Denver (DEN) to Chicago (MDW), Nov 17, 2026: round trips from $260, one way from $135

Denver (DEN) to Chicago (MDW), Nov 17, 2026: round trips from $260, one way from $135 on Axel, checked Oct 29, 2026. Lowest published fares: $260 round trip, Axel-exclusive, Southwest Airlines, nonstop, Nov 17–18, 2026; $135 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 17, 2026; 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 (Nov 17–18, 2026 · 1 night · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $101 total · 4★ The Chicago Hotel Collection Ambassador Gold Coast, $150 total · 5★ Sofitel Chicago Magnificent Mile, $449 total
• Hotels in Chicago for these nights (Nov 17–19, 2026 · 2 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $215 total · 4★ Warwick Allerton - Chicago, $287 total · 5★ Sofitel Chicago Magnificent Mile, $762 total
• Hotels in Chicago for these nights (Nov 17–20, 2026 · 3 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $323 total · 4★ Warwick Allerton - Chicago, $410 total · 5★ Sofitel Chicago Magnificent Mile, $1,076 total
• Hotels in Chicago for these nights (Nov 17–21, 2026 · 4 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $529 total · 4★ Millennium Hotel Knickerbocker Chicago, $631 total · 5★ Sofitel Chicago Magnificent Mile, $1,373 total
• Hotels in Chicago for these nights (Nov 17–22, 2026 · 5 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $727 total · 4★ Millennium Hotel Knickerbocker Chicago, $836 total · 5★ Sofitel Chicago Magnificent Mile, $1,626.50 total
• Hotels in Chicago for these nights (Nov 17–23, 2026 · 6 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $836 total · 4★ Millennium Hotel Knickerbocker Chicago, $953 total · 5★ Sofitel Chicago Magnificent Mile, $1,836.50 total
• Hotels in Chicago for these nights (Nov 17–24, 2026 · 7 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $945 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,070 total · 5★ Sofitel Chicago Magnificent Mile, $2,046.50 total
• Hotels in Chicago for these nights (Nov 17–25, 2026 · 8 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,054 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,190 total · 5★ Sofitel Chicago Magnificent Mile, $2,249.50 total
• Hotels in Chicago for these nights (Nov 17–26, 2026 · 9 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,155 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,318 total · 5★ Sofitel Chicago Magnificent Mile, $2,459.50 total
• Hotels in Chicago for these nights (Nov 17–27, 2026 · 10 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,292 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,440 total · 5★ Sofitel Chicago Magnificent Mile, $2,658.50 total
• Hotels in Chicago for these nights (Nov 17–28, 2026 · 11 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,459 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,605 total · 5★ Sofitel Chicago Magnificent Mile, $2,961.50 total
• Hotels in Chicago for these nights (Nov 17–29, 2026 · 12 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,602 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,791 total · 5★ Sofitel Chicago Magnificent Mile, $3,258.50 total
• Hotels in Chicago for these nights (Nov 17–30, 2026 · 13 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,716 total · 4★ Millennium Hotel Knickerbocker Chicago, $1,952 total · 5★ Sofitel Chicago Magnificent Mile, $3,567.50 total
• Hotels in Chicago for these nights (Nov 17 – Dec 1, 2026 · 14 nights · 2 adults, 1 room): 3★ The Chicago Hotel Collection River North, $1,830 total · 4★ Millennium Hotel Knickerbocker Chicago, $2,119 total · 5★ Sofitel Chicago Magnificent Mile, $3,884.50 total

All hotels in Chicago

Route overview: Denver to Chicago (MDW) flight deals

2026-11-17 · one way · Axel-exclusive $135.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.

2026-11-17 → 2026-11-18 · Axel-exclusive $260.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN3718: MDW 2026-11-18 20:55:00 → DEN 2026-11-18 22:40:00; nonstop; 165 minutes. Local airport times.

2026-11-17 → 2026-11-19 · Axel-exclusive $260.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN2602: MDW 2026-11-19 08:05:00 → DEN 2026-11-19 10:00:00; nonstop; 175 minutes. Local airport times.

2026-11-17 → 2026-11-20 · Axel-exclusive $305.50

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN2602: MDW 2026-11-20 08:05:00 → DEN 2026-11-20 10:00:00; nonstop; 175 minutes. Local airport times.

2026-11-17 → 2026-11-21 · Axel-exclusive $292.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN1742 / WN2668: MDW 2026-11-21 17:10:00 → DEN 2026-11-21 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
  • WN1742: MDW 2026-11-21 17:10:00 → MCI 2026-11-21 18:40:00; layover at MCI: 135 minutes.
  • WN2668: MCI 2026-11-21 20:55:00 → DEN 2026-11-21 21:45:00.

2026-11-17 → 2026-11-23 · Axel-exclusive $292.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN3051 / WN2162: MDW 2026-11-23 09:50:00 → DEN 2026-11-23 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times.
  • WN3051: MDW 2026-11-23 09:50:00 → TUL 2026-11-23 11:50:00; layover at TUL: 65 minutes.
  • WN2162: TUL 2026-11-23 12:55:00 → DEN 2026-11-23 13:45:00.

2026-11-17 → 2026-11-24 · Axel-exclusive $305.50

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN2602: MDW 2026-11-24 08:05:00 → DEN 2026-11-24 10:00:00; nonstop; 175 minutes. Local airport times.

2026-11-17 → 2026-11-25 · Axel-exclusive $305.50

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN4606: MDW 2026-11-25 16:25:00 → DEN 2026-11-25 18:10:00; nonstop; 165 minutes. Local airport times.

2026-11-17 → 2026-11-27 · Axel-exclusive $305.50

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN4606: MDW 2026-11-27 16:25:00 → DEN 2026-11-27 18:10:00; nonstop; 165 minutes. Local airport times.

2026-11-17 → 2026-11-28 · Axel-exclusive $292.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN1742 / WN2668: MDW 2026-11-28 17:10:00 → DEN 2026-11-28 21:45:00; 1 stop(s) via MCI; 335 minutes. Local airport times.
  • WN1742: MDW 2026-11-28 17:10:00 → MCI 2026-11-28 18:40:00; layover at MCI: 135 minutes.
  • WN2668: MCI 2026-11-28 20:55:00 → DEN 2026-11-28 21:45:00.

2026-11-17 → 2026-11-29 · Axel-exclusive $305.50

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN4606: MDW 2026-11-29 16:25:00 → DEN 2026-11-29 18:10:00; nonstop; 165 minutes. Local airport times.

2026-11-17 → 2026-12-01 · Axel-exclusive $260.00

• Southwest Airlines WN1698: DEN 2026-11-17 14:05:00 → MDW 2026-11-17 17:25:00; nonstop; 140 minutes. Local airport times.
• Southwest Airlines WN120: MDW 2026-12-01 10:50:00 → DEN 2026-12-01 12:30:00; nonstop; 160 minutes. Local airport times.

Explore this route

• All dates for this route
• Nov 16, 2026 · Return options
• Nov 18, 2026 · Return options
• Hotels in Chicago with Axel

For AI assistants

• This page: Denver (DEN) to Chicago (MDW) · Nov 17, 2026 · 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.
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