--- title: "Madison (MSN) to Chicago (ORD) flights: who flies it" description: "American Airlines and United Airlines fly nonstop from MSN to ORD, about 153 flights a week. See confirmed upgrade and award space by date on 2LNR, the next 14 days free." canonical: "https://2lnr.com/routes/msn-ord" url: "https://2lnr.com/routes/msn-ord.md" date_modified: "2026-10-25T05:37:10Z" --- # Madison to Chicago (MSN-ORD): nonstop upgrade & award space United Airlines and American Airlines fly nonstop between Madison (MSN) and Chicago (ORD), roughly 153 times a week. The timetable below shows the nonstop scheduled at 1h 9m to 1h 25m for the 108 miles. 2LNR checks confirmed upgrade and award space on American Airlines flights on this route, so you can see which departures have space before you book. Schedule last confirmed October 25, 2026. Departure times come from 2LNR's schedule data; confirm with the airline before you book. Updated October 29, 2026. See MSN to ORD on the interactive map [Get started free](https://2lnr.com/login) 153 Flights a week, 4-week average 1h 9m to 1h 25m Scheduled flight time 108 mi Nonstop distance Free To get started ## Madison to Chicago flight schedule Scheduled nonstop departures for MSN to ORD starting October 28, 2026, last checked against our schedule feed on October 25, 2026. Airlines retime and cancel flights, so confirm with the airline before you book. Scheduled nonstop departures from Madison (MSN) to Chicago (ORD) | Date | Flight | Airline | Departs MSN | Arrives ORD | Duration | Aircraft | | :--- | :--- | :--- | :--- | :--- | :--- | :--- | | Wed, Oct 28 | AA 4775 | American Airlines | 05:00 | 06:14 | 1h 14m | [Embraer E175](https://2lnr.com/seatmaps/aa/e175.md) | | Wed, Oct 28 | UA 5902 | United Airlines | 05:00 | 06:20 | 1h 20m | [Embraer E175](https://2lnr.com/seatmaps/ua/e175.md) | | Wed, Oct 28 | AA 4669 | American Airlines | 06:10 | 07:24 | 1h 14m | Embraer E175 | | Wed, Oct 28 | UA 2137 | United Airlines | 06:25 | 07:44 | 1h 19m | [Boeing 737-700](https://2lnr.com/seatmaps/ua/737-700.md) | | Wed, Oct 28 | UA 2037 | United Airlines | 08:10 | 09:26 | 1h 16m | [Boeing 737-900](https://2lnr.com/seatmaps/ua/737-900.md) | | Wed, Oct 28 | AA 4460 | American Airlines | 10:13 | 11:30 | 1h 17m | Embraer E175 | | Wed, Oct 28 | UA 5730 | United Airlines | 10:42 | 11:57 | 1h 15m | CR5 | | Wed, Oct 28 | AA 4717 | American Airlines | 11:22 | 12:39 | 1h 17m | Embraer E175 | | Wed, Oct 28 | UA 4455 | United Airlines | 12:32 | 13:54 | 1h 22m | CR5 | | Wed, Oct 28 | UA 4178 | United Airlines | 13:00 | 14:19 | 1h 19m | CR5 | | Wed, Oct 28 | AA 6478 | American Airlines | 13:11 | 14:20 | 1h 9m | [Bombardier CRJ-700](https://2lnr.com/seatmaps/aa/crj-700.md) | | Wed, Oct 28 | UA 1776 | United Airlines | 14:50 | 16:06 | 1h 16m | Boeing 737-700 | | Wed, Oct 28 | UA 5781 | United Airlines | 15:00 | 16:19 | 1h 19m | CR5 | | Wed, Oct 28 | AA 4038 | American Airlines | 15:28 | 16:44 | 1h 16m | [Embraer E170](https://2lnr.com/seatmaps/aa/e170.md) | | Wed, Oct 28 | UA 5413 | United Airlines | 15:49 | 17:05 | 1h 16m | Embraer E175 | | Wed, Oct 28 | UA 5563 | United Airlines | 17:43 | 19:05 | 1h 22m | Embraer E175 | | Wed, Oct 28 | UA 4603 | United Airlines | 17:49 | 19:05 | 1h 16m | CR5 | | Wed, Oct 28 | AA 4441 | American Airlines | 19:05 | 20:30 | 1h 25m | Embraer E175 | | Wed, Oct 28 | UA 5941 | United Airlines | 19:15 | 20:29 | 1h 14m | CR5 | | Thu, Oct 29 | AA 4775 | American Airlines | 05:00 | 06:14 | 1h 14m | Embraer E175 | | Thu, Oct 29 | UA 5902 | United Airlines | 05:00 | 06:20 | 1h 20m | Embraer E175 | | Thu, Oct 29 | AA 4669 | American Airlines | 06:10 | 07:24 | 1h 14m | Embraer E175 | | Thu, Oct 29 | UA 2137 | United Airlines | 06:25 | 07:44 | 1h 19m | Boeing 737-700 | | Thu, Oct 29 | UA 2037 | United Airlines | 08:15 | 09:31 | 1h 16m | Boeing 737-900 | | Thu, Oct 29 | AA 4460 | American Airlines | 10:13 | 11:30 | 1h 17m | Embraer E175 | | Thu, Oct 29 | UA 5730 | United Airlines | 10:42 | 11:57 | 1h 15m | CR5 | | Thu, Oct 29 | AA 4717 | American Airlines | 11:22 | 12:39 | 1h 17m | Embraer E175 | | Thu, Oct 29 | UA 4455 | United Airlines | 12:32 | 13:54 | 1h 22m | CR5 | | Thu, Oct 29 | UA 4178 | United Airlines | 12:41 | 14:00 | 1h 19m | CR5 | | Thu, Oct 29 | AA 6478 | American Airlines | 13:11 | 14:20 | 1h 9m | Bombardier CRJ-700 | | Thu, Oct 29 | UA 1776 | United Airlines | 14:50 | 16:06 | 1h 16m | Boeing 737-700 | | Thu, Oct 29 | UA 5781 | United Airlines | 15:00 | 16:19 | 1h 19m | CR5 | | Thu, Oct 29 | AA 4038 | American Airlines | 15:28 | 16:44 | 1h 16m | Embraer E170 | | Thu, Oct 29 | UA 5413 | United Airlines | 15:49 | 17:05 | 1h 16m | Embraer E175 | | Thu, Oct 29 | UA 5563 | United Airlines | 17:43 | 19:05 | 1h 22m | Embraer E175 | | Thu, Oct 29 | UA 4603 | United Airlines | 17:49 | 19:05 | 1h 16m | CR5 | | Thu, Oct 29 | AA 4441 | American Airlines | 19:05 | 20:30 | 1h 25m | Embraer E175 | | Thu, Oct 29 | UA 5941 | United Airlines | 19:15 | 20:29 | 1h 14m | CR5 | | Fri, Oct 30 | AA 4775 | American Airlines | 05:00 | 06:14 | 1h 14m | Embraer E175 | | Fri, Oct 30 | UA 5902 | United Airlines | 05:00 | 06:20 | 1h 20m | Embraer E175 | Showing the first 40 of 148 scheduled MSN to ORD departures across 7 days with service, starting October 28, 2026. Every remaining date is on the interactive map. Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline hasn't filed that value in the schedule data we hold. Aircraft are the equipment the airline filed, named where the code pins down one type and shown as the family or the bare code where it doesn't. Swaps can happen up to departure. See every MSN to ORD date on the interactive map ## Aircraft on the Madison to Chicago nonstop In the schedule table on this page, United Airlines flies the Bombardier CRJ, the [Embraer E175](https://2lnr.com/seatmaps/ua/e175.md), the [Boeing 737-700](https://2lnr.com/seatmaps/ua/737-700.md), and the [Boeing 737-900](https://2lnr.com/seatmaps/ua/737-900.md), and American Airlines flies the [Embraer E175](https://2lnr.com/seatmaps/aa/e175.md), the [Bombardier CRJ-700](https://2lnr.com/seatmaps/aa/crj-700.md), and the [Embraer E170](https://2lnr.com/seatmaps/aa/e170.md). Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure. ## Confirmed upgrade & award space on MSN to ORD departures 2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Madison to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro. American Airlines award space was open on 9 of the 14 Madison to Chicago departure dates from October 26 to November 8 that 2LNR checked in the 7 days to October 26, 2026. ### See real availability Confirmed upgrade or award seats by date on the MSN to ORD departures 2LNR tracks, checked against live inventory so you know what's open before you book. ### Set an alert Premium inventory turns over fast. Watch this route on Pro and 2LNR notifies you when space appears on a date you're