A river with a yellow boat, surrounded by tall buildings and a bridge.

Flights from Will Rogers World Airport (OKC) to Chicago, IL (CHI-All Airports)
Flights to Illinois
United States of America
Flights
Expedia.ca

Popular airlines from Will Rogers World Airport (OKC) to Chicago

Delta
American Airlines
United
Southwest Airlines
Frontier Airlines
Alaska Airlines

Be in the know
Get alerts if flight prices drop or rise*
Book smarter
Save up to 30% on select hotels after you book a flight*
Earn twice
Earn your airline miles on top of our rewards
Sign in

Cheap Flights from Oklahoma City to Chicago (OKC-CHI)

Prices were available within the past 7 days and start at CA $270 for one-way flights and CA $395 for roundtrip, for the period specified. Prices and availability are subject to change.

All deals

One way

Roundtrip

Tue, Nov 3 - Wed, Nov 25

OKC

Oklahoma City

MDW

Chicago

CA $395

Roundtrip

Found 7 hours ago

Select Delta flight, departing Tue, Nov 3 from Oklahoma City to Chicago, returning Wed, Nov 25, priced at CA $395 Found 7 hours ago

Tue, Nov 17 - Sat, Dec 5

OKC

Oklahoma City

ORD

Chicago

CA $395

Roundtrip

Found 7 hours ago

Select Delta flight, departing Tue, Nov 17 from Oklahoma City to Chicago, returning Sat, Dec 5, priced at CA $395 Found 7 hours ago

Tue, Nov 17 - Thu, Dec 10

OKC

Oklahoma City

ORD

Chicago

CA $409

Roundtrip

Found 7 hours ago

Select Delta flight, departing Tue, Nov 17 from Oklahoma City to Chicago, returning Thu, Dec 10, priced at CA $409 Found 7 hours ago

Tue, Nov 17 - Fri, Dec 4

OKC

Oklahoma City

ORD

Chicago

CA $413

Roundtrip

Found 7 hours ago

Select Delta flight, departing Tue, Nov 17 from Oklahoma City to Chicago, returning Fri, Dec 4, priced at CA $413 Found 7 hours ago

Thu, Nov 19 - Thu, Dec 10

OKC

Oklahoma City

ORD

Chicago

CA $423

Roundtrip

Found 7 hours ago

Select Delta flight, departing Thu, Nov 19 from Oklahoma City to Chicago, returning Thu, Dec 10, priced at CA $423 Found 7 hours ago

Thu, Nov 19 - Fri, Dec 4

OKC

Oklahoma City

ORD

Chicago

CA $427

Roundtrip

Found 7 hours ago

Select Delta flight, departing Thu, Nov 19 from Oklahoma City to Chicago, returning Fri, Dec 4, priced at CA $427 Found 7 hours ago

Mon, Nov 23 - Sat, Dec 5

OKC

Oklahoma City

ORD

Chicago

CA $457

Roundtrip

Found 7 hours ago

Select Delta flight, departing Mon, Nov 23 from Oklahoma City to Chicago, returning Sat, Dec 5, priced at CA $457 Found 7 hours ago

Thu, Nov 19 - Mon, Dec 7

OKC

Oklahoma City

ORD

Chicago

CA $509

Roundtrip

Found 7 hours ago

Select American Airlines flight, departing Thu, Nov 19 from Oklahoma City to Chicago, returning Mon, Dec 7, priced at CA $509 Found 7 hours ago

Mon, Nov 23 - Mon, Dec 7

OKC

Oklahoma City

ORD

Chicago

CA $509

Roundtrip

Found 7 hours ago

Select United flight, departing Mon, Nov 23 from Oklahoma City to Chicago, returning Mon, Dec 7, priced at CA $509 Found 7 hours ago

Thu, Oct 8 - Sun, Oct 11

OKC

Oklahoma City

MDW

Chicago

CA $853

Roundtrip

Found 3 days ago

Select Southwest Airlines flight, departing Thu, Oct 8 from Oklahoma City to Chicago, returning Sun, Oct 11, priced at CA $853 Found 3 days ago

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to O'Hare Intl. ORD. Cheapest option available. Average driving time to city centre is 23 minutes. Flights from CA $571

ORD

O'Hare Intl.

