$73 Find Cheap Flights from Chicago Midway Airport to Montana

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to Montana departing on 12/6. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Montana

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montana, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Montana, as well as popular online travel agencies
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Flight Deals

Cheap Flights from Midway to Montana

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Bozeman
Bozeman1 stop$239
Kalispell
Kalispell2 stops$479
Missoula
Missoula1 stop$299
Billings
Billings1 stop$264
Great Falls
Great Falls2 stops$404
Bozeman
Bozeman1 stop$239
Kalispell
Kalispell2 stops$479
Missoula
Missoula1 stop$299
Billings
Billings1 stop$264
Great Falls
Great Falls2 stops$404

Book Cheap Midway to Montana Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to Montana 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 flight deals from Midway to Montana

Tue, Nov 4 - Sat, Nov 8
Delta Logo
6:00 am - 1:19 pmMDW-BZN
8h 19m1 stop
Delta Logo
6:00 am - 1:08 pmBZN-MDW
6h 08m1 stop
$239Delta
Find Deal
Fri, Nov 7 - Sun, Nov 9
Southwest Logo
6:35 pm - 12:15 amMDW-BZN
6h 40m1 stop
Southwest Logo
5:00 am - 11:05 amBZN-MDW
5h 05m1 stop
$250Southwest
Find Deal
Fri, Dec 5 - Mon, Dec 8
Southwest Logo
2:35 pm - 10:45 pmMDW-BZN
9h 10m1 stop
Southwest Logo
12:40 pm - 8:05 pmBZN-MDW
6h 25m1 stop
$255Southwest
Find Deal
Sat, Jan 10 - Thu, Jan 15
Delta Logo
2:00 pm - 10:58 pmMDW-BZN
9h 58m2 stops
Delta Logo
2:00 pm - 9:46 pmBZN-MDW
6h 46m1 stop
$259Delta
Find Deal
Fri, Dec 5 - Mon, Dec 8
Southwest Logo
2:35 pm - 10:45 pmMDW-BZN
9h 10m1 stop
Southwest Logo
5:30 am - 12:35 pmBZN-MDW
6h 05m2 stops
$261Southwest
Find Deal
Tue, Dec 9 - Sun, Dec 14
Delta Logo
7:02 pm - 11:37 pmMDW-BZN
5h 35m1 stop
Delta Logo
2:36 pm - 11:47 pmBZN-MDW
8h 11m1 stop
$263Delta
Find Deal
Sat, Jan 10 - Thu, Jan 15
Delta Logo
2:00 pm - 10:58 pmMDW-BZN
9h 58m2 stops
Delta Logo
5:45 am - 6:08 pmBZN-MDW
11h 23m2 stops
$264Delta
Find Deal
Thu, Jan 22 - Sun, Jan 25
Delta Logo
6:45 pm - 10:50 pmMDW-BIL
5h 05m1 stop
Delta Logo
6:15 am - 1:08 pmBIL-MDW
5h 53m1 stop
$264Delta
Find Deal
Fri, Nov 14 - Mon, Nov 17
Delta Logo
1:15 pm - 12:10 amMDW-BZN
11h 55m2 stops
Delta Logo
2:35 pm - 11:40 pmBZN-MDW
8h 05m1 stop
$268Delta
Find Deal
Sat, Nov 8 - Fri, Nov 14
Multiple Airlines Logo
2:57 pm - 1:27 pmMDW-BZN
23h 30m2 stops
Multiple Airlines Logo
7:01 pm - 1:57 pmBZN-MDW
17h 56m1 stop
$322Multiple Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Midway to Montana flights

Get data-powered insights and trends into flights from Midway to Montana to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago Midway Airport to Montana flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Montana from Chicago Midway Airport found in the last 72 hours was to Bozeman, at $778 round-trip. The most popular route is from Chicago Midway Airport (MDW) to Bozeman (BZN), and the cheapest round-trip airline ticket found on this route in the last 72 hours was $778.

Can I save money by flying with a layover from Chicago Midway Airport to Montana?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $270, prices are generally cheapest when you fly direct.

What’s the cheapest day of the week to fly from Chicago Midway Airport to Montana?

The average price of all round-trip flights from Chicago Midway Airport to Montana clicked on KAYAK for each day over the last 12 months.

For Chicago Midway Airport to Montana, Saturday is the cheapest day to fly on average and Wednesday is the most expensive. Flying from Montana back to Chicago Midway Airport, the best deals are generally found on Friday, with Sunday being the most expensive.

Good to know

Cheapest flight$73
Most popular time to fly with an average 23% increase in price.
Flight from Chicago Midway Airport to Bozeman

FAQs - booking Montana flights

  • How does KAYAK find such low prices on flights from Chicago Midway Airport to Montana?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago Midway Airport to Montana.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago Midway Airport to Montana?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago Midway Airport to Montana is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago Midway Airport to Montana?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Chicago Midway Airport to Montana with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago Midway Airport to Montana?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Chicago Midway Airport to Montana up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to Montana?

    The cheapest time of day to fly to Montana is generally in the morning, when round-trip flights cost $454 on average. Morning departures are around 11% cheaper than evening flights, on average. The most expensive time of day to fly to Montana is generally in the evening, which is peak travel time and where the average cost of a ticket is $510.

Reviews of the top airline flying from Midway to Montana

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Montana. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Midway to Montana? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4239 reviews
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
8.0Comfort
Airline reviews

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

10.0 ExcellentAnonymous, Oct 2025BOS - BWI
Read more Southwest reviews

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

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

mandatory demand customer to check their carry on because not enough people check bags.

Connecting flight is on time and boarding was a breeze!

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

As always, the entire Southwest experience was perfect. Purchasing the tickets on the Southwest web site was effortless, departure and arrival gates were spotless and comfortable, plane was clean and comfortable, crew was excellent and flight was on time. Wheelchair service in Las Vegas at departure was somewhat chaotic and disjointed, but I am not sure if that was Southwest problem, airport problem or combination.

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

Everything you need to know for your flight from Midway to Montana

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