Latest deals
Insights
FAQs
Reviews
Price Alerts

Cheap flights from Mississippi to Chicago from $67

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 2/26. 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

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Mississippi to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:04 pm - 10:25 pm
MEM
-
MDW
27h 21m
1 stop
Multiple Airlines Logo
9:22 pm - 10:20 am
MDW
-
MEM
12h 58m
1 stop
$160Multiple Airlines
jue., feb. 19 - lun., feb. 23
Frontier Logo
7:04 pm - 5:53 pm
MEM
-
MDW
22h 49m
1 stop
Frontier Logo
6:00 am - 6:19 pm
MDW
-
MEM
12h 19m
1 stop
$170Frontier
jue., feb. 12 - dom., feb. 15
Multiple Airlines Logo
8:06 pm - 3:19 pm
MEM
-
MDW
19h 13m
2 stops
Multiple Airlines Logo
9:22 pm - 10:20 am
MDW
-
MEM
12h 58m
1 stop
$190Multiple Airlines
vie., feb. 20 - lun., feb. 23
Southwest Logo
5:05 am - 6:40 am
MEM
-
MDW
1h 35mnonstop
Southwest Logo
8:40 pm - 10:25 pm
MDW
-
MEM
1h 45mnonstop
$191Southwest
mié., mar. 18 - mié., mar. 18
Frontier Logo
6:10 pm - 11:45 am
MEM
-
MDW
17h 35m
1 stop
Frontier Logo
6:20 am - 5:10 pm
MDW
-
MEM
10h 50m
1 stop
$195Frontier
dom., feb. 1 - dom., feb. 8
Frontier Logo
7:04 pm - 5:53 pm
MEM
-
MDW
22h 49m
1 stop
Frontier Logo
6:00 am - 6:19 pm
MDW
-
MEM
12h 19m
1 stop
$200Frontier
jue., feb. 12 - dom., feb. 15
Southwest Logo
6:10 am - 1:45 pm
MEM
-
MDW
7h 35m
1 stop
Southwest Logo
8:40 pm - 10:25 pm
MDW
-
MEM
1h 45mnonstop
$201Southwest
mar., mar. 17 - mar., mar. 24
Southwest Logo
3:05 pm - 4:45 pm
MEM
-
MDW
1h 40mnonstop
Southwest Logo
2:05 pm - 9:55 pm
MDW
-
MEM
7h 50m
1 stop
$203Southwest
mar., feb. 10 - mar., feb. 17
Delta Logo
6:00 pm - 10:31 pm
GPT
-
MDW
4h 31m
1 stop
Delta Logo
10:49 am - 5:15 pm
MDW
-
GPT
6h 26m
1 stop
$269Delta
jue., feb. 19 - lun., feb. 23
Delta Logo
12:34 pm - 5:29 pm
MOB
-
MDW
4h 55m
1 stop
Delta Logo
10:49 am - 3:20 pm
MDW
-
MOB
4h 31m
1 stop
$272Delta
lun., feb. 2 - mié., feb. 18

Delta flights from Mississippi to Chicago Midway Airport

Our best Delta deals on Mississippi to Chicago Midway Airport flight tickets
Delta
Feb 11
MEM6:10 amMemphis
6h 36m
1 stop
MDW12:46 pmChicago Midway
Feb 17
MDW12:45 pmChicago Midway
3h 49m
1 stop
MEM4:34 pmMemphis
$213
Delta
Feb 12
MEM2:04 pmMemphis
3h 41m
1 stop
MDW5:45 pmChicago Midway
Feb 18
MDW12:45 pmChicago Midway
3h 49m
1 stop
MEM4:34 pmMemphis
$225
Delta
Feb 14
MEM6:00 amMemphis
5h 03m
1 stop
MDW11:03 amChicago Midway
Feb 14
MDW4:13 pmChicago Midway
7h 10m
1 stop
MEM11:23 pmMemphis
$237

