Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Mobile to Chicago from $185

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Mobile to Chicago departing on 5/29. 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

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 Mobile to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
4:15 pm - 9:46 pm
MOB
-
MDW
5h 31m
1 stop
Delta Logo
10:35 am - 3:46 pm
MDW
-
MOB
5h 11m
1 stop
$251Delta
Tue, Aug 11 - Sat, Aug 15
Delta Logo
4:15 pm - 9:46 pm
MOB
-
MDW
5h 31m
1 stop
Delta Logo
5:25 pm - 10:55 pm
MDW
-
MOB
5h 30m
1 stop
$280Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
4:15 pm - 9:46 pm
MOB
-
MDW
5h 31m
1 stop
Delta Logo
10:35 am - 3:46 pm
MDW
-
MOB
5h 11m
1 stop
$290Delta
Fri, Aug 14 - Tue, Aug 18
Delta Logo
4:15 pm - 9:46 pm
MOB
-
MDW
5h 31m
1 stop
Delta Logo
6:00 am - 11:29 am
MDW
-
MOB
5h 29m
1 stop
$310Delta
Wed, Aug 12 - Sat, Aug 15
Delta Logo
4:44 pm - 9:09 pm
MOB
-
MDW
4h 25m
1 stop
Delta Logo
6:23 am - 12:05 pm
MDW
-
MOB
5h 42m
1 stop
$312Delta
Fri, May 29 - Sun, May 31
Delta Logo
4:15 pm - 9:46 pm
MOB
-
MDW
5h 31m
1 stop
Delta Logo
6:00 am - 11:29 am
MDW
-
MOB
5h 29m
1 stop
$317Delta
Wed, Aug 12 - Sat, Aug 15
Delta Logo
4:25 pm - 10:17 pm
MOB
-
MDW
5h 52m
1 stop
Delta Logo
6:05 am - 11:57 am
MDW
-
MOB
5h 52m
1 stop
$329Delta
Fri, Jun 19 - Mon, Jun 22
Delta Logo
5:17 pm - 10:17 pm
MOB
-
MDW
5h 00m
1 stop
Delta Logo
5:10 pm - 11:25 pm
MDW
-
MOB
6h 15m
1 stop
$338Delta
Tue, Jun 30 - Tue, Jul 7
Delta Logo
4:41 pm - 9:09 pm
MOB
-
MDW
4h 28m
1 stop
Delta Logo
5:10 pm - 11:28 pm
MDW
-
MOB
6h 18m
1 stop
$339Delta
Wed, May 13 - Sun, May 17
Delta Logo
4:25 pm - 10:17 pm
MOB
-
MDW
5h 52m
1 stop
Delta Logo
4:25 pm - 8:54 pm
MDW
-
MOB
4h 29m
1 stop
$349Delta
Fri, Jun 19 - Sat, Jun 20

Delta flights from Mobile to Chicago Midway Airport

Our best Delta deals on Mobile to Chicago Midway Airport flight tickets
Delta
Aug 14
MOB4:15 pmMobile
5h 31m
1 stop
MDW9:46 pmChicago Midway
Aug 18
MDW5:25 pmChicago Midway
5h 30m
1 stop
MOB10:55 pmMobile
$280
Delta
Jul 31
MOB4:26 pmMobile
5h 49m
1 stop
MDW10:15 pmChicago Midway
Aug 4
MDW11:05 amChicago Midway
7h 05m
1 stop
MOB6:10 pmMobile
$290
Delta
May 29
MOB4:44 pmMobile
4h 25m
1 stop
MDW9:09 pmChicago Midway
May 31
MDW6:23 amChicago Midway
5h 42m
1 stop
MOB12:05 pmMobile
$308

momondo Fare Finder

 
Customize your flight search to find flights from Mobile 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 April 30, 2026.
Use the filters below to find and compare flights from Mobile to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MobileChicago

