$412+ Cheap flights from Montgomery (MGM) to Midway (MDW)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/18. Fares are subject to change and may not be available on all flights or dates of travel.
MGM — MDW
Dec 10 — Dec 171
Round-trip
1 adult, Economy
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Find cheap flights from Montgomery to Midway with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Montgomery to Midway
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Cheapest flights from Montgomery to MidwayExplore the most affordable flight options available from Montgomery to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
Explore the most affordable flight options available from Montgomery to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:24 pm -
1 stop4h 30m
Sun 12/66:00 am -
1 stop5h 53m
Deal found 11/5![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Tue 12/15:12 pm -
1 stop5h 59m
Deal found 11/8![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:15 pm -
1 stop6h 39m
Tue 11/175:13 pm -
1 stop6h 02m
Deal found 11/9![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:46 am -
1 stop5h 29m
Sun 11/295:13 pm -
1 stop6h 02m
Deal found 11/9![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop6h 04m
Mon 12/216:00 am -
1 stop6h 19m
Deal found 11/9![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:46 am -
1 stop6h 32m
Thu 11/264:13 pm -
1 stop4h 32m
Deal found 11/7![Delta logo]()
$446
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:05 pm -
1 stop6h 28m
Sun 11/86:04 am -
1 stop5h 42m
Deal found 11/5![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:32 pm -
1 stop3h 46m
Thu 11/196:00 am -
1 stop5h 46m
Deal found 11/7![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:46 am -
1 stop13h 08m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$577
Best flights from Montgomery to MidwayDiscover carefully curated flight deals from Montgomery to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
Discover carefully curated flight deals from Montgomery to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:24 pm -
1 stop4h 30m
Sun 12/66:00 am -
1 stop5h 53m
Deal found 11/5![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:00 am -
1 stop4h 24m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/9![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Wed 11/255:13 pm -
1 stop5h 34m
Deal found 11/7![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:46 am -
1 stop5h 29m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop6h 04m
Mon 12/216:00 am -
1 stop6h 19m
Deal found 11/9![Delta logo]()
$441
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/76:00 am -
1 stop6h 04m
Fri 12/111:02 pm -
1 stop4h 42m
Deal found 11/9![Delta logo]()
$673
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop4h 28m
Tue 12/225:05 pm -
1 stop4h 49m
Deal found 11/7![Delta logo]()
$721
This Delta deal was found by Cheapflights users on 11/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:59 pm -
1 stop5h 23m
Mon 12/285:05 pm -
1 stop4h 49m
Deal found 11/10![Delta logo]()
$756
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/49:45 am -
2 stops8h 15m
Sun 2/76:00 am -
1 stop6h 30m
Deal found 11/7![Delta logo]()
$999
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/13:40 pm -
1 stop6h 42m
Mon 1/41:59 pm -
2 stops9h 08m
Deal found 11/7![Delta logo]()
$1,079
Last-minute flights from Montgomery to MidwayDiscover last-minute flight deals from Montgomery to Midway. Data last updated November 10, 2026 and is based on user searches.
Discover last-minute flight deals from Montgomery to Midway. Data last updated November 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/74:05 pm -
1 stop6h 28m
Sun 11/86:04 am -
1 stop5h 42m
Deal found 11/5![Delta logo]()
$449
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1112:32 pm -
1 stop3h 46m
Thu 11/196:00 am -
1 stop5h 46m
Deal found 11/7![Delta logo]()
$546
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/144:15 pm -
1 stop6h 39m
Tue 11/175:13 pm -
1 stop6h 02m
Deal found 11/9![Delta logo]()
$420
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/229:46 am -
1 stop6h 32m
Thu 11/264:13 pm -
1 stop4h 32m
Deal found 11/7![Delta logo]()
$446
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Tue 12/15:12 pm -
1 stop5h 59m
Deal found 11/8![Delta logo]()
$419
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/234:00 pm -
1 stop6h 54m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$422
This Delta deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/259:46 am -
1 stop13h 08m
Sat 11/286:00 am -
1 stop5h 51m
Deal found 11/8![Delta logo]()
$577
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/269:46 am -
1 stop5h 29m
Sun 11/295:13 pm -
1 stop6h 02m
Deal found 11/9![Delta logo]()
$424
This Delta deal was found by Cheapflights users on 11/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/46:24 pm -
1 stop4h 30m
Sun 12/66:00 am -
1 stop5h 53m
Deal found 11/5![Delta logo]()
$414
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/186:00 am -
1 stop6h 04m
Mon 12/216:00 am -
1 stop6h 19m
Deal found 11/9![Delta logo]()
$441
One-way flights from Montgomery to MidwaySearch for one-way flight options from Montgomery to Midway. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
Search for one-way flight options from Montgomery to Midway. Find affordable one-way fares based on user searches. Data last updated November 10, 2026.
