Award flights from Chicago to Maui (OGG)
Award space from Chicago to Maui (OGG)
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AwardTool saw award space on 2 airport pairs between Chicago (ORD, MDW) and Maui (OGG) in the last 30 days. Lowest economy: 17,500 miles + $5.60 on ORD–OGG (American Airlines AAdvantage). Lowest business class: 60,500 miles + $5.60 on ORD–OGG (American Airlines AAdvantage). Lowest first class: 50,000 points + $25.60 on ORD–OGG (Alaska Atmos Rewards).
Prices observed – .
Page regenerated from the Nov 12, 2026 data snapshot (normally daily). Summary last changed . Seats change quickly.
- Lowest economy
- 17,500 pts + $5.60
- ORD–OGG · AAdvantage
- Lowest premium economy
- 32,500 pts + $25.60
- ORD–OGG · Atmos
- Lowest business class
- 60,500 pts + $5.60
- ORD–OGG · AAdvantage
- Lowest first class
- 50,000 pts + $25.60
- ORD–OGG · Atmos
Economy was lowest on ORD–OGG: 17,500 miles + $5.60 with American Airlines AAdvantage. The lowest on another airport pair was 24,200 miles + $5.60 with Delta SkyMiles on MDW–OGG. With American Airlines AAdvantage, business class started at 60,500 miles + $5.60, about 3.5 times the points of its lowest economy award (17,500 miles + $5.60).
Compare programs by cabin
The lowest one-way award each program showed in each cabin, sorted by points.
Economy
Lowest economy from Chicago to Maui (OGG) on points: 17,500 miles + $5.60 with American Airlines AAdvantage on ORD–OGG (seen on 322 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| American Airlines AAdvantageLowest observed | 17,500 pts + $5.60 | ORD–OGG | 322 |
| Alaska Atmos Rewards | 22,500 pts + $5.60 | ORD–OGG | 329 |
| Delta SkyMiles | 24,200 pts + $5.60 | ORD–OGG | 328 |
| United MileagePlus | 25,000 pts + $5.60 | ORD–OGG | 333 |
| Avianca LifeMiles | 25,000 pts + $17.30 | ORD–OGG | 190 |
| Air Canada Aeroplan | 25,000 pts + $44.91 | ORD–OGG | 188 |
| Qantas Frequent Flyer | 29,000 pts + $17.30 | ORD–OGG | 72 |
| Virgin Australia Velocity | 30,000 pts + $9.66 | ORD–OGG | 165 |
| Air France/KLM Flying Blue | 31,500 pts + $35.83 | ORD–OGG | 249 |
| Virgin Atlantic Flying Club | 38,500 pts + $5.60 | ORD–OGG | 165 |
| JetBlue TrueBlue | 40,200 pts + $5.60 | ORD–OGG | 136 |
| Etihad Guest | 49,000 pts + $51.41 | ORD–OGG | 220 |
| GOL Smiles | 63,600 pts + taxes not reported | ORD–OGG | 94 |
Premium Economy
Lowest premium economy from Chicago to Maui (OGG) on points: 32,500 points + $25.60 with Alaska Atmos Rewards on ORD–OGG (seen on 7 dates).
Business Class
Lowest business class from Chicago to Maui (OGG) on points: 60,500 miles + $5.60 with American Airlines AAdvantage on ORD–OGG (seen on 319 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| American Airlines AAdvantageLowest observed | 60,500 pts + $5.60 | ORD–OGG | 319 |
| Etihad Guest | 68,000 pts + $57.03Mixed cabin | ORD–OGG | 52 |
| Qantas Frequent Flyer | 82,100 pts + $17.30 | ORD–OGG | 36 |
| Air France/KLM Flying Blue | 93,000 pts + $51.93 | ORD–OGG | 29 |
| GOL Smiles | 148,000 pts + taxes not reportedMixed cabin | ORD–OGG | 82 |
| United MileagePlus | 165,000 pts + $5.60Mixed cabin | ORD–OGG | 227 |
| Delta SkyMiles | 264,500 pts + $5.60Mixed cabin | ORD–OGG | 2 |
First Class
Lowest first class from Chicago to Maui (OGG) on points: 50,000 points + $25.60 with Alaska Atmos Rewards on ORD–OGG (seen on 329 dates).
