Award flights from New York to Chicago
Award space from New York to Chicago
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AwardTool saw award space on 5 airport pairs between New York (JFK, EWR, LGA) and Chicago (ORD, MDW) in the last 30 days. Lowest economy: 4,500 points + $25.60 on EWR–ORD (Alaska Atmos Rewards). Lowest business class: 25,000 miles + $32.28 on JFK–ORD (Etihad Guest). Lowest first class: 9,000 points + $25.60 on EWR–ORD (Alaska Atmos Rewards).
Prices observed – .
Page regenerated from the Nov 12, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest economy
- 4,500 pts + $25.60
- EWR–ORD · Atmos
- Lowest business class
- 25,000 pts + $32.28
- JFK–ORD · Etihad Guest
- Lowest first class
- 9,000 pts + $25.60
- EWR–ORD · Atmos
Economy was lowest on EWR–ORD: 4,500 points + $25.60 with Alaska Atmos Rewards. The lowest on another airport pair was 7,000 miles + $5.60 with American Airlines AAdvantage on JFK–ORD. With Etihad Guest, business class started at 25,000 miles + $32.28, about 2.1 times the points of its lowest economy award (12,000 miles + $23.50).
Compare programs by cabin
The lowest one-way award each program showed in each cabin, sorted by points.
Economy
Lowest economy from New York to Chicago on points: 4,500 points + $25.60 with Alaska Atmos Rewards on EWR–ORD (seen on 214 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| Alaska Atmos RewardsLowest observed | 4,500 pts + $25.60 | EWR–ORD | 214 |
| American Airlines AAdvantage | 7,000 pts + $5.60 | EWR–ORD | 327 |
| Delta SkyMiles | 8,100 pts + $5.60 | EWR–ORD | 31 |
| JetBlue TrueBlue | 8,800 pts + $5.60 | JFK–ORD | 319 |
| Air France/KLM Flying Blue | 10,000 pts + $12.95 | JFK–ORD | 237 |
| Virgin Atlantic Flying Club | 11,000 pts + $5.60 | JFK–ORD | 200 |
| Etihad Guest | 12,000 pts + $23.50 | JFK–ORD | 245 |
| Virgin Australia Velocity | 12,500 pts + $9.53 | EWR–ORD | 270 |
| Qatar Airways Privilege Club | 13,000 pts + taxes not reported | JFK–ORD | 51 |
| Qantas Frequent Flyer | 13,800 pts + $5.60 | JFK–ORD | 274 |
| United MileagePlus | 14,300 pts + $5.60 | LGA–ORD | 33 |
| Avianca LifeMiles | 15,000 pts + $5.60 | EWR–ORD | 78 |
| Air Canada Aeroplan | 15,000 pts + $33.16 | EWR–ORD | 67 |
| GOL Smiles | 15,500 pts + taxes not reported | EWR–ORD | 324 |
Business Class
Lowest business class from New York to Chicago on points: 25,000 miles + $32.28 with Etihad Guest on JFK–ORD (seen on 271 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| Etihad GuestLowest observed | 25,000 pts + $32.28 | JFK–ORD | 271 |
| Air France/KLM Flying Blue | 25,500 pts + $20.38 | LGA–ORD | 61 |
| Virgin Australia Velocity | 28,000 pts + $112.18 | EWR–ORD | 22 |
| Qantas Frequent Flyer | 29,000 pts + $5.60 | JFK–ORD | 291 |
| GOL Smiles | 29,100 pts + taxes not reported | EWR–ORD | 259 |
| United MileagePlus | 30,000 pts + $5.60Mixed cabin | JFK–ORD | 74 |
| Avianca LifeMiles | 30,000 pts + $5.60 | EWR–ORD | 4 |
First Class
Lowest first class from New York to Chicago on points: 9,000 points + $25.60 with Alaska Atmos Rewards on EWR–ORD (seen on 260 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| Alaska Atmos RewardsLowest observed | 9,000 pts + $25.60 | EWR–ORD | 260 |
| American Airlines AAdvantage | 21,000 pts + $5.60 | JFK–ORD | 321 |
| Delta SkyMiles | 22,300 pts + $5.60 | JFK–ORD | 321 |
| Virgin Australia Velocity | 25,000 pts + $9.53 | EWR–ORD | 6 |
| Qantas Frequent Flyer | 29,000 pts + $5.60 | JFK–ORD | 1 |
| United MileagePlus | 30,000 pts + $5.60 | JFK–ORD | 322 |
| Air Canada Aeroplan | 30,000 pts + $33.24 | EWR–ORD | 9 |
| Virgin Atlantic Flying Club | 41,500 pts + $5.60 | JFK–ORD | 309 |
Not seen means AwardTool hasn't observed this cabin on this route in the last 30 days. It doesn't mean the airline has no seats.
New York to Chicago at a glance
- From
- New York (JFK, EWR, LGA)
- To
- Chicago (ORD, MDW)
- Programs with award space seen
- 14 of 16 programs tracked on this route
- Nonstop award space seen
- Yes, in economy, business class and first class, via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Delta SkyMiles, Etihad Guest, GOL Smiles, Air France/KLM Flying Blue, Qantas Frequent Flyer, Qatar Airways Privilege Club, United MileagePlus, Virgin Australia Velocity and Virgin Atlantic Flying Club
- Airlines seen on these awards
- American Airlines (AA), Air Canada (AC), Alaska Airlines (AS), JetBlue (B6), Delta Air Lines (DL), Qatar Airways (QR), United Airlines (UA)
- Departures with open awards
- Nov 2026 to Oct 2027
- Latest departure with space
- Observation window
- Awards observed in the last 30 days
- Distance
- 709–738 miles (1,141–1,188 km) between the airports, great-circle
- Destination guide
- Award flights to Chicago
Compare airports
Lowest one-way award AwardTool observed on each airport pair between New York and Chicago, with the program and the number of departure dates seen.
| Airports | Economy | Business | First |
|---|---|---|---|
| New York JFK to Chicago O’Hare (ORD) | 7,000 pts + $5.60AAdvantage · 321 dates | 25,000 pts + $32.28Etihad Guest · 271 dates | 15,000 pts + $25.60Atmos · 295 dates |
| Newark (EWR) to Chicago O’Hare (ORD) | 4,500 pts + $25.60Atmos · 214 dates | 25,000 pts + $32.28Etihad Guest · 14 dates | 9,000 pts + $25.60Atmos · 260 dates |
| Newark (EWR) to Chicago Midway (MDW) | 11,000 pts + $28.06Flying Blue · 10 dates | 28,500 pts + $41.07Flying Blue · 10 dates | — |
| New York LaGuardia (LGA) to Chicago O’Hare (ORD) | 7,000 pts + $5.60AAdvantage · 317 dates | 25,000 pts + $32.28Etihad Guest · 9 dates | 15,000 pts + $25.60Atmos · 302 dates |
| New York LaGuardia (LGA) to Chicago Midway (MDW) | 11,000 pts + $28.06Flying Blue · 7 dates | 29,000 pts + $41.43Flying Blue · 3 dates | — |
Not seen means AwardTool hasn't observed this cabin on this route in the last 30 days. It doesn't mean the airline has no seats.
Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.
Lowest observed by cabin, New York to Chicago
- Economy: 4,500 points + $25.60 on Newark (EWR) to Chicago O’Hare (ORD) with Alaska Atmos Rewards, which showed economy award space there on 214 dates.
- Business Class: 25,000 miles + $32.28 on New York JFK to Chicago O’Hare (ORD) with Etihad Guest, which showed business-class award space there on 271 dates.
- First Class: 9,000 points + $25.60 on Newark (EWR) to Chicago O’Hare (ORD) with Alaska Atmos Rewards, which showed first-class award space there on 260 dates.
Observed award examples
| Departure | Cabin | Airports | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|---|
| Economy | EWR–ORD | Alaska Atmos Rewards | 4,500 pts + $25.60 | 9+ | Nonstop | Check this date | ||
| Business | EWR–ORD | Etihad Guest | 25,000 pts + $32.28 | 7 | Nonstop | Check this date | ||
| First | EWR–ORD | Alaska Atmos Rewards | 9,000 pts + $25.60 | 9+ | Nonstop | Check this date | ||
| First | JFK–ORD | American Airlines AAdvantage | 21,000 pts + $5.60 | — | Nonstop | Check this date | ||
| First | JFK–ORD | Delta SkyMiles | 22,300 pts + $5.60 | 6 | Nonstop | Check this date | ||
| First | EWR–ORD | Virgin Australia Velocity | 25,000 pts + $9.53 | 4 | Nonstop | Check this date | ||
| First | JFK–ORD | Qantas Frequent Flyer | 29,000 pts + $5.60 | 1 | Nonstop | Check this date | ||
| First | JFK–ORD | United MileagePlus | 30,000 pts + $5.60 | 3 | Nonstop | Check this date |
Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them in the observation window. Award space changes constantly. A seat we saw may be gone, and space we haven't seen may exist. Always confirm with a live search before transferring points; most transfers can't be reversed.
Nonstop award space
- Economy: nonstop from 4,500 points + $25.60 via Alaska Atmos Rewards on EWR–ORD, which showed nonstop space there on 209 dates (14 programs had nonstop space).
- Business class: nonstop from 25,000 miles + $32.28 via Etihad Guest on JFK–ORD, which showed nonstop space there on 184 dates (5 programs had nonstop space).
- First class: nonstop from 9,000 points + $25.60 via Alaska Atmos Rewards on EWR–ORD, which showed nonstop space there on 235 dates (8 programs had nonstop space).
Best months to fly from New York to Chicago on points
Each month shows the lowest award seen across the 5 airport pairs, with that program's open dates on the airport pair behind it.
| Month | Economy | Business | First |
|---|---|---|---|
| 4,500 pts + $25.60 (9 dates)Atmos | 25,000 pts + $32.28 (9 dates)Etihad Guest | 9,000 pts + $25.60 (10 dates)Atmos | |
| 4,500 pts + taxes not reported (17 dates)Atmos | 25,000 pts + taxes not reported (20 dates)Etihad Guest | 9,000 pts + taxes not reported (20 dates)Atmos | |
| 4,500 pts + taxes not reported (27 dates)Atmos | 25,000 pts + taxes not reported (28 dates)Etihad Guest | 9,000 pts + taxes not reported (28 dates)Atmos | |
| 4,500 pts + taxes not reported (23 dates)Atmos | 25,000 pts + taxes not reported (26 dates)Etihad Guest | 9,000 pts + taxes not reported (23 dates)Atmos | |
| 4,500 pts + taxes not reported (26 dates)Atmos | 25,000 pts + taxes not reported (23 dates)Etihad Guest | 9,000 pts + taxes not reported (21 dates)Atmos | |
| 4,500 pts + taxes not reported (24 dates)Atmos | 25,000 pts + taxes not reported (25 dates)Etihad Guest | 9,000 pts + taxes not reported (13 dates)Atmos | |
| 4,500 pts + taxes not reported (26 dates)Atmos | 25,000 pts + taxes not reported (22 dates)Etihad Guest | 9,000 pts + taxes not reported (25 dates)Atmos | |
| 4,500 pts + taxes not reported (12 dates)Atmos | 25,000 pts + taxes not reported (30 dates)Etihad Guest | 9,000 pts + taxes not reported (30 dates)Atmos | |
| 4,500 pts + taxes not reported (10 dates)Atmos | 25,000 pts + taxes not reported (26 dates)Etihad Guest | 9,000 pts + taxes not reported (27 dates)Atmos | |
| 4,500 pts + taxes not reported (13 dates)Atmos | 25,000 pts + taxes not reported (31 dates)Etihad Guest | 9,000 pts + taxes not reported (31 dates)Atmos | |
| 4,500 pts + taxes not reported (26 dates)Atmos | 25,000 pts + taxes not reported (28 dates)Etihad Guest | 9,000 pts + taxes not reported (30 dates)Atmos | |
| 4,500 pts + taxes not reported (1 date)Atmos | 25,000 pts + taxes not reported (3 dates)Etihad Guest | 9,000 pts + taxes not reported (2 dates)Atmos |
A month's taxes are those of an award AwardTool recorded at that month's lowest price for a departure that month. “Taxes not reported” means the data has none for that month; the award still has taxes and fees.
Points that transfer to these programs
| Program | Amex | Bilt | Capital One | Chase | Citi | Wells Fargo |
|---|---|---|---|---|---|---|
| Air France/KLM Flying Blue | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
| Alaska Atmos Rewards | — | 1:1 · ~1 day | — | — | — | — |
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| Etihad Guest | — | 1:1 · Instant | 1:1 · ~1 day | — | 1:1 · Instant | — |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about New York to Chicago award flights
Which airports had the lowest award prices from New York to Chicago?
In business class, JFK–ORD with 25,000 miles + $32.28 (Etihad Guest). In economy, EWR–ORD with 4,500 points + $25.60 (Alaska Atmos Rewards). Prices are the lowest AwardTool observed in the last 30 days; search live before transferring points.
Which airport pairs between New York and Chicago had award space?
JFK–ORD (economy, business class and first class), EWR–ORD (economy, business class and first class), EWR–MDW (economy and business class), LGA–ORD (economy, business class and first class) and LGA–MDW (economy and business class). Airport pairs not listed had no award space AwardTool observed in the last 30 days.
