# Kansas City (MCI) to Chicago (MDW), Dec 16, 2026: round trips from $238, one way from $119 Kansas City (MCI) to Chicago (MDW), Dec 16, 2026: round trips from $238, one way from $119 on Axel, checked Oct 29, 2026. Lowest published fares: $238 round trip, Axel-exclusive, Southwest Airlines, nonstop, Dec 16–17, 2026; $119 one way, Axel-exclusive, Southwest Airlines, nonstop, Dec 16, 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. | Exact travel dates | Airline | Flights | Times, duration, stops | Total price | Price issued (UTC) | | --- | --- | --- | --- | ---: | --- | | [2026-12-16 · one way](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/one-way) | Southwest Airlines | WN1066 | 10:55:00→12:15:00 1h 20m nonstop | [Axel-exclusive $119.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/trip/one-way/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 · one way](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/one-way) | Delta Air Lines | DL3799 + DL4714 | 10:43:00→16:39:00 5h 56m 1 stop via MSP | [Axel-exclusive $189.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/trip/one-way/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-17](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-17) | Southwest Airlines | WN1066 / WN946 | 10:55:00→12:15:00 1h 20m nonstop · 10:05:00→11:35:00 1h 30m nonstop | [Axel-exclusive $238.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-17-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-17](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-17) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $368.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-17-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-18](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-18) | Southwest Airlines | WN1066 / WN249 | 10:55:00→12:15:00 1h 20m nonstop · 15:45:00→17:15:00 1h 30m nonstop | [Axel-exclusive $238.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-18-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-18](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-18) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $368.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-18-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-19](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-19) | Southwest Airlines | WN1066 / WN1742 | 10:55:00→12:15:00 1h 20m nonstop · 17:10:00→18:40:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-19-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-19](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-19) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-19-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-20](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-20) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-20-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-20](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-20) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-20-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-21](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-21) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-21-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-21](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-21) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-21-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-22](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-22) | Southwest Airlines | WN1066 / WN249 | 10:55:00→12:15:00 1h 20m nonstop · 15:45:00→17:15:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-22-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-22](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-22) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-22-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-23](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-23) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-23-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-23](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-23) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-23-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-24](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-24) | Southwest Airlines | WN1066 / WN1369 | 10:55:00→12:15:00 1h 20m nonstop · 11:45:00→13:15:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-24-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-24](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-24) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-24-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-25](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-25) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-25-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-25](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-25) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-25-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-26](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-26) | Southwest Airlines | WN1066 / WN1742 | 10:55:00→12:15:00 1h 20m nonstop · 17:10:00→18:40:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-26-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-26](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-26) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-26-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-27](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-27) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $267.75](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-27-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-27](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-27) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $414.00](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-27-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-28](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-28) | Southwest Airlines | WN1066 / WN2959 | 10:55:00→12:15:00 1h 20m nonstop · 07:35:00→09:05:00 1h 30m nonstop | [Axel-exclusive $261.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-28-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-28](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-28) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $404.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-28-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-29](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-29) | Southwest Airlines | WN1066 / WN1856 | 10:55:00→12:15:00 1h 20m nonstop · 21:40:00→23:15:00 1h 35m nonstop | [Axel-exclusive $261.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-29-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-29](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-29) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $404.