Cheap Flights from Chicago (MDW) to Laramie (LAR)

Popular airlines from Chicago Midway Airport (MDW) to Laramie, WY (LAR-Laramie Regional)

Cheap Flights from Chicago to Laramie (MDW-LAR)

Prices were available within the past 7 days and start at for one-way flights and $1,416 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Fri, Oct 31 - Thu, Nov 6
MDW
Chicago
LAR
Laramie
$1,416 Roundtrip, found 3 days ago
$1,416
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 31 from Chicago to Laramie, returning Thu, Nov 6, priced at $1,416 found 3 days ago
Delta
Sat, Nov 1 - Sat, Nov 8
MDW
Chicago
LAR
Laramie
$1,425 Roundtrip, found 2 days ago
$1,425
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 1 from Chicago to Laramie, returning Sat, Nov 8, priced at $1,425 found 2 days ago
Delta
Mon, Nov 3 - Sun, Nov 9
MDW
Chicago
LAR
Laramie
$1,453 Roundtrip, found 3 days ago
$1,453
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Laramie, returning Sun, Nov 9, priced at $1,453 found 3 days ago
Delta
Mon, Nov 3 - Thu, Nov 6
MDW
Chicago
LAR
Laramie
$1,457 Roundtrip, found 3 days ago
$1,457
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Laramie, returning Thu, Nov 6, priced at $1,457 found 3 days ago
Delta
Sat, Nov 1 - Sat, Nov 8
MDW
Chicago
LAR
Laramie
$1,500 Roundtrip, found 2 days ago
$1,500
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 1 from Chicago to Laramie, returning Sat, Nov 8, priced at $1,500 found 2 days ago
Delta
Fri, Oct 31 - Sat, Nov 8
MDW
Chicago
LAR
Laramie
$1,511 Roundtrip, found 3 days ago
$1,511
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, Oct 31 from Chicago to Laramie, returning Sat, Nov 8, priced at $1,511 found 3 days ago
Delta
Sat, Nov 1 - Thu, Nov 6
MDW
Chicago
LAR
Laramie
$1,531 Roundtrip, found 3 days ago
$1,531
Roundtrip
found 3 days ago
Select Delta flight, departing Sat, Nov 1 from Chicago to Laramie, returning Thu, Nov 6, priced at $1,531 found 3 days ago
Delta
Mon, Nov 3 - Sat, Nov 8
MDW
Chicago
LAR
Laramie
$1,547 Roundtrip, found 3 days ago
$1,547
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Laramie, returning Sat, Nov 8, priced at $1,547 found 3 days ago
Delta
Mon, Nov 3 - Wed, Nov 5
MDW
Chicago
LAR
Laramie
$1,567 Roundtrip, found 3 days ago
$1,567
Roundtrip
found 3 days ago
Select Delta flight, departing Mon, Nov 3 from Chicago to Laramie, returning Wed, Nov 5, priced at $1,567 found 3 days ago

Frequently asked questions

How much does a flight from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR) cost?
Grab a cheap one-way flight or cheap return flight from $1,416 from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR)?
October is the cheapest month to fly from MDW to LAR. Traveling during quieter months is often the key to scoring lower fares.
What is the cheapest airline that flies from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR)?
To find the cheapest airline flying from MDW to LAR, use Expedia's filter tool. Customize your search based on your travel needs, such as preferred carriers and number of stops. You can then sort your results by "Price (lowest to highest)" to see the cheapest flights first.
How many flights per day from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR)?
Direct flights from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and pick either "1 Stop" or "2+ Stops."
What day of the week has the most flights from MDW to LAR?
You'll usually find Tuesday the quietest day for flights, while Fridays tend to be the busiest.* However this can vary from season to season and during public holidays or peak travel times.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR)?
To land at Laramie Regional Airport (LAR) on time, choose a flight that takes off from Midway Intl. Airport (MDW) before 3 PM. The likelihood of cancellations is 22% higher, on average, for departures after this time.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR) last-minute?
Last-minute bookings from MDW to LAR are typically more expensive. To secure the lowest rates, start searching for flights as early as possible. That being said, if you're flexible with your travel dates, you may land a cheap ticket just before your departure.
Is it cheaper to book a MDW to LAR flight and hotel package?
You can save money by securing a MDW to LAR flight and hotel package compared to booking separately. In fact, travelers could save hundreds of dollars by bundling with Expedia. And it's simple to manage everything in one place. After choosing your preferred accommodations and flights, you can add extras such as tours, car rentals and activities.
Can I cancel or change the date of my flight from Midway Intl. Airport (MDW) to Laramie Regional Airport (LAR)?
Typically, it's possible to reschedule or cancel your MDW to LAR flight. However, if it's been more than 24 hours since booking, additional fees may apply. Refer to your airline's policies in your itinerary to see what changes are possible and if any costs are involved. You'll also find more information on our Customer Service portal.

Travel information

Origin airport
Midway Intl.
Destination airport
Laramie Regional
Roundtrip price
$1,416
Distance
925 mi

Book with confidence

Chicago to Laramie Flights

The cheapest times to fly from Chicago to Laramie

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to Laramie are during the month of October. You can find some of the cheapest flights from Chicago to Laramie with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to Laramie

Sunday is one of the best days to book for cheap flights from Chicago to Laramie: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to Laramie

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to Laramie in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to Laramie flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to Laramie airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to Laramie Flights

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*Available to One Key members.