--- title: "Boston (BOS) to Chicago (ORD) flights: who flies it" description: "American Airlines, Delta Air Lines and 2 more airlines fly nonstop from BOS to ORD, about 219 flights a week. Upgrade and award space by date on 2LNR, next 14 days free." canonical: "https://2lnr.com/routes/bos-ord" url: "https://2lnr.com/routes/bos-ord.md" date_modified: "2026-10-18T05:10:47Z" --- # Boston to Chicago (BOS-ORD): nonstop upgrade & award space United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly nonstop between Boston (BOS) and Chicago (ORD), roughly 219 times a week. Where the timetable below gives a flight time, it's 2h 51m to 3h 12m for the 864 miles. 2LNR checks confirmed upgrade and award space on American Airlines and Delta Air Lines flights on this route, so you can see which departures have space before you book. Schedule last confirmed October 18, 2026. Departure times come from 2LNR's schedule data; confirm with the airline before you book. Updated October 22, 2026. See BOS to ORD on the interactive map [Get started free](https://2lnr.com/login) 219 Flights a week, 4-week average 2h 51m to 3h 12m Scheduled flight time 864 mi Nonstop distance Free To get started ## Boston to Chicago flight schedule Scheduled nonstop departures for BOS to ORD starting October 21, 2026, last checked against our schedule feed on October 18, 2026. Airlines retime and cancel flights, so confirm with the airline before you book. Scheduled nonstop departures from Boston (BOS) to Chicago (ORD) | Date | Flight | Airline | Departs BOS | Arrives ORD | Duration | Aircraft | | :--- | :--- | :--- | :--- | :--- | :--- | :--- | | Wed, Oct 21 | AA 3324 | American Airlines | 05:54 | 08:00 | 3h 6m | [Boeing 737-800](https://2lnr.com/seatmaps/aa/737-800.md) | | Wed, Oct 21 | UA 1414 | United Airlines | 06:00 | 07:59 | 2h 59m | [Airbus A321neo family](https://2lnr.com/seatmaps/ua/a321neo.md) | | Wed, Oct 21 | B6 111 | JetBlue Airways | 06:55 | 08:46 | 2h 51m | [Airbus A220-300](https://2lnr.com/seatmaps/b6/a220-300.md) | | Wed, Oct 21 | AA 1509 | American Airlines | 07:00 | 09:05 | 3h 5m | [Airbus A321](https://2lnr.com/seatmaps/aa/a321.md) | | Wed, Oct 21 | UA 2631 | United Airlines | 07:01 | 09:00 | 2h 59m | [Boeing 737 MAX 9](https://2lnr.com/seatmaps/ua/737-max-9.md) | | Wed, Oct 21 | DL 2570 | Delta Air Lines | 07:30 | 09:24 | 2h 54m | [Boeing 737-800](https://2lnr.com/seatmaps/dl/737-800.md) | | Wed, Oct 21 | UA 1097 | United Airlines | 08:05 | 10:00 | 2h 55m | [Boeing 737-800](https://2lnr.com/seatmaps/ua/737-800.md) | | Wed, Oct 21 | AA 1239 | American Airlines | 08:23 | 10:30 | 3h 7m | Boeing 737-800 | | Wed, Oct 21 | UA 1349 | United Airlines | 09:23 | 11:15 | 2h 52m | Airbus A321neo family | | Wed, Oct 21 | AA 2600 | American Airlines | 10:29 | 12:33 | — | Boeing 737-800 | | Wed, Oct 21 | UA 503 | United Airlines | 10:36 | 12:29 | 2h 53m | Boeing 737-800 | | Wed, Oct 21 | AA 3048 | American Airlines | 12:00 | 14:02 | 3h 2m | Boeing 737-800 | | Wed, Oct 21 | AA 3067 | American Airlines | 12:00 | 14:02 | — | Boeing 737-800 | | Wed, Oct 21 | DL 2816 | Delta Air Lines | 12:10 | 14:02 | 2h 52m | [Airbus A220-300](https://2lnr.com/seatmaps/dl/a220-300.md) | | Wed, Oct 21 | UA 1732 | United Airlines | 12:45 | 14:37 | 2h 52m | Airbus A321neo family | | Wed, Oct 21 | AA 547 | American Airlines | 13:33 | 15:37 | 3h 4m | Boeing 737-800 | | Wed, Oct 21 | UA 1475 | United Airlines | 15:13 | 17:05 | 2h 52m | [Boeing 737-900](https://2lnr.com/seatmaps/ua/737-900.md) | | Wed, Oct 21 | AA 2607 | American Airlines | 15:14 | 17:19 | 3h 5m | [Boeing 737 MAX 8](https://2lnr.com/seatmaps/aa/737-max-8.md) | | Wed, Oct 21 | AA 2578 | American Airlines | 15:31 | 17:36 | 3h 5m | Boeing 737 MAX 8 | | Wed, Oct 21 | DL 1724 | Delta Air