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Cheap flights from Mississippi to Chicago from $49

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Mississippi to Chicago departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:30 am - 9:26 am
MEM
-
ORD
1h 56mnonstop
United Airlines Logo
7:59 pm - 9:59 pm
ORD
-
MEM
2h 00mnonstop
$97United Airlines
Wed, Mar 18 - Wed, Mar 25
Southwest Logo
3:00 pm - 4:35 pm
MEM
-
MDW
1h 35mnonstop
Southwest Logo
10:05 am - 11:45 am
MDW
-
MEM
1h 40mnonstop
$97Southwest
Tue, Apr 14 - Wed, Apr 15
Southwest Logo
6:10 pm - 11:05 pm
MEM
-
MDW
4h 55m
1 stop
Southwest Logo
10:05 am - 11:45 am
MDW
-
MEM
1h 40mnonstop
$107Southwest
Tue, Apr 14 - Wed, Apr 15
Southwest Logo
5:15 am - 6:50 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
4:40 pm - 9:45 pm
MDW
-
MEM
5h 05m
2 stops
$112Southwest
Tue, Apr 14 - Wed, Apr 15
American Airlines Logo
5:04 am - 7:07 am
MEM
-
ORD
2h 03mnonstop
American Airlines Logo
7:30 pm - 9:26 pm
ORD
-
MEM
1h 56mnonstop
$134American Airlines
Mon, Mar 23 - Wed, Mar 25
American Airlines Logo
5:04 am - 7:07 am
MEM
-
ORD
2h 03mnonstop
American Airlines Logo
7:30 pm - 9:26 pm
ORD
-
MEM
1h 56mnonstop
$144American Airlines
Fri, Mar 20 - Wed, Mar 25
Delta Logo
6:48 pm - 11:54 pm
MOB
-
ORD
5h 06m
1 stop
Delta Logo
7:10 am - 11:55 am
ORD
-
MOB
4h 45m
1 stop
$240Delta
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
7:20 pm - 9:06 am
GPT
-
ORD
13h 46m
1 stop
Multiple Airlines Logo
4:18 pm - 6:40 pm
ORD
-
GPT
26h 22m
1 stop
$243Multiple Airlines
Thu, Mar 5 - Wed, Mar 11
Delta Logo
9:22 am - 4:49 pm
MOB
-
ORD
7h 27m
1 stop
Delta Logo
7:10 am - 11:29 am
ORD
-
MOB
4h 19m
1 stop
$265Delta
Sat, Jun 6 - Sat, Aug 29
Multiple Airlines Logo
7:20 pm - 7:47 pm
GPT
-
ORD
24h 27m
1 stop
Multiple Airlines Logo
7:18 pm - 6:40 pm
ORD
-
GPT
23h 22m
2 stops
$269Multiple Airlines
Thu, Mar 5 - Wed, Mar 11

United Airlines flights from Mississippi to Chicago

Our best United Airlines deals on Mississippi to Chicago flight tickets
United Airlines
Mar 18
MEM7:30 amMemphis
1h 56m
ORD9:26 amChicago O'Hare Intl
Mar 25
ORD7:59 pmChicago O'Hare Intl
2h 00m
MEM9:59 pmMemphis
$97
United Airlines
Apr 3
MEM6:37 pmMemphis
2h 03m
ORD8:40 pmChicago O'Hare Intl
Apr 7
ORD7:58 pmChicago O'Hare Intl
2h 01m
MEM9:59 pmMemphis
$139
United Airlines
Mar 14
MEM6:25 pmMemphis
1h 59m
ORD8:24 pmChicago O'Hare Intl
Mar 18
ORD7:59 pmChicago O'Hare Intl
2h 00m
MEM9:59 pmMemphis
$147

Delta flights from Mississippi to Chicago

Our best Delta deals on Mississippi to Chicago flight tickets
Delta
Mar 11
MEM6:22 amMemphis
6h 07m
1 stop
MDW12:29 pmChicago Midway
Mar 17
MDW2:05 pmChicago Midway
6h 21m
1 stop
MEM8:26 pmMemphis
$157
Delta
Mar 23
MEM7:36 pmMemphis
4h 18m
1 stop
ORD11:54 pmChicago O'Hare Intl
Mar 25
ORD6:15 amChicago O'Hare Intl
5h 32m
1 stop
MEM11:47 amMemphis
$174
Delta
Apr 2
MEM6:07 amMemphis
5h 28m
1 stop
ORD11:35 amChicago O'Hare Intl
Apr 4
ORD5:59 pmChicago O'Hare Intl
5h 21m
1 stop
MEM11:20 pmMemphis
$191

momondo Fare Finder

 
Customize your flight search to find flights from Mississippi to Chicago that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated February 20, 2026.
Use the filters below to find and compare flights from Mississippi to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MemphisChicago

