$109 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 3/16. 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, 0 bags

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
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Flight Deals
Booking Insights
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$249
Kalispell
Kalispell1 stop$518
Missoula
Missoula2 stops$339
Billings
Billings1 stop$240
Great Falls
Great Falls2 stops$559
Helena
Helena2 stops$470
Bozeman
Bozeman1 stop$249
Kalispell
Kalispell1 stop$518
Missoula
Missoula2 stops$339
Billings
Billings1 stop$240
Great Falls
Great Falls2 stops$559
Helena
Helena2 stops$470

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

Thu, Mar 19 - Tue, Mar 24
Delta Logo
2:05 pm - 8:19 pm
MDW
-
BIL
7h 14m
1 stop
Delta Logo
6:25 am - 1:25 pm
BIL
-
MDW
6h 00m
1 stop
$240Delta
Wed, Feb 18 - Wed, Feb 25
Delta Logo
1:49 pm - 8:08 pm
MDW
-
BZN
7h 19m
1 stop
Delta Logo
6:00 am - 1:05 pm
BZN
-
MDW
6h 05m
1 stop
$249Delta
Wed, Feb 25 - Sun, Mar 1
Delta Logo
1:49 pm - 7:39 pm
MDW
-
BIL
6h 50m
1 stop
Delta Logo
6:20 am - 1:05 pm
BIL
-
MDW
5h 45m
1 stop
$249Delta
Wed, Feb 18 - Wed, Feb 25
Delta Logo
1:49 pm - 8:08 pm
MDW
-
BZN
7h 19m
1 stop
Delta Logo
6:00 am - 5:37 pm
BZN
-
MDW
10h 37m
2 stops
$254Delta
Wed, Jun 10 - Mon, Jun 15
Southwest Logo
6:20 am - 12:50 pm
MDW
-
BZN
7h 30m
1 stop
Southwest Logo
1:50 pm - 11:25 pm
BZN
-
MDW
8h 35m
1 stop
$259Southwest
Tue, Feb 17 - Tue, Feb 24
Delta Logo
1:49 pm - 11:15 pm
MDW
-
BZN
10h 26m
2 stops
Delta Logo
6:00 am - 5:37 pm
BZN
-
MDW
10h 37m
2 stops
$260Delta
Wed, Jun 10 - Mon, Jun 15
Southwest Logo
6:20 am - 12:50 pm
MDW
-
BZN
7h 30m
1 stop
Southwest Logo
1:50 pm - 12:35 am
BZN
-
MDW
9h 45m
2 stops
$264Southwest
Wed, Feb 18 - Thu, Feb 19
Delta Logo
1:49 pm - 8:08 pm
MDW
-
BZN
7h 19m
1 stop
Delta Logo
6:00 am - 1:05 pm
BZN
-
MDW
6h 05m
1 stop
$270Delta
Fri, Feb 6 - Sat, Feb 14
Delta Logo
6:00 am - 1:29 pm
MDW
-
BZN
8h 29m
1 stop
Delta Logo
2:39 pm - 10:31 pm
BZN
-
MDW
6h 52m
1 stop
$274Delta
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
3:21 pm - 11:10 am
MDW
-
FCA
20h 49m
1 stop
Multiple Airlines Logo
5:44 pm - 11:54 pm
FCA
-
MDW
29h 10m
2 stops
$518Multiple Airlines
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 $496 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 $496.

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $419 on average.

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 Sunday 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.

Find deals

Good to know

Low seasonOctober
Cheapest flight$109
Best time to beat the crowds with an average 6% drop in price.
Most popular time to fly with an average 28% 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 $439 on average. The most expensive time of day to fly to Montana is generally in the morning, which is peak travel time and where the average cost of a ticket is $439.

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 4267 reviews
8.0Comfort
8.1Boarding
7.5Entertainment
8.6Crew
7.0Food
Airline reviews

Great flight but super high price. Glad it was a business trip and not personal

10.0 ExcellentPieter, Jan 2026
LGB - DAL
Read more Southwest reviews

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

We got exit row seats both flights. Everything was running on time

The flight crew was extremely rude and especially not helpful when our flight was delayed.

Pretty seamless, just a tad bit late in taking off and landing.

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

Information on your arrival and departure airports

Chicago Midway Airport (MDW)