Award flights from Chicago Midway (MDW) to New York JFK
Search flights from Chicago Midway (MDW) to New York JFK
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In the last 30 days AwardTool saw award space on 6 programs for MDW→JFK. Lowest economy: 8,000 miles + $5.60 (American Airlines AAdvantage). Lowest business class: 29,000 points + $5.60 (Qantas Frequent Flyer). Lowest first class: 18,500 miles + $5.60 (American Airlines AAdvantage).
Prices observed – ; newest observation .
Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
Chicago Midway (MDW) to New York JFK at a glance
- From
- Chicago Midway International, Chicago, Illinois, United States (MDW)
- To
- John F. Kennedy International, New York, United States (JFK)
- Programs with award space seen
- 6 of 6 programs tracked on this route
- Nonstop award space seen
- Yes, in economy, business class and first class, via American Airlines AAdvantage, Qantas Frequent Flyer and United MileagePlus
- Airlines seen on these awards
- American Airlines (AA), JetBlue (B6), Delta Air Lines (DL), United Airlines (UA)
- Departures with open awards
- Oct 2026 to Jul 2027
- Most dates with space
- 16 of 16 departure dates checked (Delta SkyMiles, economy)
- Latest departure with space
- Observation window
- Awards observed in the last 30 days
- Destination guide
- Award flights to New York JFK
Compare programs by cabin
The lowest one-way award each program showed in each cabin, sorted by points.
Economy
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 8,000 pts + $5.60 | Nonstop | American Airlines (AA) | — | 14 | See dates | |
| Air France/KLM Flying Blue | 11,000 pts + $33.74 | 1 stop | Delta Air Lines (DL) | 9+ | 14 | See dates | |
| Delta SkyMiles | 11,900 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 9+ | 16 | See dates | |
| Qantas Frequent Flyer | 13,800 pts + $5.60 | Nonstop | American Airlines (AA) | 3 | 16 | See dates | |
| United MileagePlus | 15,000 pts + $5.60 | Nonstop | JetBlue (B6), United Airlines (UA) | 9+ | 16 | See dates | |
| Virgin Atlantic Flying Club | 15,000 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 1 | 7 | See dates |
Business Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| Qantas Frequent FlyerLowest observed | 29,000 pts + $5.60 | Nonstop | American Airlines (AA) | 3 | 16 | See dates | |
| Air France/KLM Flying Blue | 29,000 pts + $41.35 | 1 stop | Delta Air Lines (DL) | 3 | 15 | See dates |
Not seen in business class: American Airlines AAdvantage, Delta SkyMiles, United MileagePlus and Virgin Atlantic Flying Club.
First Class
| Program | Points + taxes | Stops | Airlines seen | Seats | Dates seen | Newest observation | |
|---|---|---|---|---|---|---|---|
| American Airlines AAdvantageLowest observed | 18,500 pts + $5.60 | Nonstop | American Airlines (AA) | — | 14 | See dates | |
| Delta SkyMiles | 22,600 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 2 | 16 | See dates | |
| United MileagePlus | 30,000 pts + $5.60 | Nonstop | United Airlines (UA) | 9+ | 16 | See dates | |
| Virgin Atlantic Flying Club | 42,000 pts + $5.60 | 1 stop | Delta Air Lines (DL) | 1 | 10 | See dates |
Not seen in first class: Air France/KLM Flying Blue and Qantas Frequent Flyer.
Premium economy: not seen in the last 30 days.
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. Dates seen counts departure dates with an open award in that cabin at any price; newest observation is the latest time AwardTool saw one of them. Seats is the count the program reported when we observed it; some programs report at most 9.
Observed award examples
| Departure | Cabin | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|
| Economy | American Airlines AAdvantage | 8,000 pts + $5.60 | — | Nonstop | Check this date | ||
| Business | Qantas Frequent Flyer | 29,000 pts + $5.60 | 3 | Nonstop | Check this date | ||
| Business | Air France/KLM Flying Blue | 29,000 pts + $41.35 | 5 | 1 stop | Check this date | ||
| First | American Airlines AAdvantage | 18,500 pts + $5.60 | — | Nonstop | Check this date | ||
| First | Delta SkyMiles | 22,600 pts + $5.60 | 2 | 1 stop | Check this date | ||
| First | United MileagePlus | 30,000 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| First | Virgin Atlantic Flying Club | 42,000 pts + $11.20 | 2 | 1 stop | 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 8,000 miles via American Airlines AAdvantage, which showed nonstop space on 14 dates (3 programs had nonstop space).
- Business class: nonstop from 29,000 points via Qantas Frequent Flyer, which showed nonstop space on 13 dates.
- First class: nonstop from 18,500 miles via American Airlines AAdvantage, which showed nonstop space on 14 dates (2 programs had nonstop space).
Best months to fly from Chicago Midway (MDW) to New York JFK on points
| Month | Economy | Business | First |
|---|---|---|---|
| 10,500 · AAdvantage (5 dates) | 29,000 · Qantas (5 dates) | 21,500 · AAdvantage (5 dates) | |
| 8,000 · AAdvantage (1 date) | 29,000 · Flying Blue (3 dates) | 18,500 · AAdvantage (1 date) | |
| 8,000 · AAdvantage (4 dates) | 29,000 · Flying Blue (5 dates) | 18,500 · AAdvantage (4 dates) | |
| 8,000 · AAdvantage (2 dates) | 29,000 · Qantas (2 dates) | 18,500 · AAdvantage (2 dates) | |
| 8,500 · AAdvantage (2 dates) | 29,000 · Qantas (2 dates) | 18,500 · AAdvantage (2 dates) | |
| 20,000 · Flying Blue (1 date) | 48,000 · Flying Blue (2 dates) | — |
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 |
| American Airlines AAdvantage | — | — | — | — | 1:1 · Instant | — |
| Delta SkyMiles | 1:1 · Instant | — | — | — | — | — |
| Qantas Frequent Flyer | 1:1 · Instant | — | 1:1 · ~1-2 days | — | 1:1 · Instant | — |
| United MileagePlus | — | 1:1 · Instant | — | 1:1 · Instant | — | — |
| Virgin Atlantic Flying Club | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant | 1:1 · Instant |
Check current transfer bonuses. Most transfers can't be reversed.
Search, calendar and alerts from Chicago Midway (MDW) to New York JFK
Route calendar
Every departure date with open award seats on MDW→JFK for Delta SkyMiles and the other programs: a limited window on the free plan and 365 days with Pro.
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Search Chicago Midway (MDW) to New York JFKHow many miles or points you need from Chicago Midway (MDW) to New York JFK
- In economy, American Airlines AAdvantage had the lowest observed award, 8,000 miles + $5.60; see how many miles you need with American Airlines AAdvantage.
- In business class, Qantas Frequent Flyer had the lowest observed award, 29,000 points + $5.60; see how many points you need with Qantas Frequent Flyer.
- In first class, American Airlines AAdvantage had the lowest observed award, 18,500 miles + $5.60; see how many miles you need with American Airlines AAdvantage.
Questions about award flights from Chicago Midway (MDW) to New York JFK
What's the lowest Chicago Midway (MDW) to New York JFK award price AwardTool has seen?
In economy, 8,000 miles + $5.60 with American Airlines AAdvantage. Seen Oct 16, 2026, 17:18 UTC for a Nov 26, 2026 departure. American Airlines AAdvantage showed economy award space on 14 departure dates at any price (newest observation Oct 19, 2026, 20:06 UTC). In business class, 29,000 points + $5.60 with Qantas Frequent Flyer. Seen Oct 19, 2026, 20:06 UTC for an Oct 27, 2026 departure. Qantas Frequent Flyer showed business-class award space on 16 departure dates at any price (newest observation Oct 19, 2026, 20:06 UTC). Search live before transferring points.
Which loyalty programs had award space from Chicago Midway (MDW) to New York JFK?
6 programs in the last 30 days: American Airlines AAdvantage (economy 14 dates, first class 14 dates); Delta SkyMiles (economy 16 dates, first class 16 dates); Air France/KLM Flying Blue (economy 14 dates, business class 15 dates); Qantas Frequent Flyer (economy 16 dates, business class 16 dates); United MileagePlus (economy 16 dates, first class 16 dates); Virgin Atlantic Flying Club (economy 7 dates, first class 10 dates). Dates count departure dates with an open award.
Is there nonstop award space from Chicago Midway (MDW) to New York JFK?
Yes. AwardTool observed nonstop award space in economy, business class and first class, bookable via American Airlines AAdvantage, Qantas Frequent Flyer and United MileagePlus. The lowest nonstop award in economy was 8,000 miles with American Airlines AAdvantage.
Which credit card points can book awards from Chicago Midway (MDW) to New York JFK?
American Express Membership Rewards: Delta SkyMiles (1:1), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Bilt Rewards: Air France/KLM Flying Blue (1:1), United MileagePlus (1:1), Virgin Atlantic Flying Club (1:1). Capital One Miles: Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Chase Ultimate Rewards: 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), Air France/KLM Flying Blue (1:1), Qantas Frequent Flyer (1:1), Virgin Atlantic Flying Club (1:1). Wells Fargo Rewards: Air France/KLM Flying Blue (1:1), Virgin Atlantic Flying Club (1:1). Ratios come from AwardTool's transfer partner list; check current bonuses first.
Which months had the lowest award prices from Chicago Midway (MDW) to New York JFK?
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 Dec 2026 departures, 8,000 miles with AAdvantage (4 dates); in business class, the lowest award was for Oct 2026 departures, 29,000 points with Qantas (5 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.