Cheapest

23 min

Flights from CA $571

Travel information

Origin airport	Will Rogers World Airport
Destination airport	Chicago Midway Airport
Distance	1,111 km away
Airlines serving	Southwest Airlines, Delta
Popular airline	Southwest Airlines
Roundtrip price	CA $395
Average flight time	1 hour 55 mins

Explore a world of travel with Expedia

Flights

Flights from Blaine (BWS) to Chicago (CHI)
Standard Link for Flights from Blaine (BWS) to Chicago (CHI)
Flights from Tampa (TPA) to Chicago (CHI)
Standard Link for Flights from Tampa (TPA) to Chicago (CHI)
Flights from Chennai (MAA) to Chicago (CHI)
Standard Link for Flights from Chennai (MAA) to Chicago (CHI)
Flights from St. Louis (STL) to Chicago (CHI)
Standard Link for Flights from St. Louis (STL) to Chicago (CHI)
Flights from Fort Frances (YAG) to Chicago (CHI)
Standard Link for Flights from Fort Frances (YAG) to Chicago (CHI)
Flights from Zürich (ZRH) to Chicago (CHI)
Standard Link for Flights from Zürich (ZRH) to Chicago (CHI)
Flights from Berlin (BER) to Chicago (CHI)
Standard Link for Flights from Berlin (BER) to Chicago (CHI)
Flights from Chicago (ORD) to Chicago (CHI)
Standard Link for Flights from Chicago (ORD) to Chicago (CHI)
Flights from Syracuse (SYR) to Chicago (CHI)
Standard Link for Flights from Syracuse (SYR) to Chicago (CHI)
Flights from Toronto (YYZ) to Chicago (CHI)
Standard Link for Flights from Toronto (YYZ) to Chicago (CHI)
Flights from Myrtle Beach (MYR) to Chicago (CHI)
Standard Link for Flights from Myrtle Beach (MYR) to Chicago (CHI)
Flights from Kitchener (YKF) to Chicago (CHI)
Standard Link for Flights from Kitchener (YKF) to Chicago (CHI)
Flights from Los Angeles (LAX) to Chicago (CHI)
Standard Link for Flights from Los Angeles (LAX) to Chicago (CHI)
Flights from Singapore (SIN) to Chicago (CHI)
Standard Link for Flights from Singapore (SIN) to Chicago (CHI)
Flights from St. John's (YYT) to Chicago (CHI)
Standard Link for Flights from St. John's (YYT) to Chicago (CHI)
Flights from Victoria (YYJ) to Chicago (CHI)
Standard Link for Flights from Victoria (YYJ) to Chicago (CHI)
Flights from New York (JFK) to Chicago (CHI)
Standard Link for Flights from New York (JFK) to Chicago (CHI)
Flights from San Diego (SAN) to Chicago (CHI)
Standard Link for Flights from San Diego (SAN) to Chicago (CHI)
Flights from Nanaimo (YCD) to Chicago (CHI)
Standard Link for Flights from Nanaimo (YCD) to Chicago (CHI)
Flights from Hartford (BDL) to Chicago (CHI)
Standard Link for Flights from Hartford (BDL) to Chicago (CHI)
Flights from Boston (BOS) to Chicago (CHI)
Standard Link for Flights from Boston (BOS) to Chicago (CHI)
Flights from Poughkeepsie (POU) to Chicago (CHI)
Standard Link for Flights from Poughkeepsie (POU) to Chicago (CHI)
Flights from Edmonton (YEA) to Chicago (CHI)
Standard Link for Flights from Edmonton (YEA) to Chicago (CHI)
Flights from Gander (YQX) to Chicago (CHI)
Standard Link for Flights from Gander (YQX) to Chicago (CHI)
Flights from Traverse City (TVC) to Chicago (CHI)
Standard Link for Flights from Traverse City (TVC) to Chicago (CHI)
Flights from Winnipeg (YWG) to Chicago (ORD)
Standard Link for Flights from Winnipeg (YWG) to Chicago (ORD)
Flights from Hamilton (YHM) to Chicago (CHI)
Standard Link for Flights from Hamilton (YHM) to Chicago (CHI)
Flights from Santo Domingo (SDQ) to Chicago (CHI)
Standard Link for Flights from Santo Domingo (SDQ) to Chicago (CHI)
Flights from Edmonton (YEG) to Chicago (CHI)
Standard Link for Flights from Edmonton (YEG) to Chicago (CHI)
Flights from Sheboygan (SBM) to Chicago (CHI)
Standard Link for Flights from Sheboygan (SBM) to Chicago (CHI)
Flights from Moncton (YQM) to Chicago (CHI)
Standard Link for Flights from Moncton (YQM) to Chicago (CHI)
Flights from Calgary (YYC) to Chicago (ORD)
Standard Link for Flights from Calgary (YYC) to Chicago (ORD)
Flights from Boise (BOI) to Chicago (CHI)
Standard Link for Flights from Boise (BOI) to Chicago (CHI)
Flights from St. Catharines (YCM) to Chicago (CHI)
Standard Link for Flights from St. Catharines (YCM) to Chicago (CHI)
Flights from Presque Isle (PQI) to Chicago (CHI)
Standard Link for Flights from Presque Isle (PQI) to Chicago (CHI)
Flights from Halifax (YHZ) to Chicago (CHI)
Standard Link for Flights from Halifax (YHZ) to Chicago (CHI)
Flights from Panama City (PTY) to Chicago (CHI)
Standard Link for Flights from Panama City (PTY) to Chicago (CHI)
Flights from Peoria (PIA) to Chicago (CHI)
Standard Link for Flights from Peoria (PIA) to Chicago (CHI)
Flights from Pittsburgh (PIT) to Chicago (CHI)
Standard Link for Flights from Pittsburgh (PIT) to Chicago (CHI)
Flights from Debrecen (DEB) to Chicago (CHI)
Standard Link for Flights from Debrecen (DEB) to Chicago (CHI)
Flights from Fredericton (YFC) to Chicago (CHI)
Standard Link for Flights from Fredericton (YFC) to Chicago (CHI)
Flights from Edmonton (YEG) to Chicago (ORD)
Standard Link for Flights from Edmonton (YEG) to Chicago (ORD)
Flights from Ottawa (YOW) to Chicago (CHI)
Standard Link for Flights from Ottawa (YOW) to Chicago (CHI)
Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
Standard Link for Flights from Newark Liberty Intl. Airport (EWR) to Chicago (CHI)
Flights from Memphis (MEM) to Chicago (CHI)
Standard Link for Flights from Memphis (MEM) to Chicago (CHI)
Flights from Trois-Rivieres (YRQ) to Chicago (CHI)
Standard Link for Flights from Trois-Rivieres (YRQ) to Chicago (CHI)
Flights from Whitby (NCA) to Chicago (CHI)
Standard Link for Flights from Whitby (NCA) to Chicago (CHI)
Flights from Gary (GYY) to Chicago (CHI)
Standard Link for Flights from Gary (GYY) to Chicago (CHI)
Flights from Rome (RME) to Chicago (CHI)
Standard Link for Flights from Rome (RME) to Chicago (CHI)
Flights from Kamloops (YKA) to Chicago (CHI)
Standard Link for Flights from Kamloops (YKA) to Chicago (CHI)
Flights from Milwaukee (MKE) to Chicago (CHI)
Standard Link for Flights from Milwaukee (MKE) to Chicago (CHI)
Flights from Carlsbad (CNM) to Chicago (CHI)
Standard Link for Flights from Carlsbad (CNM) to Chicago (CHI)
Flights from Dhaka (DAC) to Chicago (CHI)
Standard Link for Flights from Dhaka (DAC) to Chicago (CHI)
Flights from Hyderabad (HYD) to Chicago (CHI)
Standard Link for Flights from Hyderabad (HYD) to Chicago (CHI)
Flights from Laval (LVA) to Chicago (CHI)
Standard Link for Flights from Laval (LVA) to Chicago (CHI)
Flights from Toronto (YYZ) to Chicago (ORD)
Standard Link for Flights from Toronto (YYZ) to Chicago (ORD)
Flights from Cleveland (CLE) to Chicago (CHI)
Standard Link for Flights from Cleveland (CLE) to Chicago (CHI)
Flights from Seattle (SEA) to Chicago (CHI)
Standard Link for Flights from Seattle (SEA) to Chicago (CHI)
Flights from Whitehorse (YXY) to Chicago (CHI)
Standard Link for Flights from Whitehorse (YXY) to Chicago (CHI)
Flights from Salt Lake City (SLC) to Chicago (CHI)
Standard Link for Flights from Salt Lake City (SLC) to Chicago (CHI)
Flights from Manhattan (MHK) to Chicago (CHI)
Standard Link for Flights from Manhattan (MHK) to Chicago (CHI)
Flights from Toronto (YTO) to Chicago (CHI)
Standard Link for Flights from Toronto (YTO) to Chicago (CHI)
Flights from Burlington (BTV) to Chicago (CHI)
Standard Link for Flights from Burlington (BTV) to Chicago (CHI)
Flights from Regina (YQR) to Chicago (CHI)
Standard Link for Flights from Regina (YQR) to Chicago (CHI)
Flights from Detroit (DTT) to Chicago (CHI)
Standard Link for Flights from Detroit (DTT) to Chicago (CHI)
Flights from Prince Albert (YPA) to Chicago (CHI)
Standard Link for Flights from Prince Albert (YPA) to Chicago (CHI)
Flights from Terrace (YXT) to Chicago (CHI)
Standard Link for Flights from Terrace (YXT) to Chicago (CHI)
Flights from Chatham (XCM) to Chicago (CHI)
Standard Link for Flights from Chatham (XCM) to Chicago (CHI)
Flights from Detroit (DTW) to Chicago (CHI)
Standard Link for Flights from Detroit (DTW) to Chicago (CHI)
Flights from Owen Sound (YOS) to Chicago (CHI)
Standard Link for Flights from Owen Sound (YOS) to Chicago (CHI)
Flights from Vancouver (YVR) to Chicago (ORD)
Standard Link for Flights from Vancouver (YVR) to Chicago (ORD)
Flights from Calgary (YYC) to Chicago (CHI)
Standard Link for Flights from Calgary (YYC) to Chicago (CHI)
Flights from Ottawa (YOW) to Chicago (ORD)
Standard Link for Flights from Ottawa (YOW) to Chicago (ORD)
Flights from Montreal (YUL) to Chicago (CHI)
Standard Link for Flights from Montreal (YUL) to Chicago (CHI)
Flights from New Orleans (MSY) to Chicago (CHI)
Standard Link for Flights from New Orleans (MSY) to Chicago (CHI)
Flights from Wilmington (ILM) to Chicago (CHI)
Standard Link for Flights from Wilmington (ILM) to Chicago (CHI)
Flights from Montreal (YMQ) to Chicago (CHI)
Standard Link for Flights from Montreal (YMQ) to Chicago (CHI)
Flights from Cambridge (CGE) to Chicago (CHI)
Standard Link for Flights from Cambridge (CGE) to Chicago (CHI)
Flights from Niagara Falls (IAG) to Chicago (CHI)
Standard Link for Flights from Niagara Falls (IAG) to Chicago (CHI)
Flights from Detroit (DTW) to Chicago (ORD)
Standard Link for Flights from Detroit (DTW) to Chicago (ORD)
Flights from Vancouver (YVR) to Chicago (CHI)
Standard Link for Flights from Vancouver (YVR) to Chicago (CHI)
Flights from Sept-Iles (YZV) to Chicago (CHI)
Standard Link for Flights from Sept-Iles (YZV) to Chicago (CHI)
Flights from Kelowna (YLW) to Chicago (CHI)
Standard Link for Flights from Kelowna (YLW) to Chicago (CHI)
Flights from Minneapolis (MSP) to Chicago (CHI)
Standard Link for Flights from Minneapolis (MSP) to Chicago (CHI)
Flights from Kolkata (CCU) to Chicago (CHI)
Standard Link for Flights from Kolkata (CCU) to Chicago (CHI)
Flights from Flin Flon (YFO) to Chicago (CHI)
Standard Link for Flights from Flin Flon (YFO) to Chicago (CHI)
Flights from Little Rock (LIT) to Chicago (CHI)
Standard Link for Flights from Little Rock (LIT) to Chicago (CHI)
Flights from Punta Cana (PUJ) to Chicago (CHI)
Standard Link for Flights from Punta Cana (PUJ) to Chicago (CHI)
Flights from Beirut (BEY) to Chicago (CHI)
Standard Link for Flights from Beirut (BEY) to Chicago (CHI)
Flights from Montreal (YUL) to Chicago (ORD)
Standard Link for Flights from Montreal (YUL) to Chicago (ORD)
Flights from Windsor (YQG) to Chicago (CHI)
Standard Link for Flights from Windsor (YQG) to Chicago (CHI)
Flights from Cincinnati (CVG) to Chicago (CHI)
Standard Link for Flights from Cincinnati (CVG) to Chicago (CHI)
Flights from Benton Harbor (BEH) to Chicago (CHI)
Standard Link for Flights from Benton Harbor (BEH) to Chicago (CHI)
Flights from Oshawa (YOO) to Chicago (CHI)
Standard Link for Flights from Oshawa (YOO) to Chicago (CHI)
Flights from San Antonio (SAT) to Chicago (CHI)
Standard Link for Flights from San Antonio (SAT) to Chicago (CHI)
Flights from Brampton Island (BMP) to Chicago (CHI)
Standard Link for Flights from Brampton Island (BMP) to Chicago (CHI)
Flights from Argyle (SVD) to Chicago (CHI)
Standard Link for Flights from Argyle (SVD) to Chicago (CHI)
Flights from Buffalo (BUF) to Chicago (CHI)
Standard Link for Flights from Buffalo (BUF) to Chicago (CHI)
Flights from Phoenix (PHX) to Chicago (CHI)
Standard Link for Flights from Phoenix (PHX) to Chicago (CHI)
Flights from Winnipeg (YWG) to Chicago (CHI)
Standard Link for Flights from Winnipeg (YWG) to Chicago (CHI)

*Available to Expedia members.

CA $270 Cheap Flights from Oklahoma City (OKC) to Chicago (CHI)

Popular airlines from Will Rogers World Airport (OKC) to Chicago

Be in the know

Book smarter

Earn twice

Cheap Flights from Oklahoma City to Chicago (OKC-CHI)

Alternative airports near Chicago

Travel information

Explore a world of travel with Expedia