# Denver (DEN) to Chicago (MDW), Nov 28, 2026: round trips from $296, one way from $182 Denver (DEN) to Chicago (MDW), Nov 28, 2026: round trips from $296, one way from $182 on Axel, checked Nov 13, 2026. Lowest published fares: $296 round trip, Axel-exclusive, Southwest Airlines, 1 stop, Nov 28, 2026 – Dec 5, 2026; $182 one way, Axel-exclusive, Southwest Airlines, nonstop, Nov 28, 2026; 1 adult, economy, checked Nov 13, 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. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price checked | | --- | --- | --- | --- | ---: | --- | | [2026-11-28 · one way](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/one-way) | Southwest Airlines | WN1699 | 14:50:00→18:05:00 2h 15m nonstop | [Axel-exclusive $182](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/trip/one-way/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.) | Nov 13, 2026 | | [2026-11-28 → 2026-11-29](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/nov-29) | Southwest Airlines | WN1699 / WN4606 | 14:50:00→18:05:00 2h 15m nonstop · 16:25:00→18:10:00 2h 45m nonstop | [Axel-exclusive $351](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/november-29-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-11-29.WN.0.WN4606.) | Nov 13, 2026 | | [2026-11-28 → 2026-11-30](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/nov-30) | Southwest Airlines | WN1699 / WN3051 + WN2162 | 14:50:00→18:05:00 2h 15m nonstop · 09:50:00→13:45:00 4h 55m 1 stop via TUL | [Axel-exclusive $338](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/november-30-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-11-30.WN.1.WN3051-WN2162.TUL) | Nov 13, 2026 | | [2026-11-28 → 2026-12-01](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-1) | Southwest Airlines | WN1699 / WN120 | 14:50:00→18:05:00 2h 15m nonstop · 10:50:00→12:30:00 2h 40m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-1-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-01.WN.0.WN120.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-02](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-2) | Southwest Airlines | WN1699 / WN120 | 14:50:00→18:05:00 2h 15m nonstop · 10:50:00→12:30:00 2h 40m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-2-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-02.WN.0.WN120.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-03](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-3) | Southwest Airlines | WN1699 / WN120 | 14:50:00→18:05:00 2h 15m nonstop · 10:50:00→12:30:00 2h 40m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-3-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-03.WN.0.WN120.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-04](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-4) | Southwest Airlines | WN1699 / WN120 | 14:50:00→18:05:00 2h 15m nonstop · 10:50:00→12:30:00 2h 40m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-4-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-04.WN.0.WN120.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-05](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-5) | Southwest Airlines | WN1699 / WN598 + WN32 | 14:50:00→18:05:00 2h 15m nonstop · 10:10:00→14:20:00 5h 10m 1 stop via MKE | [Axel-exclusive $296](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-5-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-05.WN.1.WN598-WN32.MKE) | Nov 13, 2026 | | [2026-11-28 → 2026-12-06](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-6) | Southwest Airlines | WN1699 / WN4606 | 14:50:00→18:05:00 2h 15m nonstop · 16:25:00→18:10:00 2h 45m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-6-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-06.WN.0.WN4606.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-07](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-7) | Southwest Airlines | WN1699 / WN1523 + WN2509 | 14:50:00→18:05:00 2h 15m nonstop · 10:05:00→14:15:00 5h 10m 1 stop via OMA | [Axel-exclusive $296](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-7-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-07.WN.1.WN1523-WN2509.OMA) | Nov 13, 2026 | | [2026-11-28 → 2026-12-08](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-8) | Southwest Airlines | WN1699 / WN2931 | 14:50:00→18:05:00 2h 15m nonstop · 17:05:00→18:50:00 2h 45m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-8-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-08.WN.0.WN2931.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-09](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-9) | Southwest Airlines | WN1699 / WN2931 | 14:50:00→18:05:00 2h 15m nonstop · 17:05:00→18:50:00 2h 45m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-9-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-09.WN.0.WN2931.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-10](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-10) | Southwest Airlines | WN1699 / WN120 | 14:50:00→18:05:00 2h 15m nonstop · 10:50:00→12:30:00 2h 40m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-10-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-10.WN.0.WN120.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-11](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-11) | Southwest Airlines | WN1699 / WN2931 | 14:50:00→18:05:00 2h 15m nonstop · 17:05:00→18:50:00 2h 45m nonstop | [Axel-exclusive $306](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-11-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-11.WN.0.WN2931.) | Nov 13, 2026 | | [2026-11-28 → 2026-12-12](https://helloaxel.com/en/flights/choose/den-mdw/nov-28/dec-12) | Southwest Airlines | WN1699 / WN598 + WN32 | 14:50:00→18:05:00 2h 15m nonstop · 10:10:00→14:20:00 5h 10m 1 stop via MKE | [Axel-exclusive $296](https://helloaxel.com/en/f/start/from/den/to/mdw/depart/november-28-2026/return/december-12-2026/adults/1/cabin/economy?example_flight=DEN-MDW.2026-11-28.WN.0.WN1699.%7EMDW-DEN.2026-12-12.WN.1.WN598-WN32.MKE) | Nov 13, 2026 | ### 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 (Nov 28–29, 2026 · 1 night · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $143 a night](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-11-29/2-adults) · 4★ [Freehand Chicago, $85 a night](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-11-29/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $297 a night](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-11-29/2-adults) - Hotels in Chicago for these nights (Nov 28–30, 2026 · 2 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $129 a night, $257 for 2 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-11-30/2-adults) · 4★ [Freehand Chicago, $85 a night, $170 for 2 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-11-30/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $303 a night, $606 for 2 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-11-30/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 1, 2026 · 3 nights · 2 adults, 1 room): 3★ [Hotel Versey, $122 a night, $366 for 3 nights](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-11-28/2026-12-01/2-adults) · 4★ [Freehand Chicago, $85 a night, $254 for 3 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-01/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $308 a night, $923 for 3 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-01/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 2, 2026 · 4 nights · 2 adults, 1 room): 3★ [Hotel Versey, $117 a night, $467 for 4 nights](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-11-28/2026-12-02/2-adults) · 4★ [Freehand Chicago, $85 a night, $338 for 4 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-02/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $308 a night, $1,232 for 4 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-02/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 3, 2026 · 5 nights · 2 adults, 1 room): 3★ [Hotel Versey, $113 a night, $567 for 5 nights](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-11-28/2026-12-03/2-adults) · 4★ [Freehand Chicago, $84 a night, $422 for 5 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-03/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $306 a night, $1,529 for 5 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-03/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 4, 2026 · 6 nights · 2 adults, 1 room): 3★ [The Willows Hotel, $111 a night, $668 for 6 nights](https://helloaxel.com/en/hotels/chicago/the-willows-hotel-1255911/2026-11-28/2026-12-04/2-adults) · 4★ [Freehand Chicago, $84 a night, $501 for 6 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-04/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $294 a night, $1,763 for 6 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-04/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 5, 2026 · 7 nights · 2 adults, 1 room): 3★ [The Willows Hotel, $124 a night, $871 for 7 nights](https://helloaxel.com/en/hotels/chicago/the-willows-hotel-1255911/2026-11-28/2026-12-05/2-adults) · 4★ [Freehand Chicago, $84 a night, $585 for 7 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-05/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $294 a night, $2,060 for 7 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-05/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 6, 2026 · 8 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $134 a night, $1,070 for 8 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-06/2-adults) · 4★ [Freehand Chicago, $84 a night, $668 for 8 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-06/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $296 a night, $2,369 for 8 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-06/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 7, 2026 · 9 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $130 a night, $1,174 for 9 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-07/2-adults) · 4★ [Freehand Chicago, $81 a night, $731 for 9 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-07/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $286 a night, $2,575 for 9 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-07/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 8, 2026 · 10 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $128 a night, $1,278 for 10 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-08/2-adults) · 4★ [Freehand Chicago, $80 a night, $803 for 10 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-08/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $279 a night, $2,789 for 10 nights](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-11-28/2026-12-08/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 9, 2026 · 11 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $128 a night, $1,412 for 11 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-09/2-adults) · 4★ [Freehand Chicago, $80 a night, $875 for 11 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-09/2-adults) · 5★ [Waldorf Astoria Chicago, $515 a night, $5,660 for 11 