Menu

Cheap flights from Mississippi (MS) to Chicago (CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

How to find the cheapest flight from
Mississippi to Chicago (CHI)

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

To save on the cost of your flight from Mississippi to Chicago, book at least 37 days before your planned departure. Booking around this time can save you about 10% on the cost of this flight compared to booking a flight leaving this week. We have found prices from $177 if you need a flight within two weeks. For flights within the next 72 hours, you can find tickets from as low as $177.

Cheap flights from Mississippi to Chicago in October, November 2020

The best prices found for Mississippi to CHI flights for October, November
9 Nov - 11 Nov
$153pp
GPT
Gulfport Biloxi Regional
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
GPT
Gulfport Biloxi Regional
6 Nov - 9 Nov
$170pp
GPT
Gulfport Biloxi Regional
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
GPT
Gulfport Biloxi Regional
13 Nov - 14 Nov
$172pp
GPT
Gulfport Biloxi Regional
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
GPT
Gulfport Biloxi Regional

Mississippi to Chicago 2020 flight deals

Cheap flights to Chicago from Mississippi found for this year
9 Nov - 11 Nov
$153pp
GPT
Gulfport Biloxi Regional
American Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
GPT
Gulfport Biloxi Regional
6 Nov - 9 Nov
$170pp
GPT
Gulfport Biloxi Regional
American Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
American Airlines
 
1 STOP
GPT
Gulfport Biloxi Regional
13 Nov - 14 Nov
$172pp
GPT
Gulfport Biloxi Regional
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
GPT
Gulfport Biloxi Regional

Non-stop flights to Chicago from Mississippi

Save time with Mississippi to Chicago direct flight deals
15 Jan - 17 Jan
$269pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl
3 Dec - 5 Dec
$344pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl
27 Jan - 29 Jan
$377pp
JAN
Jackson Jackson-Evers Intl
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
JAN
Jackson Jackson-Evers Intl

Last minute flights from Mississippi to Chicago

Late deals on round-trip flights to Chicago from Mississippi, departing today and this week
27 Oct - 6 Nov
$308pp
JAN
Jackson Jackson-Evers Intl
Delta
 
1 STOP
MDW
Chicago Midway
MDW
Chicago Midway
Delta
 
1 STOP
JAN
Jackson Jackson-Evers Intl
26 Oct - 30 Oct
$436pp
JAN
Jackson Jackson-Evers Intl
United Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
JAN
Jackson Jackson-Evers Intl
26 Oct - 30 Oct
$484pp
JAN
Jackson Jackson-Evers Intl
United Airlines
   
2 STOPS
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
United Airlines
   
2 STOPS
JAN
Jackson Jackson-Evers Intl

One-way flights to Chicago from Mississippi

The cheapest one-way flights from Mississippi to Chicago
9:27 am - 7:24 am
Major Airline
1 Stop
21h 57m
GPT - ORD
Major Airline
$90
StudentUniverse
9:25 am - 4:49 pm
Delta
1 Stop
7h 24m
JAN - MDW
Delta
$199
Delta
11:17 am - 4:06 pm
American Airlines
1 Stop
4h 49m
JAN - ORD
American Airlines

Related info for your journey

Useful info, stats and facts about Mississippi to Chicago flights.

Flight FAQs

From Mississippi to Chicago

Are flight prices decreasing from Mississippi to Chicago due to COVID-19 (coronavirus)?

At this time, Cheapflights has noticed price decreases for many domestic flights due to COVID-19. Travel is not necessarily recommended at this time, and flights may be prone to cancellation: please check with local authorities in both Mississippi and Chicago for travel alerts, and be sure to review the airline's cancellation policy and travel advisories before booking. For more information, please view our post on what to know about COVID-19 (coronavirus) and travel.

What safety measures are being taken by airlines flying from Mississippi to Chicago to control the spread of COVID-19?

Airlines globally have implemented additional safety measures to accommodate you. Delta is one of them. Some of the new policies that have been implemented to accommodate travelers flying from Mississippi to Chicago are improved sanitation, HEPA filters, mask requirements, social distance seating (for a limited time), and pre-flight testing for antibodies and symptoms. Policies will vary by airline.

Which airlines flying from Mississippi to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Mississippi to Chicago that may be offering flexible cancellation policies are American Airlines, Delta, and United Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Mississippi to Chicago for under $200 on Cheapflights?

Yes, there are multiple flights from Mississippi to Chicago for under $200. The cheapest flight booked recently is on American Airlines for just $153, but on average you can expect to pay $240.

Are there nonstop flights from Mississippi to Chicago for under $300 on Cheapflights?

Cheapflights has at least 3 direct flights from Mississippi to Chicago under $300. A good price for a nonstop flight from Mississippi to Chicago is less than $330.

Are there last-minute flights available from Mississippi to Chicago for under $400?

There are currently 6+ open flights from Mississippi to Chicago within the next 7 days for less than $400.

What days are nonstop flights available from Mississippi to Chicago?

Days when nonstop flights are available for this flight are: Thursday, Friday.

What are the most popular airlines that fly from Mississippi to Chicago?

Major Airline, American Airlines and Delta are the most popular airlines when flying from Mississippi to Chicago.

What are the most popular routes from Mississippi to Chicago?

While some choose either Gulfport Biloxi Regional - Chicago O'Hare Intl or Gulfport Biloxi Regional - Chicago Midway, Jackson Jackson-Evers Intl - Chicago O'Hare Intl is the most popular route from Mississippi to Chicago.

What are the cheapest Flights from Mississippi to Chicago?

On average you can expect to pay $393 for a flight from Mississippi to Chicago. The cheapest flight overall is $277 while the most popular route, (Jackson Jackson-Evers Intl - Chicago O'Hare Intl) is currently priced at $278.

How long is the flight from Mississippi to Chicago?

A quick flight from Mississippi to Chicago can take about 2h 11m. United Airlines provides one of the quickest options available for as low as $269. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Mississippi to Chicago round-trip?

Currently priced at $153, American Airlines will fly you from Mississippi to Chicago and back. In addition to American Airlines, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from Delta and United Airlines - these airlines can fly you to your destination from $172 and $269, respectively.

What are the cheapest airlines to fly from Mississippi to Chicago one-way?

The cheapest airlines for a one-way flight from Mississippi to Chicago are American Airlines ($77), Major Airline ($90), and United Airlines ($164).

Destination information for Chicago

Things to know before you go. Useful info for your trip from Mississippi to Chicago
Flight duration
2h 07m
Average temperature for October in Chicago
64.4 °F
Avg rainfall for October in Chicago
2.6 ″

Airports servicing

Madison Bruce Campbell Field (DXE)
Greenville (GLH)
Gulfport (GPT)
Golden Triangle Rgnl (GTR)
Jackson (JAN)
Meridian (MEI)

Airports servicing Chicago

Chicago Midway (MDW)
Rockford (RFD)
Home North America USA Illinois Chicago Cheap flights from Mississippi to Chicago