MEM - ORD

MEMORD

Memphis

Wed 3/18

7:30 am-9:26 am

Nonstop1h 56m

Chicago O'Hare Intl

Wed 3/25

7:59 pm-9:59 pm

Nonstop2h 00m

$97

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 4/14

3:00 pm-4:35 pm

Nonstop1h 35m

Chicago Midway

Wed 4/15

10:05 am-11:45 am

Nonstop1h 40m

$97

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 4/14

6:10 pm-11:05 pm

1 stop4h 55m

Chicago Midway

Wed 4/15

10:05 am-11:45 am

Nonstop1h 40m

$107

MemphisChicago

MEM - MDW

MEMMDW

Memphis

Tue 4/14

5:15 am-6:50 am

Nonstop1h 35m

Chicago Midway

Wed 4/15

4:40 pm-9:45 pm

2 stops5h 05m

$112

MemphisChicago

MEM - ORD

MEMORD

Memphis

Mon 3/23

5:04 am-7:07 am

Nonstop2h 03m

Chicago O'Hare Intl

Wed 3/25

7:30 pm-9:26 pm

Nonstop1h 56m

$134

MemphisChicago

MEM - ORD

MEMORD

Memphis

Fri 3/20

5:04 am-7:07 am

Nonstop2h 03m

Chicago O'Hare Intl

Wed 3/25

7:30 pm-9:26 pm

Nonstop1h 56m

$144

MobileChicago

MOB - ORD

MOBORD

Mobile

Tue 3/17

6:48 pm-11:54 pm

1 stop5h 06m

Chicago O'Hare Intl

Tue 3/24

7:10 am-11:55 am

1 stop4h 45m

$240

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 3/5

7:20 pm-9:06 am

1 stop13h 46m

Chicago O'Hare Intl

Wed 3/11

4:18 pm-6:40 pm

1 stop26h 22m

$243

MobileChicago

MOB - ORD

MOBORD

Mobile

Sat 6/6

9:22 am-4:49 pm

1 stop7h 27m

Chicago O'Hare Intl

Sat 8/29

7:10 am-11:29 am

1 stop4h 19m

$265

GulfportChicago

GPT - ORD

GPTORD

Gulfport Biloxi Regional

Thu 3/5

7:20 pm-7:47 pm

1 stop24h 27m

Chicago O'Hare Intl

Wed 3/11

7:18 pm-6:40 pm

2 stops23h 22m

$269

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from Mississippi to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Mississippi, with most prices found around $301. If you’re not able to fly to Chicago in September, then August is your next best option. Flight prices from Mississippi to Chicago during August average around $342.

Can stopping save me money on Mississippi to Chicago flights?

You could potentially save up to 32% on your flight if you consider stops on a Mississippi to Chicago flight.

Cheap Mississippi to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Mississippi to Chicago

Fastest flight time

1h 35m

Direct flights

Every day

Airports in Chicago

3 airports
The fastest flight from Mississippi to Chicago takes 1h 35m
Direct flights go from Mississippi to Chicago every day.
There are 3 airports in Chicago. From Mississippi there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).
Search flight deals

  • When did momondo last update prices for flights from Mississippi to Chicago?

    Prices for flights from Mississippi to Chicago are refreshed on a daily basis.

  • How many operators does momondo search for flights from Mississippi to Chicago?

  • How old do you have to be to fly from Mississippi to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Mississippi to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Mississippi to Chicago

Compare and see reviews for airlines that fly from Mississippi to Chicago with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $196Free CancellationRating
7.9
8,215 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,295 reviews
Search Southwest flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,321 reviews
Search American Airlines flights

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Mississippi to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Mississippi to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Mississippi to Chicago with flexible booking policies on momondo?

Flights from Mississippi to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Mississippi to Chicago?

Once all potential Mississippi to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Mississippi to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Mississippi and alert you when they change.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport