027-01-20 → 2027-01-24 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN1233: MDW 2027-01-24 07:50:00 → MSP 2027-01-24 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-26 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-26 06:08:00 → MSP 2027-01-26 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-26 06:08:00 → ATL 2027-01-26 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-26 12:20:00 → MSP 2027-01-26 14:06:00.

2027-01-20 → 2027-01-26 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN4875: MDW 2027-01-26 16:30:00 → MSP 2027-01-26 18:10:00; nonstop; 100 minutes. Local airport times.

2027-01-20 → 2027-01-27 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-27 06:08:00 → MSP 2027-01-27 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-27 06:08:00 → ATL 2027-01-27 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-27 12:20:00 → MSP 2027-01-27 14:06:00.

2027-01-20 → 2027-01-27 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN1233: MDW 2027-01-27 07:50:00 → MSP 2027-01-27 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-28 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-28 06:08:00 → MSP 2027-01-28 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-28 06:08:00 → ATL 2027-01-28 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-28 12:20:00 → MSP 2027-01-28 14:06:00.

2027-01-20 → 2027-01-28 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN2806: MDW 2027-01-28 22:10:00 → MSP 2027-01-28 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-30 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-30 06:08:00 → MSP 2027-01-30 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-30 06:08:00 → ATL 2027-01-30 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-30 12:20:00 → MSP 2027-01-30 14:06:00.

2027-01-20 → 2027-01-30 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN2806: MDW 2027-01-30 22:10:00 → MSP 2027-01-30 23:45:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-01-31 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-01-31 06:08:00 → MSP 2027-01-31 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-01-31 06:08:00 → ATL 2027-01-31 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-01-31 12:20:00 → MSP 2027-01-31 14:06:00.

2027-01-20 → 2027-01-31 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN1233: MDW 2027-01-31 07:50:00 → MSP 2027-01-31 09:25:00; nonstop; 95 minutes. Local airport times.

2027-01-20 → 2027-02-01 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-02-01 06:08:00 → MSP 2027-02-01 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-02-01 06:08:00 → ATL 2027-02-01 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-02-01 12:20:00 → MSP 2027-02-01 14:06:00.

2027-01-20 → 2027-02-01 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN455: MDW 2027-02-01 11:40:00 → MSP 2027-02-01 13:10:00; nonstop; 90 minutes. Local airport times.

2027-01-20 → 2027-02-03 · Axel-exclusive $195.00

• Frontier Airlines F93046 / F92291: MSP 2027-01-20 15:01:00 → MDW 2027-01-20 23:47:00; 1 stop(s) via ATL; 526 minutes. Local airport times.
  • F93046: MSP 2027-01-20 15:01:00 → ATL 2027-01-20 18:51:00; layover at ATL: 237 minutes.
  • F92291: ATL 2027-01-20 22:48:00 → MDW 2027-01-20 23:47:00.
• Frontier Airlines F92292 / F93045: MDW 2027-02-03 06:08:00 → MSP 2027-02-03 14:06:00; 1 stop(s) via ATL; 478 minutes. Local airport times.
  • F92292: MDW 2027-02-03 06:08:00 → ATL 2027-02-03 09:31:00; layover at ATL: 169 minutes.
  • F93045: ATL 2027-02-03 12:20:00 → MSP 2027-02-03 14:06:00.

2027-01-20 → 2027-02-03 · Axel-exclusive $250.00

• Southwest Airlines WN1525: MSP 2027-01-20 09:00:00 → MDW 2027-01-20 10:40:00; nonstop; 100 minutes. Local airport times.
• Southwest Airlines WN1233: MDW 2027-02-03 07:50:00 → MSP 2027-02-03 09:25:00; nonstop; 95 minutes. Local airport times.

Explore this route

• All dates for this route
• Jan 19, 2027 · Return options
• Jan 21, 2027 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Minneapolis (MSP) to Chicago (MDW) · Jan 20, 2027 · choose your return date: 1 adult in economy, every priced fare with its flights, times and total, each with the time its price was issued. 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 lowest saved totals 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 the time its price was issued); 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.
• Follow supplied links. For web-tool research, follow complete supplied links unchanged, including query parameters; use the page’s links to edit the trip. Constructed URLs may be rejected before reaching Axel. A completed fresh trip opens flight results first. Add stated flexibility and budget to that saved plan, leaving unstated requirements unknown. Edits create a new snapshot; use its results and review links.
• 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 Minneapolis 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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