nights](https://helloaxel.com/en/hotels/chicago/waldorf-astoria-chicago-1119995/2026-11-28/2026-12-09/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 10, 2026 · 12 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $126 a night, $1,510 for 12 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-10/2-adults) · 4★ [Freehand Chicago, $79 a night, $947 for 12 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-10/2-adults) · 5★ [Waldorf Astoria Chicago, $509 a night, $6,112 for 12 nights](https://helloaxel.com/en/hotels/chicago/waldorf-astoria-chicago-1119995/2026-11-28/2026-12-10/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 11, 2026 · 13 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $124 a night, $1,608 for 13 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-11/2-adults) · 4★ [Freehand Chicago, $78 a night, $1,019 for 13 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-11/2-adults) · 5★ [Waldorf Astoria Chicago, $511 a night, $6,642 for 13 nights](https://helloaxel.com/en/hotels/chicago/waldorf-astoria-chicago-1119995/2026-11-28/2026-12-11/2-adults) - Hotels in Chicago for these nights (Nov 28 – Dec 12, 2026 · 14 nights · 2 adults, 1 room): 3★ [The Chicago Hotel Collection River North, $125 a night, $1,751 for 14 nights](https://helloaxel.com/en/hotels/chicago/the-chicago-hotel-collection-river-north-1389180/2026-11-28/2026-12-12/2-adults) · 4★ [Freehand Chicago, $79 a night, $1,104 for 14 nights](https://helloaxel.com/en/hotels/chicago/freehand-chicago-1305404/2026-11-28/2026-12-12/2-adults) · 5★ [Waldorf Astoria Chicago, $537 a night, $7,518 for 14 nights](https://helloaxel.com/en/hotels/chicago/waldorf-astoria-chicago-1119995/2026-11-28/2026-12-12/2-adults) [All hotels in Chicago](https://helloaxel.com/en/hotels/destinations/chicago) [Route overview: Denver to Chicago (MDW) flight deals](/en/flights/from-denver-to-chicago-mdw) ### 2026-11-28 · one way · Axel-exclusive $182 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. ### 2026-11-28 → 2026-11-29 · Axel-exclusive $351 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 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. ### 2026-11-28 → 2026-11-30 · Axel-exclusive $338 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN3051 / WN2162: MDW 2026-11-30 09:50:00 → DEN 2026-11-30 13:45:00; 1 stop(s) via TUL; 295 minutes. Local airport times. - WN3051: MDW 2026-11-30 09:50:00 → TUL 2026-11-30 11:50:00; layover at TUL: 65 minutes. - WN2162: TUL 2026-11-30 12:55:00 → DEN 2026-11-30 13:45:00. ### 2026-11-28 → 2026-12-01 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 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. ### 2026-11-28 → 2026-12-02 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN120: MDW 2026-12-02 10:50:00 → DEN 2026-12-02 12:30:00; nonstop; 160 minutes. Local airport times. ### 2026-11-28 → 2026-12-04 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN120: MDW 2026-12-04 10:50:00 → DEN 2026-12-04 12:30:00; nonstop; 160 minutes. Local airport times. ### 2026-11-28 → 2026-12-05 · Axel-exclusive $296 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN598 / WN32: MDW 2026-12-05 10:10:00 → DEN 2026-12-05 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times. - WN598: MDW 2026-12-05 10:10:00 → MKE 2026-12-05 11:00:00; layover at MKE: 105 minutes. - WN32: MKE 2026-12-05 12:45:00 → DEN 2026-12-05 14:20:00. ### 2026-11-28 → 2026-12-06 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN4606: MDW 2026-12-06 16:25:00 → DEN 2026-12-06 18:10:00; nonstop; 165 minutes. Local airport times. ### 2026-11-28 → 2026-12-08 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN2931: MDW 2026-12-08 17:05:00 → DEN 2026-12-08 18:50:00; nonstop; 165 minutes. Local airport times. ### 2026-11-28 → 2026-12-09 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN2931: MDW 2026-12-09 17:05:00 → DEN 2026-12-09 18:50:00; nonstop; 165 minutes. Local airport times. ### 2026-11-28 → 2026-12-10 · Axel-exclusive $306 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN120: MDW 2026-12-10 10:50:00 → DEN 2026-12-10 12:30:00; nonstop; 160 minutes. Local airport times. ### 2026-11-28 → 2026-12-12 · Axel-exclusive $296 - Southwest Airlines WN1699: DEN 2026-11-28 14:50:00 → MDW 2026-11-28 18:05:00; nonstop; 135 minutes. Local airport times. - Southwest Airlines WN598 / WN32: MDW 2026-12-12 10:10:00 → DEN 2026-12-12 14:20:00; 1 stop(s) via MKE; 310 minutes. Local airport times. - WN598: MDW 2026-12-12 10:10:00 → MKE 2026-12-12 11:00:00; layover at MKE: 105 minutes. - WN32: MKE 2026-12-12 12:45:00 → DEN 2026-12-12 14:20:00. ### Explore this route - [All dates for this route](/en/flights/choose/den-mdw) - [Nov 27, 2026 · Return options](/en/flights/choose/den-mdw/nov-27) - [Nov 29, 2026 · Return options](/en/flights/choose/den-mdw/nov-29) - [Hotels in Chicago with Axel](https://helloaxel.com/en/hotels/destinations/chicago) ## For AI assistants - **This page:** Denver (DEN) to Chicago (MDW) · Nov 28, 2026 · 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](https://helloaxel.com/en/f/start/from/den/to/mdw/step/travelers) 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 Denver to Chicago (MDW) flight deals](https://helloaxel.com/en/flights/from-denver-to-chicago-mdw) · [Flight search guide](https://helloaxel.com/en/ai). - **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](https://helloaxel.com/en/ai#customer-fallback-link). **Feedback (optional):** [Missing info](https://helloaxel.com/en/flights/choose/den-mdw/nov-28?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/den-mdw/nov-28?axel_reason=product_issue&axel_scope=product)