Lines | 16:25 | 18:20 | 2h 55m | Airbus A220-300 | | Wed, Oct 21 | AA 888 | American Airlines | 16:48 | 19:00 | 3h 12m | Boeing 737-800 | | Wed, Oct 21 | UA 563 | United Airlines | 17:01 | 19:00 | 2h 59m | Boeing 737 MAX 9 | | Wed, Oct 21 | B6 811 | JetBlue Airways | 17:12 | 19:14 | 3h 2m | Airbus A220-300 | | Wed, Oct 21 | AA 3160 | American Airlines | 18:16 | 20:28 | 3h 12m | Boeing 737-800 | | Wed, Oct 21 | UA 1015 | United Airlines | 18:43 | 20:40 | 2h 57m | Boeing 737 MAX 9 | | Wed, Oct 21 | AA 927 | American Airlines | 19:23 | 21:29 | 3h 6m | Boeing 737-800 | | Wed, Oct 21 | DL 2804 | Delta Air Lines | 19:40 | 21:31 | 2h 51m | Boeing 737-800 | | Wed, Oct 21 | UA 2229 | United Airlines | 20:30 | 22:29 | 2h 59m | [Airbus A320](https://2lnr.com/seatmaps/ua/a320.md) | | Thu, Oct 22 | AA 3324 | American Airlines | 05:54 | 08:00 | 3h 6m | Boeing 737-800 | | Thu, Oct 22 | UA 1414 | United Airlines | 06:00 | 07:59 | 2h 59m | Airbus A321neo family | | Thu, Oct 22 | B6 111 | JetBlue Airways | 06:55 | 08:46 | 2h 51m | Airbus A220-300 | | Thu, Oct 22 | AA 1509 | American Airlines | 07:00 | 09:05 | 3h 5m | Airbus A321 | | Thu, Oct 22 | UA 2631 | United Airlines | 07:01 | 09:00 | 2h 59m | Boeing 737 MAX 9 | | Thu, Oct 22 | DL 2570 | Delta Air Lines | 07:30 | 09:24 | 2h 54m | Boeing 737-800 | | Thu, Oct 22 | UA 1097 | United Airlines | 08:05 | 10:00 | 2h 55m | Boeing 737-800 | | Thu, Oct 22 | AA 1239 | American Airlines | 08:23 | 10:30 | 3h 7m | Boeing 737-800 | | Thu, Oct 22 | UA 1349 | United Airlines | 09:23 | 11:15 | 2h 52m | Airbus A321neo family | | Thu, Oct 22 | AA 2600 | American Airlines | 10:29 | 12:33 | — | Boeing 737-800 | | Thu, Oct 22 | UA 503 | United Airlines | 10:36 | 12:29 | 2h 53m | Boeing 737-800 | | Thu, Oct 22 | AA 3048 | American Airlines | 12:00 | 14:02 | 3h 2m | Boeing 737-800 | Showing the first 40 of 202 scheduled BOS to ORD departures across 7 days with service, starting October 21, 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 BOS to ORD date on the interactive map ## Aircraft on the Boston to Chicago nonstop In the schedule table on this page, American Airlines flies the [Boeing 737-800](https://2lnr.com/seatmaps/aa/737-800.md), the [Airbus A321](https://2lnr.com/seatmaps/aa/a321.md), and the [Boeing 737 MAX 8](https://2lnr.com/seatmaps/aa/737-max-8.md). United Airlines flies the [Airbus A321neo family](https://2lnr.com/seatmaps/ua/a321neo.md), the [Boeing 737 MAX 9](https://2lnr.com/seatmaps/ua/737-max-9.md), the [Boeing 737-800](https://2lnr.com/seatmaps/ua/737-800.md), the [Boeing 737-900](https://2lnr.com/seatmaps/ua/737-900.md), and the [Airbus A320](https://2lnr.com/seatmaps/ua/a320.md). Delta Air Lines flies the [Boeing 737-800](https://2lnr.com/seatmaps/dl/737-800.md) and the [Airbus A220-300](https://2lnr.com/seatmaps/dl/a220-300.md). The Aircraft column has the rest. Each linked aircraft page shows where that airline schedules it. Airlines can swap aircraft up to departure. ## Confirmed upgrade & award space on BOS to ORD departures 2LNR tracks confirmed upgrade and award space on American Airlines and Delta Air Lines, segment by segment and date by date. Open the calendar for Boston to Chicago to see which departures have space, the next 14 days free on every product and the full horizon on Pro. In the 7 days to October 19, 2026, 2LNR checked award space on Boston to Chicago departures from October 19 to November 1. American Airlines had space open on 10 of 14 dates checked, Delta Air Lines on 12 of 14 and JetBlue Airways on 6 of 14. ### See real availability Confirmed upgrade or award seats by date on the BOS 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 BOS to ORD on the interactive route map, with schedules, connections, and route statistics. ## Airlines flying Boston to Chicago nonstop Carriers operating BOS 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) - [Delta Air Lines (DL) route map](https://2lnr.com/routes/airlines/dl.md)\ [The aircraft DL flies](https://2lnr.com/seatmaps/dl.md) - [JetBlue Airways (B6) route map](https://2lnr.com/routes/airlines/b6.md)\ [The aircraft B6 flies](https://2lnr.com/seatmaps/b6.md) See BOS to ORD on the interactive map → ## Frequently asked questions about BOS to ORD **How long is the flight from Boston (BOS) to Chicago (ORD)?