Southwest flights from Mississippi to Chicago Midway Airport

Our best Southwest deals on Mississippi to Chicago Midway Airport flight tickets
Southwest
Mar 18
MEM5:05 amMemphis
1h 35m
MDW6:40 amChicago Midway
Mar 18
MDW8:40 pmChicago Midway
1h 45m
MEM10:25 pmMemphis
$191
Southwest
Mar 17
MEM6:10 amMemphis
7h 35m
1 stop
MDW1:45 pmChicago Midway
Mar 24
MDW8:40 pmChicago Midway
1h 45m
MEM10:25 pmMemphis
$201
Southwest
Feb 10
MEM3:05 pmMemphis
1h 40m
MDW4:45 pmChicago Midway
Feb 17
MDW2:05 pmChicago Midway
7h 50m
1 stop
MEM9:55 pmMemphis
$203

momondo Fare Finder

 
Customize your flight search to find flights from Mississippi to Chicago Midway Airport 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 enero 14, 2026.
Use the filters below to find and compare flights from Mississippi to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MemphisChicago

MEM - MDW

MEMMDW

Memphis

jue. 2/19

7:04 pm-10:25 pm

1 stop27h 21m

Chicago Midway

lun. 2/23

9:22 pm-10:20 am

1 stop12h 58m

$160

MemphisChicago

MEM - MDW

MEMMDW

Memphis

jue. 2/12

7:04 pm-5:53 pm

1 stop22h 49m

Chicago Midway

dom. 2/15

6:00 am-6:19 pm

1 stop12h 19m

$170

MemphisChicago

MEM - MDW

MEMMDW

Memphis

vie. 2/20

8:06 pm-3:19 pm

2 stops19h 13m

Chicago Midway

lun. 2/23

9:22 pm-10:20 am

1 stop12h 58m

$190

MemphisChicago

MEM - MDW

MEMMDW

Memphis

mié. 3/18

5:05 am-6:40 am

Nonstop1h 35m

Chicago Midway

mié. 3/18

8:40 pm-10:25 pm

Nonstop1h 45m

$191

MemphisChicago

MEM - MDW

MEMMDW

Memphis

dom. 2/1

6:10 pm-11:45 am

1 stop17h 35m

Chicago Midway

dom. 2/8

6:20 am-5:10 pm

1 stop10h 50m

$195

MemphisChicago

MEM - MDW

MEMMDW

Memphis

jue. 2/12

7:04 pm-5:53 pm

1 stop22h 49m

Chicago Midway

dom. 2/15

6:00 am-6:19 pm

1 stop12h 19m

$200

MemphisChicago

MEM - MDW

MEMMDW

Memphis

mar. 3/17

6:10 am-1:45 pm

1 stop7h 35m

Chicago Midway

mar. 3/24

8:40 pm-10:25 pm

Nonstop1h 45m

$201

MemphisChicago

MEM - MDW

MEMMDW

Memphis

mar. 2/10

3:05 pm-4:45 pm

Nonstop1h 40m

Chicago Midway

mar. 2/17

2:05 pm-9:55 pm

1 stop7h 50m

$203

GulfportChicago

GPT - MDW

GPTMDW

Gulfport Biloxi Regional

jue. 2/19

6:00 pm-10:31 pm

1 stop4h 31m

Chicago Midway

lun. 2/23

10:49 am-5:15 pm

1 stop6h 26m

$269

MobileChicago

MOB - MDW

MOBMDW

Mobile

lun. 2/2

12:34 pm-5:29 pm

1 stop4h 55m

Chicago Midway

mié. 2/18

10:49 am-3:20 pm

1 stop4h 31m

$272

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Mississippi to Chicago Midway Airport

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

Can stopping save me money on Mississippi to Chicago Midway Airport flights?

You could potentially save up to 4% on your flight if you consider stops on a Mississippi to Chicago Midway Airport flight.

Cheap Mississippi to Chicago Midway Airport flight deals and tips

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

Fastest flight time

1h 35m

Direct flights

Every day
The fastest flight from Mississippi to Chicago Midway Airport takes 1h 35m
Direct flights go from Mississippi to Chicago Midway Airport every day.
Search flight deals

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

    Prices for flights from Mississippi to Chicago Midway Airport are updated daily.

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

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

    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 Midway Airport.

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

    The required travel and health documents for your Chicago Midway Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago Midway Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Mississippi to Chicago Midway Airport

Compare and see reviews for airlines that fly from Mississippi to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $196Free CancellationRating
7.9
8,040 reviews
Search Delta flights
SouthwestPriceFrom $234Free CancellationRating
8.0
4,257 reviews
Search Southwest 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
Schererville
Valparaiso
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?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Mississippi to Chicago for you.

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

Yes. All flights to Chicago from Mississippi on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Mississippi to Chicago.

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

Yes. momondo can track prices for Mississippi to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Chicago Midway Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
vie. 2/13
vie. 2/20
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago