CHI - BWI

$70 Find Cheap Southwest Flights from Chicago to Baltimore

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Flight Deals

Cheap Southwest Flight Deals from Chicago to Baltimore

 
Here are some of the best deals found on KAYAK recently from Southwest for round-trip flights from Chicago to Baltimore that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip Southwest flight deals from Chicago to Baltimore

Wed, Nov 12 - Wed, Nov 19
Southwest Logo
6:55 pm - 9:45 pmMDW-BWI
1h 50mnonstop
Southwest Logo
8:00 pm - 9:05 pmBWI-MDW
2h 05mnonstop
$139Southwest
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Tue, Nov 18 - Thu, Nov 27
Southwest Logo
12:55 pm - 3:40 pmMDW-BWI
1h 45mnonstop
Southwest Logo
10:10 am - 12:35 pmBWI-MDW
3h 25m1 stop
$145Southwest
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Wed, Nov 12 - Sat, Nov 15
Southwest Logo
6:55 pm - 9:45 pmMDW-BWI
1h 50mnonstop
Southwest Logo
3:15 pm - 4:20 pmBWI-MDW
2h 05mnonstop
$149Southwest
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Wed, Nov 12 - Mon, Nov 17
Southwest Logo
6:55 pm - 9:45 pmMDW-BWI
1h 50mnonstop
Southwest Logo
4:45 pm - 5:50 pmBWI-MDW
2h 05mnonstop
$158Southwest
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Thu, Jan 15 - Thu, Jan 22
Southwest Logo
6:50 am - 9:45 amMDW-BWI
1h 55mnonstop
Southwest Logo
5:50 pm - 7:00 pmBWI-MDW
2h 10mnonstop
$169Southwest
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Wed, Oct 29 - Fri, Oct 31
Southwest Logo
5:35 am - 8:20 amMDW-BWI
1h 45mnonstop
Southwest Logo
7:15 pm - 8:20 pmBWI-MDW
2h 05mnonstop
$174Southwest
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Thu, Dec 4 - Mon, Dec 8
Southwest Logo
6:40 am - 9:30 amMDW-BWI
1h 50mnonstop
Southwest Logo
8:00 pm - 9:05 pmBWI-MDW
2h 05mnonstop
$177Southwest
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Fri, Nov 14 - Sat, Nov 15
Southwest Logo
9:05 pm - 11:55 pmMDW-BWI
1h 50mnonstop
Southwest Logo
11:20 am - 12:25 pmBWI-MDW
2h 05mnonstop
$178Southwest
Find Deal
Sat, Nov 1 - Thu, Nov 27
Southwest Logo
6:00 am - 8:50 amMDW-BWI
1h 50mnonstop
Southwest Logo
10:10 am - 12:35 pmBWI-MDW
3h 25m1 stop
$180Southwest
Find Deal
Tue, Nov 11 - Tue, Nov 18
Southwest Logo
8:25 am - 1:40 pmMDW-BWI
4h 15m1 stop
Southwest Logo
8:55 am - 10:10 amBWI-MDW
2h 15mnonstop
$184Southwest
Find Deal
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Good to know

Low seasonFebruary
Cheapest flight$70
Average price round-trip$218
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 7% lower on average.
Flight from Chicago Midway Airport to Baltimore
(price for this month)

When to Book Flights with Southwest from Chicago to Baltimore

Average price per month
Flight prices as travel date approaches

FAQs for flying to Baltimore with Southwest

  • Is Southwest the cheapest airline to fly with from Chicago to Baltimore?

    With an average price of $276 return, Southwest is not the cheapest airline to fly from Chicago to Baltimore with. Instead, for the lowest price, our data suggests flying with Spirit Airlines, where a return flight costs $152 on average.

  • What is the cheapest Southwest flight from Chicago to Baltimore?

    In the last 3 days, the lowest price for a flight with Southwest from Chicago to Baltimore was $63 for a return flight and $47 for a one-way flight.

  • Does Southwest fly direct to Baltimore from Chicago?

    Yes, Southwest does offer direct flights for the route, with around 54 flights per week.

  • What’s the cheapest day of the week to fly from Chicago to Baltimore with Southwest?

    On average, the cheapest day of the week to fly from Chicago to Baltimore with Southwest is Friday, when prices are around $66. The most expensive day is generally Saturday, where the average price is around $114.

  • What’s the cheapest month to fly from Chicago to Baltimore with Southwest?

    The cheapest month for Southwest flights to Baltimore from Chicago is generally July, where plane tickets cost $103 on average. If possible, try to avoid the most expensive months of June and October, where tickets cost $178 and $197 respectively.

Southwest Customer Reviews

8.0
Very good4,238 verified ratings
8.1Boarding
8.0Comfort
8.6Crew
7.5Entertainment
7.0Food
Pros +
Cons -
Show reviews that mention
Traveler rating:
Sort by:
T
6.0 Okay
DAL-SAT
Late again.
T
6.0 Okay
CMH-DAL
Just the usual delays
T
2.0 Poor
CMH-MDW
2.5 hours late but no one said why.
A
10.0 Wonderful
OAK-SAN
On time, and it was not full flight
A
4.0 Mediocre
LGA-MCI
Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay
G
10.0 Wonderful
SJC-PDX
Boarding quick & efficient. Crew was friendly. Arrived early
H
6.0 Okay
PHX-ABQ
mandatory demand customer to check their carry on because not enough people check bags.
A
8.0 Very good
MCI-LGA
Good non stop is always good
G
10.0 Wonderful
DEN-SMF
Connecting flight is on time and boarding was a breeze!
G
10.0 Wonderful
LGA-DEN
Easy boarding process. No delays!

Everything you need to know for your flight from Chicago to Baltimore

Cabin class types available on flights to Baltimore

Cabin classes available on flights to Chicago. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

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