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Cheap Flights from Memphis to Chicago

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Memphis

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Prices updated 24 days ago

486,190 searches this week

171 airlines compared

80%+ AI score for best value

Fares are subject to change and may not be available for all dates. (Data last updated May 29, 2026.)

Today’s best flight deals from Memphis to Chicago

Explore current cheapest deals departing from Memphis to Chicago

Round trip

Sort by: Cheapest

July 14 - July 15

Cheapest

MEM - Chicago

$159

$157

Round trip

September 2 - September 9

Cheapest

MEM - Chicago

$147

$157

Round trip

July 7 - July 8

Cheapest

Earliest

MEM - Chicago

$163

$157

Round trip

July 7 - July 14

Cheapest

Earliest

MEM - Chicago

$154

$157

Round trip

July 15 - July 22

Cheapest

MEM - Chicago

$153

$157

Round trip

July 7 - July 11

Earliest

MEM - Chicago

$164

$167

Round trip

July 22 - July 25

MEM - Chicago

$156

$167

Round trip

July 21 - July 25

MEM - Chicago

$167

Round trip

July 8 - July 11

MEM - Chicago

$163

$167

Round trip

July 11 - July 14

Best

MEM - Chicago

$263

$167

Round trip

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Route Intelligence — 486,190 Searches this Week

Insights for flights from Memphis to Chicago

A typical journey from Memphis to Chicago takes about 5h 20m, including connections. This duration accounts for itineraries that are not direct, which represent a significant portion of available flights.

For cheap flights from Memphis to Chicago, fares typically range from $198–$367, with a median of $265. Right now, current fares are above the typical level. Only 3% of recent fares were classified as a good price.

The cheapest time to fly from Memphis to Chicago is often in February, with a median fare of $204. January also offers competitive pricing, with a median fare of $206, followed by September at $227.

When flying from Memphis to Chicago, a meaningful share are non-stop, the rest connect once, with 49.3% of recent fares being direct. For itineraries that do include connections, the typical number of stopovers is 2.

The distance between Memphis and Chicago is 774 kilometers, classifying this as a short-haul route. This means you can expect a relatively quick journey, even with potential connections.

How much is a round trip from Memphis to Chicago

Regular price: $128 - $294

Prices for flights from Memphis to Chicago are currently within the regular range.

The regular price range for flights from Memphis to Chicago is between $128 and $294. The current lowest deal is $157 with American Airlines, for travel from Jul 14-Jul 15.

now $157

Low $128

High $294

The cheapest time to fly from Memphis to Chicago

The cheapest month to fly from Memphis to Chicago is February, with a median price of $204. The most expensive month is March, with a median price of $357. Prices are generally lower from January to December.

February

Cheapest

Flights from $204

March

Most Expensive

Flights from $357

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Direct flights from Memphis to Chicago

American Airlines

Last-minute flights going from Memphis to Chicago

Sun, Jul 5

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$308

$274

One-way

Tue, Jul 7

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$163

$157

One-way

Tue, Jul 7

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$154

$157

One-way

Tue, Jul 7

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

United Airlines

$164

$167

One-way

Wed, Jul 8

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

American Airlines

$163

$167

One-way

Wed, Jul 8

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$287

$177

One-way

Biggest price drops on these dates for flights from Memphis to Chicago

6 nights

Aug 19 - Aug 25

$305 → $177

42%

7 nights

Aug 19 - Aug 26

$305 → $177

42%

7 nights

Aug 18 - Aug 25

$304 → $177

42%

3 nights

Aug 3 - Aug 6

$316 → $195

38%

Popular Airports to fly from Memphis to Chicago

Memphis - Chicago route insights

💸 Price insights

Recent fares are above the typical level

Recent fares from Memphis to Chicago are $157, which is above the typical level of $159.

📅 Best time to fly

February is historically the cheapest month to fly

Historically, February is the cheapest month to fly from Memphis to Chicago, with a median price of $204.

⏱️ Flight duration

Typical flight duration is 5h 20m

Flights from Memphis to Chicago typically take 5h 20m, covering a distance of 774 km.

✈️ Airlines & availability

49.3% of deals are direct

Historically, 49.3% of deals for flights from Memphis to Chicago are direct, with frequent deals.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines offers direct flights from Memphis to Chicago, with 1 direct deal recently found.

🎯 Booking tip

Consider booking in February for better prices

Historically, February has the lowest median price at $204. January and September are also cheaper.

Memphis main airports to depart from

Memphis International (MEM)

Cheapest

Memphis International Airport is a convenient departure point for flights from Memphis to Chicago.

📍 ~15 km from city center (reachable by car)

💸 Flights from ~$157

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International Airport is a convenient choice for flights to Chicago from Memphis.

📍 ~15 km from Chicago city center (reachable by car)

💸 Flights from ~$157

Chicago Rockford International (RFD)

Chicago Rockford International Airport offers an alternative arrival option for your trip to Chicago.

📍 ~120 km from Chicago city center (reachable by car)

💸 Flights from ~$211

O Hare International (ORD)

O Hare International Airport is a major hub for travelers flying to Chicago from Memphis.

📍 ~40 km from Chicago city center (reachable by car)

💸 Flights from ~$157

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers excellent proximity to Chicago with high-frequency flight options.

📍 ~135 km from Chicago (reachable by rail)

💸 Flights from ~$303

South Bend International (SBN)

Cheapest

South Bend International is the closest alternative to the Chicago area, offering easier security and parking.

📍 ~120 km from Chicago (reachable by rail)

💸 Flights from ~$242

Gerald R. Ford International (GRR)

Gerald R. Ford International is a major regional hub, a good alternative for travelers on Chicago's eastern side.

📍 ~200 km from Chicago (reachable by car)

💸 Flights from ~$255

Dane County Regional (MSN)

Dane County Regional is a reliable regional airport, less congested than major Chicago or Milwaukee airports.

📍 ~205 km from Chicago (reachable by car)

💸 Flights from ~$263

Fort Wayne International (FWA)

Fort Wayne International offers stable regional service, an alternative for travelers in southeastern Chicago suburbs.

📍 ~230 km from Chicago (reachable by car)

💸 Flights from ~$268

Business & First Class Flight Deals to Chicago

45% AI deal score

$465

From MEM

Elite

Nov 14

Chicago, United States

45% AI deal score

$512

From MEM

Chicago, United States

45% AI deal score

$585

From MEM

Elite

Nov 20

Chicago, United States

45% AI deal score

$623

From MEM

Chicago, United States

30% AI deal score

$2,221

Frequently Asked Questions About Flights to Chicago

Historically, booking flights from Memphis to Chicago 60 or more days in advance typically yields the lowest average prices, around $266. Prices tend to increase as the departure date approaches. For instance, flights booked within 14-27 days of travel have an average price of $308, while those booked 0-6 days out average $455. Planning ahead by at least two months can result in significant savings.

Across the trailing quarter, a good price for a flight from Memphis to Chicago is considered to be $198 or less. The median price for this route was $265. About 25% of all flights had a price of $198 or less, while 75% of flights were priced at $367 or less. These figures are based on data from the trailing 90 days.

Historically, the cheapest months to fly from Memphis to Chicago are February, with a median price of $204, and January, with a median price of $206. September also offers competitive prices, with a median of $227. The annual median price for this route is $265, indicating that these months typically provide better value than the overall yearly average.

Related routes

Consider alternative routes from Memphis

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