Southwest offers free snacks and non-alcoholic beverages, enhancing the in-flight experience.
Southwest's Early Bird check-in ensures priority boarding, ideal for business travelers.

Most accurate provider | eDreams 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $141 (Kiwi.com) |
One-way from | $66 (Southwest) |
Popular in | August |
Cheapest in | April |
Average price | $381 |
Good round-trip deal | $214 or less |
Good one-way deal | $164 or less |
Fly from
Fly to
Route
Depart
Return
Price
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Sat 1/24
11:40 pm-5:05 am
Nonstop3h 25m
Chicago Midway
Sun 1/25
8:40 pm-10:45 pm
Nonstop4h 05m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Fri 1/9
11:40 pm-5:05 am
Nonstop3h 25m
Chicago Midway
Sun 1/18
7:50 pm-9:55 pm
Nonstop4h 05m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Fri 1/23
11:40 pm-7:30 am
1 stop5h 50m
Chicago Midway
Sun 1/25
11:05 am-1:10 pm
Nonstop4h 05m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Fri 1/9
5:15 pm-10:40 pm
Nonstop3h 25m
Chicago Midway
Mon 1/12
7:50 pm-9:55 pm
Nonstop4h 05m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Wed 1/7
1:30 pm-7:00 pm
Nonstop3h 30m
Chicago Midway
Mon 1/12
1:20 pm-5:40 pm
1 stop6h 20m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Wed 12/24
4:40 pm-10:10 pm
Nonstop3h 30m
Chicago Midway
Fri 1/2
6:20 pm-9:55 pm
1 stop5h 35m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Fri 1/30
10:15 pm-9:53 am
1 stop9h 38m
Chicago Midway
Sun 2/1
1:26 pm-8:37 pm
1 stop9h 11m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Thu 12/25
11:40 pm-5:05 am
Nonstop3h 25m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Wed 12/24
4:40 pm-10:10 pm
Nonstop3h 30m
Las VegasChicago
LAS - MDW
LASMDW
Las Vegas Harry Reid Intl
Sat 1/10
6:20 am-11:50 am
Nonstop3h 30m
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy1 star | Trust Score*3 stars |
The best time to book flights from Las Vegas to Chicago Midway Airport is 81 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Currently, May is the cheapest month in which you can book a flight from Las Vegas to Chicago Midway Airport (average of $84). Flying from Las Vegas to Chicago Midway Airport in November is currently the most expensive (average of $163). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
A simple way to save on the total cost of your ticket is to fly from Las Vegas to Chicago Midway Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 40% on your trip compared to booking a flight at noon.
Crew
Food
Comfort
Entertainment
Boarding
Overall
Reviews
Gina,Jul 2025
LAS - DEN
Crew
Food
Comfort
Entertainment
Boarding
Overall
Reviews
Gina,Jul 2025
LAS - DEN
Crew
Food
Comfort
Entertainment
Boarding
Overall
Reviews
Gina,Jul 2025
LAS - DEN
Crew
Food
Comfort
Entertainment
Boarding
Overall
Reviews
Gina,Jul 2025
LAS - DEN
Crew
Food
Comfort
Entertainment
Boarding
Overall
Reviews
Gina,Jul 2025
LAS - DEN
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$67 | Average$148 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$102 | Average$275 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$118 | Average$386 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$159 | Average$278 | FlexibilityNo cancel fee | On-time63% |