| Program | Points + taxes | Airports | Dates seen |
|---|---|---|---|
| Alaska Atmos RewardsLowest observed | 50,000 pts + $25.60 | ORD–OGG | 329 |
| American Airlines AAdvantage | 55,000 pts + $5.60 | ORD–OGG | 322 |
| Delta SkyMiles | 79,700 pts + $5.60 | ORD–OGG | 328 |
| United MileagePlus | 87,900 pts + $5.60 | ORD–OGG | 332 |
| Virgin Atlantic Flying Club | 136,500 pts + $5.60 | ORD–OGG | 26 |
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.
Chicago to Maui (OGG) at a glance
- From
- Chicago (ORD, MDW)
- To
- Maui (OGG)
- Programs with award space seen
- 13 of 16 programs tracked on this route
- Nonstop award space seen
- Yes, in economy, premium economy and business class, via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Etihad Guest, GOL Smiles, Qantas Frequent Flyer, United MileagePlus and Virgin Australia Velocity
- Airlines seen on these awards
- American Airlines (AA), Alaska Airlines (AS), Delta Air Lines (DL), 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
- 4,178–4,187 miles (6,724–6,738 km) between the airports, great-circle
- Destination guide
- Award flights to Maui (OGG)
Compare airports
Lowest one-way award AwardTool observed on each airport pair between Chicago and Maui (OGG), with the program and the number of departure dates seen.
| Airports | Economy | Premium Economy | Business | First |
|---|---|---|---|---|
| Chicago O’Hare (ORD) to Maui (OGG) | 17,500 pts + $5.60AAdvantage · 322 dates | 32,500 pts + $25.60Atmos · 7 dates | 60,500 pts + $5.60AAdvantage · 319 dates | 50,000 pts + $25.60Atmos · 329 dates |
| Chicago Midway (MDW) to Maui (OGG) | 24,200 pts + $5.60SkyMiles · 13 dates | 108,400 pts + $5.60SkyMiles · 5 dates | 102,000 pts + $62.83Flying Blue · 1 date | 86,400 pts + $5.60SkyMiles · 13 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, Chicago to Maui (OGG)
- Economy: 17,500 miles + $5.60 on Chicago O’Hare (ORD) to Maui (OGG) with American Airlines AAdvantage, which showed economy award space there on 322 dates.
- Premium Economy: 32,500 points + $25.60 on Chicago O’Hare (ORD) to Maui (OGG) with Alaska Atmos Rewards, which showed premium economy award space there on 7 dates.
- Business Class: 60,500 miles + $5.60 on Chicago O’Hare (ORD) to Maui (OGG) with American Airlines AAdvantage, which showed business-class award space there on 319 dates.
- First Class: 50,000 points + $25.60 on Chicago O’Hare (ORD) to Maui (OGG) with Alaska Atmos Rewards, which showed first-class award space there on 329 dates.
Observed award examples
| Departure | Cabin | Airports | Program | Points + taxes | Seats | Stops | Observed (UTC) | |
|---|---|---|---|---|---|---|---|---|
| Economy | ORD–OGG | Alaska Atmos Rewards | 22,500 pts + $5.60 | 9+ | 1 stop | Check this date | ||
| Economy | ORD–OGG | Avianca LifeMiles | 25,000 pts + $17.30 | 9+ | Nonstop | Check this date | ||
| Premium Economy | ORD–OGG | Alaska Atmos Rewards | 32,500 pts + $25.60 | 5 | 1 stop | Check this date | ||
| Premium Economy | ORD–OGG | United MileagePlus | 91,000 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| Business | ORD–OGG | American Airlines AAdvantage | 60,500 pts + $5.60 | — | 1 stop | Check this date | ||
| Business | ORD–OGG | United MileagePlus | 174,500 pts + $5.60 | 9+ | Nonstop | Check this date | ||
| First | ORD–OGG | American Airlines AAdvantage | 55,000 pts + $5.60 | 1 | 2 stops | Check this date | ||
| First | ORD–OGG | Delta SkyMiles | 79,700 pts + $5.60 | 7 | 2 stops | 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 17,500 miles + $5.60 via American Airlines AAdvantage on ORD–OGG, which showed nonstop space there on 107 dates (10 programs had nonstop space).