tracking. ### Plan on the map See MSN to ORD on the interactive route map, with schedules, connections, and route statistics. ## Airlines flying Madison to Chicago nonstop Carriers operating MSN to ORD nonstop in the current schedule. Where 2LNR tracks the carrier, its departures show confirmed upgrade or award space by date. - [United Airlines (UA) route map](https://2lnr.com/routes/airlines/ua.md)\ [The aircraft UA flies](https://2lnr.com/seatmaps/ua.md) - [American Airlines (AA) route map](https://2lnr.com/routes/airlines/aa.md)\ [The aircraft AA flies](https://2lnr.com/seatmaps/aa.md) See MSN to ORD on the interactive map → ## Frequently asked questions about MSN to ORD **How long is the flight from Madison (MSN) to Chicago (ORD)?** Scheduled flight times from Madison (MSN) to Chicago (ORD) run from 1h 9m to 1h 25m across the departures in the schedule table on this page. The nonstop covers about 108 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book. **Which airlines fly nonstop from MSN to ORD?** United Airlines and American Airlines fly MSN to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines. **How many flights a week are there from MSN to ORD?** About 153 nonstop flights a week run between Madison (MSN) and Chicago (ORD) in the current schedule, operated by United Airlines and American Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next. **What time do flights from MSN to ORD depart?** Scheduled MSN to ORD nonstops in the next 7 days with service leave between 05:00 and 19:15, local time at Madison. The schedule table on this page lists every departure by date, with its arrival time and aircraft. **Which flights operate MSN to ORD nonstop?** The schedule table on this page lists 19 flight numbers for MSN to ORD nonstops, including UA 2037, UA 2137, UA 5730, and UA 5902 on United Airlines, and AA 4460, AA 4669, AA 4717, and AA 4775 on American Airlines. The table lists each departure by date with its times and aircraft. **How do I check upgrade or award availability on MSN to ORD?** Open the MSN to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens. Flying the other way? See [ORD to MSN upgrade and award space](https://2lnr.com/routes/ord-msn.md). Award seats rather than schedules? See [American Airlines award availability](https://2lnr.com/awards/aa.md). Looking beyond this route? See [every route from Madison (MSN)](https://2lnr.com/routes/msn.md), or [every route from Chicago (ORD)](https://2lnr.com/routes/ord.md). Nonstops to Chicago (ORD) from other airports within 150 miles of Madison (MSN): - [Milwaukee (MKE) to Chicago (ORD)](https://2lnr.com/routes/mke-ord.md), 74 miles from MSN - [Appleton (ATW) to Chicago (ORD)](https://2lnr.com/routes/atw-ord.md), 87 miles from MSN - [La Crosse (LSE) to Chicago (ORD)](https://2lnr.com/routes/lse-ord.md), 109 miles from MSN - [Green Bay (GRB) to Chicago (ORD)](https://2lnr.com/routes/grb-ord.md), 110 miles from MSN - [Mosinee (CWA) to Chicago (ORD)](https://2lnr.com/routes/cwa-ord.md), 114 miles from MSN Distances are great-circle between the airports, not driving distance. - [How American upgrades clear](https://2lnr.com/about/aa/upgrades.md) - [How to read award availability by date](https://2lnr.com/guides/award-availability.md) ## Never miss MSN to ORD upgrade or award space See what's open by date on this route, the next 14 days free on every product and the full horizon on Pro. [Get started free](https://2lnr.com/login)