First-class award flights from Chicago Midway (MDW) to New York LaGuardia (LGA)

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In the last 30 days AwardTool saw first-class award space on 4 programs for MDW→LGA. Lowest: 18,500 miles + $5.60 with American Airlines AAdvantage, which showed first-class award space on 14 dates. Nonstop first-class space was seen via American Airlines AAdvantage and United MileagePlus.

Prices observed – ; newest observation .

Page regenerated from the Oct 19, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.

Lowest observed
18,500 miles + $5.60
American Airlines AAdvantage
Programs with space
4 of 5
programs seen on this route
Most dates seen
17 of 17
dates checked · Delta SkyMiles
Nonstop
Seen
from 18,500 miles + taxes vary

Compare programs for first class

The lowest one-way first-class award each program showed on MDW→LGA, sorted by points.

ProgramPoints + taxesStopsAirlines seenSeatsDates seenNewest observation
American Airlines AAdvantageLowest observed18,500 pts + $5.60NonstopAmerican Airlines (AA)—14See dates
United MileagePlus34,900 pts + $5.60NonstopUnited Airlines (UA)9+16See dates
Virgin Atlantic Flying Club42,000 pts + $5.601 stopDelta Air Lines (DL)26See dates
Delta SkyMiles78,000 pts + $5.601 stopDelta Air Lines (DL)317See dates

Not seen in first class: Qantas Frequent Flyer.

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 first-class award examples

Awards AwardTool observed for departures in the next 60 days (one way, per traveler)
DepartureProgramPoints + taxesSeatsStopsObserved (UTC)
American Airlines AAdvantage18,500 pts + $5.60—NonstopCheck this date
American Airlines AAdvantage18,500 pts + $5.60—NonstopCheck this date
United MileagePlus34,900 pts + $5.609+NonstopCheck this date
United MileagePlus35,500 pts + $5.609+NonstopCheck this date
Virgin Atlantic Flying Club42,000 pts + $5.6021 stopCheck this date
Virgin Atlantic Flying Club42,000 pts + $5.6021 stopCheck this date
Delta SkyMiles78,200 pts + $5.6061 stopCheck this date
Delta SkyMiles78,200 pts + $5.6081 stopCheck 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.

How often first-class award space showed up

Departure dates in the next 365 days that AwardTool checked for each program in the last 30 days, how many had first-class award space at any price, and the latest departure with space.

ProgramDates with spaceShare of dates checkedLatest departure with space
American Airlines AAdvantage14 of 1687%
United MileagePlus16 of 16100%
Virgin Atlantic Flying Club6 of 1637%
Delta SkyMiles17 of 17100%

Nonstop first-class award space

Best months for first class from Chicago Midway (MDW) to New York LaGuardia (LGA)

Lowest prices among the dates we observed, by departure month. A record, not a forecast.
MonthLowest observedProgramDates
21,500 pts + taxes varyAmerican Airlines AAdvantage5
18,500 pts + taxes varyAmerican Airlines AAdvantage1
18,500 pts + taxes varyAmerican Airlines AAdvantage4
18,500 pts + taxes varyAmerican Airlines AAdvantage2
18,500 pts + taxes varyAmerican Airlines AAdvantage2

Lowest first class award by month and program

Each program's lowest one-way first-class award by departure month, in its own points or miles; taxes vary. — means the program showed no first-class space that month.

Lowest prices among the dates we observed, by departure month. A record, not a forecast.
Program
American Airlines AAdvantagemiles21,50018,50018,50018,50018,500
United MileagePlusmiles39,00034,90035,50036,00036,000
Virgin Atlantic Flying Clubpoints—80,50042,00080,50083,000
Delta SkyMilesmiles99,50079,50078,20078,00081,900

Airlines seen in first class

Airlines that appeared on the award itineraries AwardTool observed, and the programs that showed them.

  • American Airlines (AA): American Airlines AAdvantage
  • Delta Air Lines (DL): Virgin Atlantic Flying Club and Delta SkyMiles
  • United Airlines (UA): United MileagePlus

First class on nearby routes

The lowest first-class award AwardTool observed on related routes, as each route's page shows it: the return direction, other airports in the same cities, and more routes from Chicago Midway (MDW) and to New York LaGuardia (LGA). One way, in the program's points or miles; taxes are on each route's page.

RouteLowest observedProgramDates seen
Chicago O’Hare (ORD) to New York LaGuardia (LGA)Another Chicago airport15,000 pointsAlaska Atmos Rewards312
Chicago Midway (MDW) to New York JFKAnother New York airport18,500 milesNonstopAmerican Airlines AAdvantage14
Chicago Midway (MDW) to Newark (EWR)Another New York airport18,500 milesNonstopAmerican Airlines AAdvantage16
Chicago Midway (MDW) to Minneapolis (MSP)Also from MDW11,900 milesNonstopDelta SkyMiles310
Chicago Midway (MDW) to Detroit (DTW)Also from MDW14,500 milesNonstopDelta SkyMiles322
Chicago Midway (MDW) to Atlanta (ATL)Also from MDW27,700 milesNonstopDelta SkyMiles310
Omaha (OMA) to New York LaGuardia (LGA)Also to LGA19,000 milesAmerican Airlines AAdvantage317
Detroit (DTW) to New York LaGuardia (LGA)Also to LGA9,000 pointsNonstopAlaska Atmos Rewards281

Points that transfer to these programs

Bank points to program miles or points: ratio and typical transfer time
ProgramAmexBiltCapital OneChaseCitiWells Fargo
American Airlines AAdvantage————1:1 · Instant—
Delta SkyMiles1:1 · Instant—————
United MileagePlus—1:1 · Instant—1:1 · Instant——
Virgin Atlantic Flying Club1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant1:1 · Instant

Check current transfer bonuses. Most transfers can't be reversed.

Questions about first-class award flights from Chicago Midway (MDW) to New York LaGuardia (LGA)

What's the lowest first-class award from Chicago Midway (MDW) to New York LaGuardia (LGA)?

18,500 miles + $5.60 with American Airlines AAdvantage. Seen Oct 16, 2026, 17:18 UTC for a Nov 26, 2026 departure. American Airlines AAdvantage showed first-class award space on 14 departure dates at any price (newest observation Oct 19, 2026, 20:06 UTC). Search live before transferring points.

Which programs had first-class award space from Chicago Midway (MDW) to New York LaGuardia (LGA)?

American Airlines AAdvantage (14 dates), United MileagePlus (16 dates), Virgin Atlantic Flying Club (6 dates) and Delta SkyMiles (17 dates), in the last 30 days.

Is there nonstop first-class award space from Chicago Midway (MDW) to New York LaGuardia (LGA)?

Yes. AwardTool observed nonstop first-class award space via American Airlines AAdvantage and United MileagePlus. The lowest nonstop award was 18,500 miles with American Airlines AAdvantage, which showed nonstop first-class space on 14 dates.

Which months had the lowest first-class award prices from Chicago Midway (MDW) to New York LaGuardia (LGA)?

Counting only month prices from programs with award space on 2 or more dates that month, and leaving out unusually low outliers, the lowest first-class award AwardTool observed was for Dec 2026 departures: 18,500 miles with AAdvantage (4 dates). The month table shows every lowest price, including those. Based on dates we observed, not a forecast.

Related pages

How this page is built

These figures come from AwardTool's cached award searches across 29 loyalty programs. A value counts only when AwardTool observed it in the last 30 days, for departures within 365 days of the data date. Each price is the lowest one-way award seen per passenger, in the program's points or miles, with taxes and fees in USD. A missing value means AwardTool hasn't seen that award recently, not that none exists. The date-by-date calendar is in the app: a limited window on the free plan and 365 days with Pro.

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