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-29-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-30](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-30) | Southwest Airlines | WN1066 / WN1369 | 10:55:00→12:15:00 1h 20m nonstop · 11:45:00→13:15:00 1h 30m nonstop | [Axel-exclusive $261.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-30-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | | [2026-12-16 → 2026-12-30](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16/dec-30) | Delta Air Lines | DL3799 + DL4714 / DL5469 + DL5401 | 10:43:00→16:39:00 5h 56m 1 stop via MSP · 10:24:00→16:56:00 6h 32m 1 stop via MSP | [Axel-exclusive $404.80](https://helloaxel.com/en/f/start/from/mci/to/mdw/depart/december-16-2026/return/december-30-2026/adults/1/cabin/economy) | 2026-10-29T01:28:08Z | ### 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 (Dec 16–17, 2026 · 1 night · 2 adults, 1 room): 3★ [Hotel Versey, $80 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-17/2-adults) · 4★ [Warwick Allerton - Chicago, $89 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-17/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $203 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-17/2-adults) - Hotels in Chicago for these nights (Dec 16–18, 2026 · 2 nights · 2 adults, 1 room): 3★ [Hotel Versey, $166 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-18/2-adults) · 4★ [Warwick Allerton - Chicago, $183 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-18/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $410 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-18/2-adults) - Hotels in Chicago for these nights (Dec 16–19, 2026 · 3 nights · 2 adults, 1 room): 3★ [Hotel Versey, $283 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-19/2-adults) · 4★ [Warwick Allerton - Chicago, $308 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-19/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $616 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-19/2-adults) - Hotels in Chicago for these nights (Dec 16–20, 2026 · 4 nights · 2 adults, 1 room): 3★ [Hotel Versey, $402 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-20/2-adults) · 4★ [Warwick Allerton - Chicago, $428 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-20/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $937 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-20/2-adults) - Hotels in Chicago for these nights (Dec 16–21, 2026 · 5 nights · 2 adults, 1 room): 3★ [Hotel Versey, $478 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-21/2-adults) · 4★ [Warwick Allerton - Chicago, $517 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-21/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $1,143 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-21/2-adults) - Hotels in Chicago for these nights (Dec 16–22, 2026 · 6 nights · 2 adults, 1 room): 3★ [Hotel Versey, $558 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-22/2-adults) · 4★ [Warwick Allerton - Chicago, $606 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-22/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $1,347 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-22/2-adults) - Hotels in Chicago for these nights (Dec 16–23, 2026 · 7 nights · 2 adults, 1 room): 3★ [Hotel Versey, $639 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-23/2-adults) · 4★ [Warwick Allerton - Chicago, $695 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-23/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $1,553 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-23/2-adults) - Hotels in Chicago for these nights (Dec 16–24, 2026 · 8 nights · 2 adults, 1 room): 3★ [Hotel Versey, $738 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-24/2-adults) · 4★ [Warwick Allerton - Chicago, $791 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-24/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $1,760 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-24/2-adults) - Hotels in Chicago for these nights (Dec 16–25, 2026 · 9 nights · 2 adults, 1 room): 3★ [Hotel Versey, $855 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-25/2-adults) · 4★ [Warwick Allerton - Chicago, $887 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-25/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $1,959 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-25/2-adults) - Hotels in Chicago for these nights (Dec 16–26, 2026 · 10 nights · 2 adults, 1 room): 3★ [Hotel Versey, $989 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-26/2-adults) · 4★ [Warwick Allerton - Chicago, $1,005 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-26/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $2,169 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-26/2-adults) - Hotels in Chicago for these nights (Dec 16–27, 2026 · 11 nights · 2 adults, 1 room): 3★ [The Whitehall Hotel, BW Premier Collection, $1,114 total](https://helloaxel.com/en/hotels/chicago/the-whitehall-hotel-bw-premier-collection-1066968/2026-12-16/2026-12-27/2-adults) · 4★ [Warwick Allerton - Chicago, $1,119 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-27/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $2,375 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-27/2-adults) - Hotels in Chicago for these nights (Dec 16–28, 2026 · 12 nights · 2 adults, 1 room): 3★ [The Whitehall Hotel, BW Premier Collection, $1,208 total](https://helloaxel.com/en/hotels/chicago/the-whitehall-hotel-bw-premier-collection-1066968/2026-12-16/2026-12-28/2-adults) · 4★ [Warwick Allerton - Chicago, $1,215 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-28/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $2,585 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-28/2-adults) - Hotels in Chicago for these nights (Dec 16–29, 2026 · 13 nights · 2 adults, 1 room): 3★ [Hotel Versey, $1,295 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-29/2-adults) · 4★ [Warwick Allerton - Chicago, $1,311 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-29/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $2,791 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-29/2-adults) - Hotels in Chicago for these nights (Dec 16–30, 2026 · 14 nights · 2 adults, 1 room): 3★ [Hotel Versey, $1,380 total](https://helloaxel.com/en/hotels/chicago/hotel-versey-1098318/2026-12-16/2026-12-30/2-adults) · 4★ [Warwick Allerton - Chicago, $1,405 total](https://helloaxel.com/en/hotels/chicago/warwick-allerton-chicago-1114033/2026-12-16/2026-12-30/2-adults) · 5★ [Sofitel Chicago Magnificent Mile, $2,998 total](https://helloaxel.com/en/hotels/chicago/sofitel-chicago-magnificent-mile-1279364/2026-12-16/2026-12-30/2-adults) [All hotels in Chicago](https://helloaxel.com/en/hotels/destinations/chicago) [Route overview: Kansas City to Chicago (MDW) flight deals](/en/flights/from-kansas-city-to-chicago-mdw) ### 2026-12-16 · one way · Axel-exclusive $119.00 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. ### 2026-12-16 · one way · Axel-exclusive $189.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. ### 2026-12-16 → 2026-12-17 · Axel-exclusive $238.00 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN946: MDW 2026-12-17 10:05:00 → MCI 2026-12-17 11:35:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-17 · Axel-exclusive $368.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-17 10:24:00 → MCI 2026-12-17 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-17 10:24:00 → MSP 2026-12-17 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-17 15:09:00 → MCI 2026-12-17 16:56:00. ### 2026-12-16 → 2026-12-18 · Axel-exclusive $238.00 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN249: MDW 2026-12-18 15:45:00 → MCI 2026-12-18 17:15:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-18 · Axel-exclusive $368.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-18 10:24:00 → MCI 2026-12-18 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-18 10:24:00 → MSP 2026-12-18 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-18 15:09:00 → MCI 2026-12-18 16:56:00. ### 2026-12-16 → 2026-12-19 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN1742: MDW 2026-12-19 17:10:00 → MCI 2026-12-19 18:40:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-19 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-19 10:24:00 → MCI 2026-12-19 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-19 10:24:00 → MSP 2026-12-19 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-19 15:09:00 → MCI 2026-12-19 16:56:00. ### 2026-12-16 → 2026-12-20 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN2959: MDW 2026-12-20 07:35:00 → MCI 2026-12-20 09:05:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-20 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-20 10:24:00 → MCI 2026-12-20 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-20 10:24:00 → MSP 2026-12-20 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-20 15:09:00 → MCI 2026-12-20 16:56:00. ### 2026-12-16 → 2026-12-22 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN249: MDW 2026-12-22 15:45:00 → MCI 2026-12-22 17:15:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-22 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-22 10:24:00 → MCI 2026-12-22 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-22 10:24:00 → MSP 2026-12-22 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-22 15:09:00 → MCI 2026-12-22 16:56:00. ### 2026-12-16 → 2026-12-23 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN2959: MDW 2026-12-23 07:35:00 → MCI 2026-12-23 09:05:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-23 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-23 10:24:00 → MCI 2026-12-23 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-23 10:24:00 → MSP 2026-12-23 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-23 15:09:00 → MCI 2026-12-23 16:56:00. ### 2026-12-16 → 2026-12-24 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN1369: MDW 2026-12-24 11:45:00 → MCI 2026-12-24 13:15:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-24 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-24 10:24:00 → MCI 2026-12-24 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-24 10:24:00 → MSP 2026-12-24 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-24 15:09:00 → MCI 2026-12-24 16:56:00. ### 2026-12-16 → 2026-12-26 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN1742: MDW 2026-12-26 17:10:00 → MCI 2026-12-26 18:40:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-26 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-26 10:24:00 → MCI 2026-12-26 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-26 10:24:00 → MSP 2026-12-26 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-26 15:09:00 → MCI 2026-12-26 16:56:00. ### 2026-12-16 → 2026-12-27 · Axel-exclusive $267.75 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN2959: MDW 2026-12-27 07:35:00 → MCI 2026-12-27 09:05:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-27 · Axel-exclusive $414.00 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-27 10:24:00 → MCI 2026-12-27 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-27 10:24:00 → MSP 2026-12-27 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-27 15:09:00 → MCI 2026-12-27 16:56:00. ### 2026-12-16 → 2026-12-28 · Axel-exclusive $261.80 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN2959: MDW 2026-12-28 07:35:00 → MCI 2026-12-28 09:05:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-28 · Axel-exclusive $404.80 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-28 10:24:00 → MCI 2026-12-28 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-28 10:24:00 → MSP 2026-12-28 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-28 15:09:00 → MCI 2026-12-28 16:56:00. ### 2026-12-16 → 2026-12-30 · Axel-exclusive $261.80 - Southwest Airlines WN1066: MCI 2026-12-16 10:55:00 → MDW 2026-12-16 12:15:00; nonstop; 80 minutes. Local airport times. - Southwest Airlines WN1369: MDW 2026-12-30 11:45:00 → MCI 2026-12-30 13:15:00; nonstop; 90 minutes. Local airport times. ### 2026-12-16 → 2026-12-30 · Axel-exclusive $404.80 - Delta Air Lines DL3799 / DL4714: MCI 2026-12-16 10:43:00 → MDW 2026-12-16 16:39:00; 1 stop(s) via MSP; 356 minutes. Local airport times. - DL3799: MCI 2026-12-16 10:43:00 → MSP 2026-12-16 12:15:00; layover at MSP: 165 minutes. - DL4714: MSP 2026-12-16 15:00:00 → MDW 2026-12-16 16:39:00. - Delta Air Lines DL5469 / DL5401: MDW 2026-12-30 10:24:00 → MCI 2026-12-30 16:56:00; 1 stop(s) via MSP; 392 minutes. Local airport times. - DL5469: MDW 2026-12-30 10:24:00 → MSP 2026-12-30 12:09:00; layover at MSP: 180 minutes. - DL5401: MSP 2026-12-30 15:09:00 → MCI 2026-12-30 16:56:00. ### Explore this route - [All dates for this route](/en/flights/choose/mci-mdw) - [Dec 15, 2026 · Return options](/en/flights/choose/mci-mdw/dec-15) - [Dec 17, 2026 · Return options](/en/flights/choose/mci-mdw/dec-17) - [Hotels in Chicago with Axel](https://helloaxel.com/en/hotels/destinations/chicago) ## For AI assistants - **This page:** Kansas City (MCI) to Chicago (MDW) · Dec 16, 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](https://helloaxel.com/en/f/start/from/mci/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 Kansas City to Chicago (MDW) flight deals](https://helloaxel.com/en/flights/from-kansas-city-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/mci-mdw/dec-16?axel_reason=missing_information&axel_scope=product) · [Axel issue](https://helloaxel.com/en/flights/choose/mci-mdw/dec-16?axel_reason=product_issue&axel_scope=product)