- Premium economy: nonstop from 76,500 miles + taxes vary via American Airlines AAdvantage on ORD–OGG, which showed nonstop space there on 104 dates (3 programs had nonstop space).
- Business class: nonstop from 86,500 miles + taxes vary via American Airlines AAdvantage on ORD–OGG, which showed nonstop space there on 106 dates (2 programs had nonstop space).
Best months to fly from Chicago to Maui (OGG) on points
Each month shows the lowest award seen across the 2 airport pairs, with that program's open dates on the airport pair behind it.
| Month | Economy | Premium Economy | Business | First |
|---|---|---|---|---|
| 22,500 pts + taxes not reported (19 dates)Atmos | 32,500 pts + $25.60 (7 dates)Atmos | 60,500 pts + $5.60 (16 dates)AAdvantage | 50,000 pts + $25.60 (19 dates)Atmos | |
| 22,500 pts + $5.60 (31 dates)Atmos | 49,500 pts + taxes not reported (28 dates)AAdvantage | 62,500 pts + taxes not reported (28 dates)AAdvantage | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 17,500 pts + taxes not reported (31 dates)AAdvantage | 76,500 pts + taxes not reported (30 dates)AAdvantage | 82,100 pts + taxes not reported (3 dates)Qantas | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 17,500 pts + taxes not reported (27 dates)AAdvantage | 76,500 pts + taxes not reported (27 dates)AAdvantage | 70,000 pts + taxes not reported (6 dates)Etihad Guest | 50,000 pts + taxes not reported (28 dates)Atmos | |
| 22,500 pts + taxes not reported (31 dates)AAdvantage | 76,500 pts + taxes not reported (31 dates)AAdvantage | 68,000 pts + taxes not reported (3 dates)Etihad Guest · Mixed cabin | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 22,500 pts + taxes not reported (30 dates)Atmos | 76,500 pts + taxes not reported (27 dates)AAdvantage | 68,000 pts + taxes not reported (4 dates)Etihad Guest · Mixed cabin | 50,000 pts + taxes not reported (30 dates)Atmos | |
| 22,500 pts + taxes not reported (31 dates)AAdvantage | 77,000 pts + taxes not reported (31 dates)AAdvantage | 68,000 pts + taxes not reported (3 dates)Etihad Guest · Mixed cabin | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 22,500 pts + taxes not reported (30 dates)AAdvantage | 81,000 pts + taxes not reported (30 dates)AAdvantage | 164,500 pts + taxes not reported (29 dates)AAdvantage | 50,000 pts + taxes not reported (30 dates)Atmos | |
| 22,500 pts + taxes not reported (31 dates)AAdvantage | 81,000 pts + taxes not reported (31 dates)AAdvantage | 162,000 pts + taxes not reported (31 dates)AAdvantage | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 22,500 pts + taxes not reported (31 dates)AAdvantage | 77,000 pts + taxes not reported (31 dates)AAdvantage | 90,000 pts + taxes not reported (13 dates)Etihad Guest | 50,000 pts + taxes not reported (31 dates)Atmos | |
| 25,000 pts + taxes not reported (30 dates)AAdvantage | 44,000 pts + $5.60 (30 dates)AAdvantage | 82,100 pts + taxes not reported (1 date)Qantas | 50,000 pts + taxes not reported (29 dates)Atmos | |
| 25,000 pts + taxes not reported (11 dates)MileagePlus | 56,000 pts + taxes not reported (7 dates)AAdvantage | 103,100 pts + taxes not reported (1 date)Qantas | 55,000 pts + taxes not reported (7 dates)AAdvantage |
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 | — |
| Delta SkyMiles | 1:1 · Instant | — | — | — | — | — |
Check current transfer bonuses. Most transfers can't be reversed.
Questions about Chicago to Maui (OGG) award flights
Which airports had the lowest award prices from Chicago to Maui (OGG)?
In business class, ORD–OGG with 60,500 miles + $5.60 (American Airlines AAdvantage). In economy, ORD–OGG with 17,500 miles + $5.60 (American Airlines AAdvantage). Prices are the lowest AwardTool observed in the last 30 days; search live before transferring points.
Which airport pairs between Chicago and Maui (OGG) had award space?
ORD–OGG (economy, premium economy, business class and first class) and MDW–OGG (economy, premium economy, business class and first 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 Chicago to Maui (OGG)?
The lowest economy award AwardTool has seen was 17,500 miles + $5.60 with American Airlines AAdvantage. American Airlines AAdvantage showed economy award space on 322 departure dates at any price (newest observation Nov 12, 2026, 10:15 UTC). The lowest business-class award AwardTool has seen was 60,500 miles + $5.60 with American Airlines AAdvantage. Seen Nov 10, 2026, 05:09 UTC for a Nov 14, 2026 departure. American Airlines AAdvantage showed business-class award space on 319 departure dates at any price (newest observation Nov 12, 2026, 10:15 UTC). Search live before transferring points.
Which loyalty programs had award space from Chicago to Maui (OGG)?
13 programs in the last 30 days: American Airlines AAdvantage (economy 322 dates, premium economy 318 dates, business class 319 dates, first class 322 dates); Air Canada Aeroplan (economy 188 dates); Alaska Atmos Rewards (economy 329 dates, premium economy 7 dates, first class 329 dates); Avianca LifeMiles (economy 190 dates); JetBlue TrueBlue (economy 136 dates); Delta SkyMiles (economy 328 dates, premium economy 106 dates, business class 2 dates, first class 328 dates); Etihad Guest (economy 220 dates, business class 52 dates); GOL Smiles (economy 94 dates, premium economy 77 dates, business class 82 dates) and 5 more. Dates count departure dates with an open award.
Can you fly nonstop from Chicago to Maui (OGG) on points?
Yes. AwardTool observed nonstop award space in economy, premium economy and business class, bookable via American Airlines AAdvantage, Air Canada Aeroplan, Alaska Atmos Rewards, Avianca LifeMiles, JetBlue TrueBlue, Etihad Guest, GOL Smiles, Qantas Frequent Flyer, United MileagePlus and Virgin Australia Velocity. The lowest nonstop award in economy was 17,500 miles + $5.60 with American Airlines AAdvantage.
How much are taxes and fees on award flights from Chicago to Maui (OGG)?
Taxes and fees on each program's lowest award ranged in economy from $5.60 with AAdvantage (17,500 miles + $5.60) to $51.41 with Etihad Guest (49,000 miles + $51.41); in business class from $5.60 with AAdvantage (60,500 miles + $5.60) to $57.03 with Etihad Guest (68,000 miles + $57.03 on a mixed-cabin itinerary). 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 Chicago to Maui (OGG)?
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), 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), 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), 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), 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 Chicago to Maui (OGG) 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, 17,500 miles + taxes not reported with AAdvantage (31 dates); in business class, the lowest award was for Nov 2026 departures, 60,500 miles + $5.60 with AAdvantage (16 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 Chicago to Maui (OGG)?
Booking windows before departure published by the programs with award space here (AwardTool's program data, reviewed Nov 6, 2026): Avianca LifeMiles about 360 days, Air France/KLM Flying Blue about 359 days, Air Canada Aeroplan about 355 days and 8 other programs. AwardTool saw award space on this route for departures as late as Oct 11, 2027; seats can open earlier or later, and released seats may already be booked. See award release dates by program.