This Delta deal was found by Cheapflights users on 11/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/189:40 am -
1 stop6h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/6![Delta logo]()
$412
Find flight deals from Montgomery to Midway
Discover tips and strategies to find the most affordable flight options for your journey from Montgomery (MGM) to Midway (MDW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $414 (Delta) |
One-way from | $412 (Delta) |
Popular in | April |
Cheapest in | January |
Average price | $384 |
Cheapflights Fare Finder
Customize your flight search to find flights from Montgomery to Midway that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 10, 2026.
Use the filters below to find and compare flights from Montgomery to Chicago Midway Airport that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Fri 12/18
9:40 am-4:16 pm
1 stop6h 36m
Chicago Midway
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$412
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Fri 12/4
6:24 pm-10:54 pm
1 stop4h 30m
Chicago Midway
Sun 12/6
6:00 am-11:53 am
1 stop5h 53m
$414
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Tue 11/24
6:00 am-10:24 am
1 stop4h 24m
Chicago Midway
Sat 11/28
6:00 am-11:51 am
1 stop5h 51m
$420
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Mon 11/23
4:00 pm-10:54 pm
1 stop6h 54m
Chicago Midway
Sat 11/28
6:00 am-11:51 am
1 stop5h 51m
$422
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Mon 11/23
4:00 pm-10:54 pm
1 stop6h 54m
Chicago Midway
Wed 11/25
5:13 pm-10:47 pm
1 stop5h 34m
$422
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Thu 11/26
9:46 am-3:15 pm
1 stop5h 29m
Chicago Midway
Sat 11/28
6:00 am-11:51 am
1 stop5h 51m
$422
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Fri 12/18
6:00 am-12:04 pm
1 stop6h 04m
Chicago Midway
Mon 12/21
6:00 am-12:19 pm
1 stop6h 19m
$441
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Mon 12/7
6:00 am-12:04 pm
1 stop6h 04m
Chicago Midway
Fri 12/11
1:02 pm-5:44 pm
1 stop4h 42m
$673
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Fri 12/18
6:00 am-10:28 am
1 stop4h 28m
Chicago Midway
Tue 12/22
5:05 pm-9:54 pm
1 stop4h 49m
$721
MontgomeryChicago
MGM Montgomery Dannelly Field - MDW Chicago Midway
MGMMDW
Montgomery Dannelly Field
Tue 12/22
4:59 pm-10:22 pm
1 stop5h 23m
Chicago Midway
Mon 12/28
5:05 pm-9:54 pm
1 stop4h 49m
$756
Showing 1-10 of 12 resultsSorted by cheapest first
Compare providers for flights from Montgomery to Midway
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Montgomery to Midway in November.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Montgomery-Chicago Midway Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Montgomery-Chicago Midway Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Montgomery-Chicago Midway Airport flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Montgomery-Chicago Midway Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Montgomery-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Montgomery to Midway
Have a flexible travel schedule? Discover the best time to fly to Midway from Montgomery with our price prediction graph.
MGM-MDW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Reviews of airlines servicing Midway
Get insights into the airlines that provide service to Midway. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Midway. Reviews last updated November 10, 2026.
Get a feel of what it's like to fly with Delta from Montgomery to Chicago Midway Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Food
7.2
Boarding
8.1
Overall
7.8
Comfort
7.8
Crew
8.5
Entertainment
7.8
Reviews
1 / 20
6.0
GoodEllen,Oct 2026
GRR - ATL
Related info for your journey
Find useful and relevant information for your journey from Montgomery to Midway. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near Chicago Midway Airport?
Book flights to Chicago Midway Airport if you plan to visit one of these locationsBenton Harbor
Merrillville
Lansing
Valparaiso
Hammond
Saint Joseph
Porter
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Browse through other flights departing from Montgomery. Flights are based on user searches made on Cheapflights and were last updated on November 10, 2026.
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Check out other popular destinations found by fellow travelers in 2026
Top airline flying from Montgomery to Midway
Discover the top airline that operate flights from Montgomery to Midway. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 7,457,451 searches. Data last updated November 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$298 | Average$433 | FlexibilityNo cancel fee | On-timeN/A |