Award flights to Chicago (ORD, MDW)

AwardTool saw award space to Chicago (ORD, MDW) from 183 departure airports in 50 countries on 21 programs in the last 30 days. Nonstop award space was seen from 168 airports. Lowest business from outside United States: 9,000 pts + $82.16 from Toronto Pearson (YYZ) with Alaska Atmos Rewards.

Award prices last changed . AwardTool checks these routes daily; seats change quickly.

Explore departures to Chicago in PanoramaCreate a free award alert
Lowest economy
4,500 pts + $82.16
YYZ · Atmos
Lowest business
9,000 pts + $82.16
YYZ · Atmos
Lowest first
20,000 pts + $65.56
YYC · Atmos

Chicago at a glance

Airports with data
Chicago O’Hare (ORD), Chicago Midway (MDW)
Location
Chicago, United States
Departure airports with award space
183 in 50 countries
International routes
73 of 183
Programs with award space
21 programs
Nonstop award routes
168
Observation window
Awards observed in the last 30 days

Lowest observed awards to Chicago

International routes only, by cabin. Routes within United States are in the full list below.

Business

DepartureLowest observedProgramStopsDates seen
Toronto Pearson (YYZ)9,000 pts + $82.16Alaska Atmos RewardsNonstop211
Montreal (YUL)15,000 pts + $82.66Alaska Atmos RewardsNonstop177
Calgary (YYC)15,000 pts + $79.96Alaska Atmos RewardsNonstop105
Mexico City (MEX)19,640 pts + $63.00Avianca LifeMiles2 stops38
Cancun (CUN)23,000 pts + $80.79American Airlines AAdvantageNonstop330
Vancouver (YVR)25,000 pts + $60.06American Airlines AAdvantage2 stops326
Punta Cana (PUJ)25,000 pts + $108.51Alaska Atmos RewardsNonstop52
Puerto Vallarta (PVR)25,000 pts + $125.44Alaska Atmos RewardsNonstop44
Cozumel (CZM)25,000 pts + $113.27Alaska Atmos RewardsNonstop4
Ottawa (YOW)28,000 pts + $83.07Virgin Australia Velocity1 stop21

Economy

DepartureLowest observedProgramStopsDates seen
Toronto Pearson (YYZ)4,500 pts + $82.16Alaska Atmos RewardsNonstop240
Calgary (YYC)7,500 pts + $79.96Alaska Atmos RewardsNonstop322
Montreal (YUL)7,500 pts + $82.66Alaska Atmos RewardsNonstop233
Mexico City (MEX)7,980 pts + $63.00Avianca LifeMiles2 stops255
Cancun (CUN)9,500 pts + $90.89JetBlue True Blue1 stop309
Frankfurt am Main (FRA)12,000 pts + $324.30Virgin Atlantic Flying Club1 stop178
Munich (MUC)12,000 pts + $313.35Virgin Atlantic Flying Club1 stop142
London Heathrow (LHR)12,000 pts + $394.87Virgin Atlantic Flying Club1 stop136
Copenhagen (CPH)12,000 pts + $311.22Virgin Atlantic Flying Club1 stop129
Rome (FCO)12,000 pts + $267.77Virgin Atlantic Flying Club1 stop120

First

DepartureLowest observedProgramStopsDates seen
Calgary (YYC)20,000 pts + $65.56Alaska Atmos Rewards1 stop321
Toronto Pearson (YYZ)20,200 pts + $69.60Delta SkyMiles1 stop311
Montreal (YUL)23,061 pts + $141.77Air Canada Aeroplan1 stop7
Mexico City (MEX)24,000 pts + $98.92Delta SkyMiles1 stop328
Vancouver (YVR)25,000 pts + $54.46American Airlines AAdvantage1 stop327
Guadalajara (GDL)31,000 pts + $102.71Delta SkyMiles1 stop311
Puerto Vallarta (PVR)35,000 pts + $131.04Alaska Atmos Rewards1 stop291
Cancun (CUN)35,000 pts + $106.39Alaska Atmos Rewards1 stop285
Cozumel (CZM)35,000 pts + $118.87Alaska Atmos Rewards1 stop245
Punta Cana (PUJ)35,000 pts + $114.11Alaska Atmos Rewards1 stop180

Prices are one-way per traveler: the program's points or miles plus taxes and carrier fees in USD, as AwardTool observed them at the time shown. 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.

Routes to Chicago with the most award dates

Departure dates with an open award for one program in one cabin, from the last observation window.

DepartureOpen datesCabinProgramLowest observed
Singapore (SIN)360EconomyEtihad Guest24,774 pts + $342.79
Tokyo Haneda (HND)353BusinessAir Canada Aeroplan102,500 pts + $170.60
Shanghai Pudong (PVG)351EconomyAir Canada Aeroplan49,736 pts + $107.70
Taipei (TPE)346EconomyEtihad Guest97,000 pts + $315.29
Hong Kong (HKG)340EconomyAir Canada Aeroplan55,288 pts + $148.50
Seoul Incheon (ICN)334EconomyEtihad Guest97,000 pts + $309.89
New Delhi (DEL)332EconomyEtihad Guest18,567 pts + $343.75
Athens (ATH)332EconomyEtihad Guest67,000 pts + $76.49
London Heathrow (LHR)332BusinessAir Canada Aeroplan69,183 pts + $482.10
Amsterdam (AMS)331EconomyAir Canada Aeroplan40,000 pts + $180.40

Programs with award space to Chicago

Lowest one-way award each program showed here, with the airport at the other end and the number of dates seen.

ProgramDeparturesLowest business classLowest economy
Virgin Australia Velocity14716,500 pts + $101.41YYZ · 212 dates8,500 pts + $9.40CVG · 324 dates
Alaska Atmos Rewards1099,000 pts + $82.16YYZ · 211 dates4,500 pts + $25.60PHL · 316 dates
American Airlines AAdvantage7423,000 pts + $80.79CUN · 330 dates7,000 pts + $5.60STL · 329 dates
Qantas Frequent Flyer6719,300 pts + $5.60DCA · 320 dates9,200 pts + $5.60DCA · 307 dates
United MileagePlus6130,000 pts + $62.66YUL · 328 dates10,300 pts + $5.60MIA · 323 dates
Avianca LifeMiles5419,640 pts + $63.00MEX · 38 dates7,980 pts + $63.00MEX · 255 dates
Delta SkyMiles4924,000 pts + $93.36MEX · 54 dates3,600 pts + $5.60MSP · 328 dates
Etihad Guest4420,000 pts + $28.90CMH · 305 dates6,000 pts + $68.91YYZ · 265 dates
Virgin Atlantic Flying Club4448,500 pts + $440.50FCO · 10 dates7,500 pts + $5.60DTW · 295 dates
Air Canada Aeroplan3922,332 pts + $116.87YUL · 324 dates10,000 pts + $32.96CMH · 318 dates
Air France/KLM Flying Blue3915,000 pts + $20.54DTW · 296 dates5,000 pts + $16.79DTW · 296 dates
Turkish Miles & Smiles3165,000 pts + taxes not reportedIST · 302 dates40,000 pts + taxes not reportedIST · 302 dates
GOL Smiles2817,100 pts + taxes not reportedYYZ · 274 dates11,400 pts + taxes not reportedYYZ · 319 dates
SAS EuroBonus2160,000 pts + $391.49LHR · 38 dates30,000 pts + $48.69ARN · 125 dates
JetBlue True Blue1883,000 pts + $56.34DOH · 22 dates6,500 pts + $5.60LAX · 322 dates
TAP Air Portugal Miles&Go15190,000 pts + $239.77AMS · 263 dates19,000 pts + $152.86MXP · 261 dates
Emirates Skywards1396,000 pts + $889.04DXB · 259 dates30,000 pts + $257.32DXB · 303 dates
Qatar Airways Privilege Club1162,000 pts + taxes not reportedLHR · 170 dates20,750 pts + taxes not reportedLHR · 327 dates
Aeromexico Club Premier825,400 pts + $116.20MEX · 326 dates15,000 pts + $116.20MEX · 329 dates
Lufthansa Miles & More258,415 pts + $1,033.19FRA · 324 dates4,202 pts + $402.79FRA · 326 dates
Cathay Pacific Asia Miles1119,000 pts + $272.36HKG · 46 dates38,000 pts + $269.81HKG · 276 dates

— means AwardTool hasn't observed that cabin for the program here in the last 30 days. It doesn't mean the program has no seats.

Chicago O’Hare (ORD) vs Chicago Midway (MDW) for award travel

Award space AwardTool observed at each Chicago airport in the last 30 days.

AirportDeparturesProgramsLowest businessLowest economy
Chicago O’Hare (ORD)183219,000 pts + $82.16YYZ · Atmos4,500 pts + $82.16YYZ · Atmos
Chicago Midway (MDW)32Not seen in business class3,600 pts + $5.60MSP · SkyMiles

Nonstop award routes to Chicago

Routes where AwardTool saw at least one nonstop award in the observation window.

And 128 more nonstop routes in the full list below.

All departure airports to Chicago

Every route to Chicago (ORD, MDW) with award space AwardTool observed in the last 30 days. The chip shows the lowest price from a program with award space on 2 or more dates in that cabin.

From North America

Canada

Mexico

From Central America & Caribbean

Aruba

Belize

Cayman Islands

Costa Rica

Dominican Republic

El Salvador

Guatemala

Jamaica

Panama

Turks and Caicos Islands

From South America

Brazil

Colombia

From Europe

Austria

Belgium

Denmark

Finland

Germany

Greece

Hungary

Iceland

Ireland

Italy

Netherlands

Norway

Poland

Portugal

Spain

Sweden

Switzerland

Türkiye

United Kingdom

From Middle East

Israel

Qatar

United Arab Emirates

From Africa

Ethiopia

From Asia

China

Hong Kong

India

Japan

Philippines

Singapore

South Korea

Taiwan

Thailand

Vietnam

From Oceania

New Zealand

Within United States

United States

Points that transfer to these programs

Bank points to program miles or points: ratio and typical transfer time
ProgramAmexBiltCapital OneChaseCitiWells Fargo
Alaska Atmos Rewards—1:1 · ~1 day————
American Airlines AAdvantage————1:1 · Instant—
Avianca LifeMiles1:1 · Instant1:1 · Instant1:1 · Instant—1:1 · Instant1:1 · Instant
Qantas Frequent Flyer1:1 · Instant—1:1 · ~1-2 days—1:1 · Instant—
United MileagePlus—1:1 · Instant—1:1 · Instant——

Check current transfer bonuses. Most transfers can't be reversed. No bank transfers to Virgin Australia Velocity.

Questions about award flights to Chicago

What's the lowest business class award to Chicago AwardTool has seen?

9,000 pts + $82.16 from Toronto Pearson (YYZ) with Alaska Atmos Rewards, which showed business award space on that route on 211 departure dates in the last 30 days, counting only routes from outside United States. Search live before you transfer points.

Which Chicago airport has more award space?

Chicago O’Hare (ORD) had award space from 183 airports on 21 programs; Chicago Midway (MDW) had award space from 3 airports on 2 programs, in the last 30 days.

Which programs have award space to Chicago?

Virgin Australia Velocity (147 routes), Alaska Atmos Rewards (109 routes), American Airlines AAdvantage (74 routes), Qantas Frequent Flyer (67 routes), United MileagePlus (61 routes), Avianca LifeMiles (54 routes) and 15 other programs. Each count is the number of departure airports where AwardTool saw that program's award space in the last 30 days.

Related pages

Nearby airports

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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