MOB - MDW

MOBMDW

Mobile

Tue 8/11

4:15 pm-9:46 pm

1 stop5h 31m

Chicago Midway

Sat 8/15

10:35 am-3:46 pm

1 stop5h 11m

$251

MobileChicago

MOB - MDW

MOBMDW

Mobile

Fri 8/14

4:15 pm-9:46 pm

1 stop5h 31m

Chicago Midway

Tue 8/18

5:25 pm-10:55 pm

1 stop5h 30m

$280

MobileChicago

MOB - MDW

MOBMDW

Mobile

Fri 8/14

4:15 pm-9:46 pm

1 stop5h 31m

Chicago Midway

Tue 8/18

10:35 am-3:46 pm

1 stop5h 11m

$290

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 8/12

4:15 pm-9:46 pm

1 stop5h 31m

Chicago Midway

Sat 8/15

6:00 am-11:29 am

1 stop5h 29m

$310
Quickest round-trip

MobileChicago

MOB - MDW

MOBMDW

Mobile

Fri 5/29

4:44 pm-9:09 pm

1 stop4h 25m

Chicago Midway

Sun 5/31

6:23 am-12:05 pm

1 stop5h 42m

$312

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 8/12

4:15 pm-9:46 pm

1 stop5h 31m

Chicago Midway

Sat 8/15

6:00 am-11:29 am

1 stop5h 29m

$317

MobileChicago

MOB - MDW

MOBMDW

Mobile

Fri 6/19

4:25 pm-10:17 pm

1 stop5h 52m

Chicago Midway

Mon 6/22

6:05 am-11:57 am

1 stop5h 52m

$329

MobileChicago

MOB - MDW

MOBMDW

Mobile

Tue 6/30

5:17 pm-10:17 pm

1 stop5h 00m

Chicago Midway

Tue 7/7

5:10 pm-11:25 pm

1 stop6h 15m

$338

MobileChicago

MOB - MDW

MOBMDW

Mobile

Wed 5/13

4:41 pm-9:09 pm

1 stop4h 28m

Chicago Midway

Sun 5/17

5:10 pm-11:28 pm

1 stop6h 18m

$339

MobileChicago

MOB - MDW

MOBMDW

Mobile

Fri 6/19

4:25 pm-10:17 pm

1 stop5h 52m

Chicago Midway

Sat 6/20

4:25 pm-8:54 pm

1 stop4h 29m

$349

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

See travel insights to Chicago from

How to get the cheapest flight ticket from Mobile 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

What is the cheapest airline that flies from Mobile to Chicago Midway?

Delta is the most popular carrier operating from Mobile to Chicago Midway

What airlines fly to Chicago Midway Airport?

Southwest, Delta and Allegiant Air are the top three most popular airlines that fly to Chicago Midway Airport from Mobile according to our data. Southwest is the first choice among our users, with 54% of people opting to fly with this airline when traveling to Chicago Midway Airport. Keep in mind that there are 3 different airlines that fly to Chicago Midway Airport on a routine basis, so you have a few additional options to choose from.

When to book flights from Mobile to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Mobile to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Mobile to Chicago Midway Airport (MOB to MDW) flight deals and tips

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

Fastest flight time

4h 25m

Direct flights

None
The fastest flight from Mobile to Chicago Midway Airport takes 4h 25m
There are no direct flights from Mobile to Chicago Midway Airport. There are no popular flight routes from Mobile to Chicago Midway Airport.
Search flight deals

Frequently asked questions about flying from Mobile to Chicago Midway Airport

  • How far is Mobile to Chicago Midway by plane?

    Chicago Midway is 766.1 mi away from Mobile. Flights usually cover this in 4h 25m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Mobile Airport to Chicago Midway Airport are refreshed on a daily basis.

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

  • How old do you have to be to fly from Mobile Airport 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 Mobile Airport to Chicago Midway Airport.

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

    The travel and health documents you'll need for your trip to Chicago Midway Airport 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 Midway Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Mobile to Chicago Midway Airport?

Best airlines flying from Mobile to Chicago Midway Airport

Compare and see reviews for airlines that fly from Mobile to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $210Free CancellationRating
7.9
8,464 reviews
Search Delta flights

Traveling to a place near Chicago?

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

Why use momondo?

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

Finding the right flight to Chicago from Mobile is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

Yes. momondo allows you to filter the results for Mobile to Chicago flights to just show those with flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Chicago from Mobile. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Chicago from Mobile. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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
Sat 5/30
Sat 6/6
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Chicago