What percentage of Memphis to Chicago flights are direct?

In the trailing 90 days, approximately 45% of flights from Memphis to Chicago have been direct. This indicates that a significant portion of available flights will include at least one stopover. For flights with connections, the median number of stopovers is typically two. Travelers should consider this when planning their journey and evaluating travel time.

How long is the flight from Memphis to Chicago?

A direct flight from Memphis to Chicago typically has a duration of 2 hours and 5 minutes. This is based on an approximate distance of 774 kilometers between the two cities. Flights with one stop, however, can take considerably longer, with a median duration of 7 hours and 47 minutes. Travelers should account for these differences when choosing their preferred flight option.

Are there frequently good prices on flights from Memphis to Chicago?

Historically, good prices on flights from Memphis to Chicago are frequent. This route is consistently categorized as offering frequent opportunities for economical fares. Travelers can typically find competitive pricing when searching for this route. This suggests that with some flexibility, securing a good deal is often achievable.

Flights From Memphis

To Chicago

Cheap Flights from Memphis to Chicago

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RatePunk searches hundreds of travel sites at once for deals on flights to Chicago

Prices updated today

456 airlines compared

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Fares are subject to change and may not be available for all dates. (Data last updated Aug 31, 2026.)

Today’s best flight deals from Memphis to Chicago

Explore current cheapest deals departing from Memphis to Chicago

2026-09-17 – 2026-09-19
MEM - Chicago
45% AI deal score
$149
$157
Round trip
2026-09-24 – 2026-09-30
MEM - Chicago
45% AI deal score
$140
$157
Round trip
2026-09-12 – 2026-09-21
MEM - Chicago
45% AI deal score
$133
$157
Round trip
2026-09-12 – 2026-09-14
MEM - Chicago
45% AI deal score
$152
$157
Round trip
2026-09-19 – 2026-09-22
MEM - Chicago
45% AI deal score
$148
$157
Round trip
2026-09-24 – 2026-09-28
MEM - Chicago
45% AI deal score
$147
$157
Round trip
2026-09-17 – 2026-09-21
MEM - Chicago
45% AI deal score
$148
$157
Round trip
2026-09-19 – 2026-09-21
MEM - Chicago
45% AI deal score
$148
$157
Round trip
2026-09-23 – 2026-09-30
MEM - Chicago
44% AI deal score
$142
$157
Round trip
2026-10-14 – 2026-10-17
MEM - Chicago
45% AI deal score
$144
$157
Round trip

Memphis to Chicago: Overview

Insights for flights from Memphis to Chicago

A typical journey from Memphis to Chicago, including connections, takes about 2h 5m. This duration reflects the overall travel time for itineraries on this route.

For travelers seeking cheap flights from Memphis to Chicago, current fares are above the typical level. Prices for this route typically range from $227–$508, with a median of $309. Right now, only 1% of recent fares are classified as a good price.

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

Regarding direct flights from Memphis to Chicago, a meaningful share are non-stop, while the rest connect once. 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.

How much is a round trip from Memphis to Chicago

Regular price: $112 - $356

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 $112 and $356. The current lowest deal is $155 with Southwest Airlines, for travel from Oct 7-Oct 12.

now $155

Low $112

High $356

The cheapest time to fly from Memphis to Chicago

The cheapest month to fly from Memphis to Chicago is March, with a median price of $176. The most expensive month is July, with a median price of $483. Prices are generally lower from March to December.

March

Cheapest

Flights from $176

July

Most Expensive

Flights from $483

Jan

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

Mon, Aug 31

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$608

$523

One-way

Tue, Sep 1

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$496

$493

One-way

Thu, Sep 3

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$483

$471

One-way

Fri, Sep 4

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$489

$461

One-way

Fri, Sep 4

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$490

$471

One-way

Wed, Sep 9

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$330

$369

One-way

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

4 nights

Feb 27 - Mar 3

$384 → $177

54%

2 nights

Sep 12 - Sep 14

$299 → $157

47%

2 nights

Sep 14 - Sep 16

$298 → $157

47%

3 nights

Sep 12 - Sep 15

$299 → $177

41%

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 above the typical level at $424.

📅 Best time to fly

Fly in February for the best prices

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

⏱️ Flight duration

Direct flights average 2h 5m

The typical direct flight from Memphis to Chicago takes 2 hours and 5 minutes.

✈️ Airlines & availability

45% of recent flights are direct

Historically, 45% of flights on this route are direct, with frequent deals available.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines provides direct flight options from Memphis to Chicago.

🎯 Booking tip

Consider connecting flights

Connecting flights can be significantly longer, with a median duration of 15h 13m.

Memphis main airports to depart from

Memphis International (MEM)

Cheapest

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

📍 ~14 km from Memphis (reachable by car)

💸 Flights from ~$157

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival airport for flights from Memphis to Chicago.

📍 ~15 km from Chicago city center (reachable by car or public transport).

💸 Flights from ~$157

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

📍 ~135 km from Chicago (reachable by rail or car)

💸 Flights from ~$309

Business & First Class Flight Deals to Chicago

Discover luxury on the budget with premium cabin class on flights from Memphis to Chicago.

Elite

Best Elite deals to Chicago

Exclusive daily First Class, Business Class, and Premium Economy flight deals, refreshed every 24 hours.

From MEM

Elite

Sep 28

Chicago, United States

47% AI deal score

$3,769

$3,323

Save $446

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

47% AI deal score

$3,718

$3,367

Save $351

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

47% AI deal score

$3,766

$3,376

Save $390

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

47% AI deal score

$3,801

$3,415

Save $386

Aeroméxico, +1

Business Class

From MEM

Elite

Oct 13

Chicago, United States

47% AI deal score

$4,081

$3,518

Save $563

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

46% AI deal score

$3,703

$3,396

Save $307

Aeroméxico, +1

Business Class

From MEM

Elite

Oct 13

Chicago, United States

46% AI deal score

$3,788

$3,498

Save $290

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

46% AI deal score

$3,705

$3,609

Save $96

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 28

Chicago, United States

46% AI deal score

$3,724

$3,614

Save $110

Aeroméxico, +1

Business Class

From MEM

Elite

Oct 13

Chicago, United States

46% AI deal score

$3,779

$3,634

Save $145

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 19

Chicago, United States

46% AI deal score

$3,807

$3,658

Save $149

Aeroméxico, +1

Business Class

From MEM

Elite

Sep 19

Chicago, United States

46% AI deal score

$3,807

$3,703

Save $104

Aeroméxico, +1

Business Class

Frequently Asked Questions About Flights to Chicago

Historically, booking flights from Memphis to Chicago more than 60 days in advance typically yields the lowest average prices, around $266. Prices tend to increase as the departure date approaches. For instance, flights booked 14-27 days out average $308, while those booked within 0-6 days of departure can average as high as $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 $227 or less. The median price for this route historically stands at $309. Travelers should aim to find deals below the median to secure a more economical fare. Prices can vary, with some fares reaching up to $508 or more.

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. These months typically present better value compared to the annual median price of $309 for this route. Travelers looking for the most economical options should consider these periods.

Related routes

More routes from Memphis

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Flights to Chicago from other cities

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Memphis to Chicago: Overview

Insights for flights from Memphis to Chicago

A typical journey from Memphis to Chicago, including connections, takes about 2h 5m. This duration reflects the overall travel time for itineraries on this route.

Regarding direct flights from Memphis to Chicago, a meaningful share are non-stop, while the rest connect once. 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.

How much is a round trip from Memphis to Chicago

Regular price: $112 - $356

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 $112 and $356. The current lowest deal is $155 with Southwest Airlines, for travel from Oct 7-Oct 12.

now $155

Low $112

High $356

The cheapest time to fly from Memphis to Chicago

March

Cheapest

Flights from $176

July

Most Expensive

Flights from $483

Jan

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

Mon, Aug 31

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$608

$523

One-way

Tue, Sep 1

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$496

$493

One-way

Thu, Sep 3

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$483

$471

One-way

Fri, Sep 4

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$489

$461

One-way

Fri, Sep 4

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (MDW)

$490

$471

One-way

Wed, Sep 9

⌛ Last-Minute

MEM - Chicago

Memphis (MEM) - Chicago (ORD)

$330

$369

One-way

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

4 nights

Feb 27 - Mar 3

$384 → $177

54%

2 nights

Sep 12 - Sep 14

$299 → $157

47%

2 nights

Sep 14 - Sep 16

$298 → $157

47%

3 nights

Sep 12 - Sep 15

$299 → $177

41%

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 above the typical level at $424.

📅 Best time to fly

Fly in February for the best prices

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

⏱️ Flight duration

Direct flights average 2h 5m

The typical direct flight from Memphis to Chicago takes 2 hours and 5 minutes.

✈️ Airlines & availability

45% of recent flights are direct

Historically, 45% of flights on this route are direct, with frequent deals available.

🏆 Airline highlight

American Airlines offers direct flights

American Airlines provides direct flight options from Memphis to Chicago.

🎯 Booking tip

Consider connecting flights

Connecting flights can be significantly longer, with a median duration of 15h 13m.

Memphis main airports to depart from

Memphis International (MEM)

Cheapest

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

📍 ~14 km from Memphis (reachable by car)

💸 Flights from ~$157

Chicago main airports to arrive at

Chicago Midway International (MDW)

Cheapest

Chicago Midway International is a convenient arrival airport for flights from Memphis to Chicago.

📍 ~15 km from Chicago city center (reachable by car or public transport).

💸 Flights from ~$157

Airports nearby Chicago used as alternative

General Mitchell International (MKE)

General Mitchell International offers significant carrier presence and direct flight options for Chicago travelers.

Chicago, United States

46% AI deal score

$3,807

$3,703

Save $104

Aeroméxico, +1

Business Class

Frequently Asked Questions About Flights to Chicago

Cheap Flights from Memphis to Chicago

Today’s best flight deals from Memphis to Chicago

Memphis to Chicago: Overview

Insights for flights from Memphis to Chicago

How much is a round trip from Memphis to Chicago

The cheapest time to fly from Memphis to Chicago

Direct flights from Memphis to Chicago

Last-minute flights going from Memphis to Chicago

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

Popular Airports to fly from Memphis to Chicago

Memphis - Chicago route insights

Recent fares are above the typical level

Fly in February for the best prices

Direct flights average 2h 5m

45% of recent flights are direct

American Airlines offers direct flights

Consider connecting flights

Memphis main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 28

Sep 28

Sep 28

Sep 28

Oct 13

Sep 28

Oct 13

Sep 28

Sep 28

Oct 13

Sep 19

Sep 19

Frequently Asked Questions About Flights to Chicago

How far in advance should I book a flight from Memphis to Chicago?

How much should a flight from Memphis to Chicago cost?

When is the cheapest time of year to fly from Memphis to Chicago?

What percentage of Memphis to Chicago flights are direct?

How long is the flight from Memphis to Chicago?

Are there frequently good prices on flights from Memphis to Chicago?

Related routes

More routes from Memphis

Flights to Chicago from other cities

Memphis to Chicago: Overview

Insights for flights from Memphis to Chicago

How much is a round trip from Memphis to Chicago

The cheapest time to fly from Memphis to Chicago

Direct flights from Memphis to Chicago

Last-minute flights going from Memphis to Chicago

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

Popular Airports to fly from Memphis to Chicago

Memphis - Chicago route insights

Recent fares are above the typical level

Fly in February for the best prices

Direct flights average 2h 5m

45% of recent flights are direct

American Airlines offers direct flights

Consider connecting flights

Memphis main airports to depart from

Chicago main airports to arrive at

Airports nearby Chicago used as alternative

Business & First Class Flight Deals to Chicago

Best Elite deals to Chicago

Sep 28

Sep 28

Sep 28

Sep 28

Oct 13

Sep 28

Oct 13

Sep 28

Sep 28

Oct 13

Sep 19

Sep 19

Frequently Asked Questions About Flights to Chicago

How far in advance should I book a flight from Memphis to Chicago?

How much should a flight from Memphis to Chicago cost?

When is the cheapest time of year to fly from Memphis to Chicago?