How many points does it take to fly from New York to Chicago?
The lowest economy award AwardTool has seen was 4,500 points + $25.60 with Alaska Atmos Rewards. Seen Nov 10, 2026, 00:44 UTC for a Nov 18, 2026 departure. Alaska Atmos Rewards showed economy award space on 214 departure dates at any price (newest observation Nov 10, 2026, 21:38 UTC). The lowest business-class award AwardTool has seen was 25,000 miles + $32.28 with Etihad Guest. Seen Nov 8, 2026, 05:58 UTC for a Nov 17, 2026 departure. Etihad Guest showed business-class award space on 271 departure dates at any price (newest observation Nov 10, 2026, 21:38 UTC). Search live before transferring points.
Which loyalty programs had award space from New York to Chicago?
14 programs in the last 30 days: American Airlines AAdvantage (economy 327 dates, first class 321 dates); Air Canada Aeroplan (economy 67 dates, first class 9 dates); Alaska Atmos Rewards (economy 214 dates, first class 260 dates); Avianca LifeMiles (economy 78 dates, business class 4 dates); JetBlue TrueBlue (economy 319 dates); Delta SkyMiles (economy 31 dates, first class 321 dates); Etihad Guest (economy 245 dates, business class 271 dates); GOL Smiles (economy 324 dates, business class 259 dates) and 6 more. Dates count departure dates with an open award.
Can you fly nonstop from New York to Chicago on points?
Yes. AwardTool observed nonstop award space in economy, business class and first class, bookable via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Delta SkyMiles, Etihad Guest, GOL Smiles, Air France/KLM Flying Blue, Qantas Frequent Flyer, Qatar Airways Privilege Club, United MileagePlus, Virgin Australia Velocity and Virgin Atlantic Flying Club. The lowest nonstop award in economy was 4,500 points + $25.60 with Alaska Atmos Rewards.
How much are taxes and fees on award flights from New York to Chicago?
Taxes and fees on each program's lowest award ranged in economy from $5.60 with AAdvantage (7,000 miles + $5.60) to $33.16 with Aeroplan (15,000 points + $33.16); in business class from $5.60 with Qantas (29,000 points + $5.60) to $112.18 with Velocity (28,000 points + $112.18). Qatar Airways Privilege Club did not report taxes for its lowest economy award. GOL Smiles did not report taxes for its lowest economy and business-class awards. Amounts are one way per traveler in USD and can differ on other dates and routings.
Which credit card points can book awards from New York to Chicago?
American Express Membership Rewards: Air Canada Aeroplan (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (5:4), Delta SkyMiles (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Qatar Airways Privilege Club (1:1), Virgin Atlantic Flying Club (1:1). Bilt Rewards: Air Canada Aeroplan (1:1), Alaska Atmos Rewards (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (1:1), Etihad Guest (1:1), Air France/KLM Flying Blue (1:1), Qatar Airways Privilege Club (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Capital One Miles: Air Canada Aeroplan (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (5:3), Etihad Guest (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Qatar Airways Privilege Club (1:1), Virgin Atlantic Flying Club (1:1). Chase Ultimate Rewards: Air Canada Aeroplan (1:1), JetBlue TrueBlue (1:1), Air France/KLM Flying Blue (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Citi ThankYou Points: American Airlines AAdvantage (1:1), Avianca LifeMiles (1:1), JetBlue TrueBlue (1:1), Etihad Guest (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Qatar Airways Privilege Club (1:1), Virgin Atlantic Flying Club (1:1). Wells Fargo Rewards: Avianca LifeMiles (1:1), JetBlue TrueBlue (1:1), Air France/KLM Flying Blue (1:1), Virgin Atlantic Flying Club (1:1). These are US card programs; ratios come from AwardTool's transfer partner list. Check current bonuses first.
What's the best month to fly from New York to Chicago on points?
Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers: in economy, the lowest award was for Jan 2027 departures, 4,500 points + taxes not reported with Atmos (27 dates); in business class, the lowest award was for Aug 2027 departures, 25,000 miles + taxes not reported with Etihad Guest (31 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.
When do award seats open for flights from New York to Chicago?
Booking windows before departure published by the programs with award space here (AwardTool's program data, reviewed Nov 6, 2026): Qatar Airways Privilege Club about 361 days, Avianca LifeMiles about 360 days, Air France/KLM Flying Blue about 359 days and 9 other programs. AwardTool saw award space on this route for departures as late as Oct 7, 2027; seats can open earlier or later, and released seats may already be booked. See award release dates by program.