** Where the schedule table on this page lists a duration, scheduled flight times from Boston (BOS) to Chicago (ORD) run from 2h 51m to 3h 12m. The nonstop covers about 864 miles, and airlines adjust scheduled times by season, so confirm with the airline before you book. **Which airlines fly nonstop from BOS to ORD?** United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways fly BOS to ORD nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines and Delta Air Lines, and award seats on JetBlue Airways. **How many flights a week are there from BOS to ORD?** About 219 nonstop flights a week run between Boston (BOS) and Chicago (ORD) in the current schedule, operated by United Airlines, American Airlines, Delta Air Lines, and JetBlue Airways. Frequency shifts by season, and the schedule table on this page shows what is scheduled next. **What time do flights from BOS to ORD depart?** Scheduled BOS to ORD nonstops in the next 7 days with service leave between 05:54 and 20:30, local time at Boston. The schedule table on this page lists every departure by date, with its arrival time and aircraft. **Which flights operate BOS to ORD nonstop?** The schedule table on this page lists 28 flight numbers for BOS to ORD nonstops, including AA 1239, AA 1509, and AA 3324 on American Airlines; UA 1097, UA 1414, and UA 2631 on United Airlines; DL 2570 on Delta Air Lines; and B6 111 on JetBlue Airways. The table lists each departure by date with its times and aircraft. **How do I check upgrade or award availability on BOS to ORD?** Open the BOS to ORD route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines and Delta Air Lines, 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 BOS upgrade and award space](https://2lnr.com/routes/ord-bos.md). Award seats rather than schedules? See [American Airlines award availability](https://2lnr.com/awards/aa.md) or [Delta Air Lines award availability](https://2lnr.com/awards/dl.md). Looking beyond this route? See [every route from Boston (BOS)](https://2lnr.com/routes/bos.md), or [every route from Chicago (ORD)](https://2lnr.com/routes/ord.md). Nonstops to Chicago (ORD) from other airports within 150 miles of Boston (BOS): - [Manchester (MHT) to Chicago (ORD)](https://2lnr.com/routes/mht-ord.md), 45 miles from BOS - [Providence (PVD) to Chicago (ORD)](https://2lnr.com/routes/pvd-ord.md), 49 miles from BOS - [Hyannis (HYA) to Chicago (ORD)](https://2lnr.com/routes/hya-ord.md), 61 miles from BOS - [Martha's Vineyard (MVY) to Chicago (ORD)](https://2lnr.com/routes/mvy-ord.md), 70 miles from BOS - [Hartford (BDL) to Chicago (ORD)](https://2lnr.com/routes/bdl-ord.md), 90 miles from BOS Nonstops from Boston (BOS) to other airports within 150 miles of Chicago (ORD): - [Boston (BOS) to Milwaukee (MKE)](https://2lnr.com/routes/bos-mke.md), 67 miles from ORD - [Boston (BOS) to South Bend (SBN)](https://2lnr.com/routes/bos-sbn.md), 84 miles from ORD - [Boston (BOS) to Madison (MSN)](https://2lnr.com/routes/bos-msn.md), 108 miles from ORD - [Boston (BOS) to Grand Rapids (GRR)](https://2lnr.com/routes/bos-grr.md), 136 miles from ORD 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 BOS 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)