$91+ Cheap flights from Midway (MDW) to Denver (DEN)
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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — DEN
Nov 7 — Nov 141
Round-trip
1 adult, Economy
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Find cheap flights from Midway to Denver 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.Cheapflights Tip: The best prices from Chicago Midway to Denver Intl are usually found in November or January, booked 45 days in advance, depart on a Wednesday or Monday and return on a Friday
Cheap flight deals from Midway to Denver
Cheapest
Best
Last-minute
One-way
Cheapest flights from Midway to DenverExplore the most affordable flight options available from Midway to Denver. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
Explore the most affordable flight options available from Midway to Denver. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 8, 2026.
This Frontier deal was found by Cheapflights users on 10/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:20 pm -
1 stop10h 14m
Mon 11/910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$176
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
1 stop10h 15m
Thu 10/2910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$177
This CheapOair deal was found by Cheapflights users on 10/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/103:50 pm -
1 stop7h 07m
Wed 12/168:07 pm -
1 stop9h 54m
Deal found 10/7![Frontier logo]()
$180
This Frontier deal was found by Cheapflights users on 10/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
1 stop10h 14m
Mon 11/910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$182
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:42 pm -
2 stops22h 11m
Tue 11/1010:41 am -
1 stop12h 06m
Deal found 10/6![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 10/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:20 pm -
1 stop10h 22m
Wed 11/410:43 am -
1 stop6h 04m
Deal found 10/7![Frontier logo]()
$186
This Frontier deal was found by Cheapflights users on 10/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:20 pm -
1 stop10h 14m
Thu 11/196:00 am -
1 stop10h 47m
Deal found 10/7![Frontier logo]()
$187
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:25 pm -
Nonstop2h 55m
Mon 11/94:30 pm -
Nonstop2h 15m
Deal found 10/6![Southwest logo]()
$189
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:42 pm -
1 stop14h 40m
Wed 11/410:43 am -
1 stop6h 04m
Deal found 10/6![Frontier logo]()
$190
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:42 pm -
1 stop14h 40m
Mon 11/99:19 pm -
2 stops19h 28m
Deal found 10/6![Frontier logo]()
$191
Best flights from Midway to DenverDiscover carefully curated flight deals from Midway to Denver that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
Discover carefully curated flight deals from Midway to Denver that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 8, 2026.
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/146:35 am -
1 stop4h 45m
Mon 11/167:05 am -
Nonstop2h 25m
Deal found 10/7![Southwest logo]()
$199
This Delta deal was found by Cheapflights users on 10/6. 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.
Sat 11/712:27 pm -
1 stop4h 22m
Sun 11/156:10 am -
1 stop5h 41m
Deal found 10/6![Delta logo]()
$272
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/299:20 pm -
Nonstop2h 45m
Mon 11/26:30 pm -
1 stop5h 35m
Deal found 10/7![Southwest logo]()
$199
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/101:20 pm -
1 stop5h 05m
Tue 11/1711:05 am -
1 stop5h 00m
Deal found 10/6![Southwest logo]()
$200
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/196:05 am -
Nonstop2h 55m
Thu 11/2611:25 am -
1 stop5h 30m
Deal found 10/5![Southwest logo]()
$211
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/310:15 am -
1 stop4h 30m
Sat 11/76:35 am -
Nonstop2h 20m
Deal found 10/5![Southwest logo]()
$225
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/151:20 pm -
1 stop5h 05m
Sun 12/208:40 am -
1 stop4h 45m
Deal found 10/7![Southwest logo]()
$248
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/139:25 pm -
Nonstop2h 50m
Fri 11/208:40 pm -
Nonstop2h 15m
Deal found 10/7![Southwest logo]()
$296
This Southwest deal was found by Cheapflights users on 10/3. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/25:45 pm -
Nonstop2h 45m
Wed 12/92:25 pm -
1 stop4h 15m
Deal found 10/3![Southwest logo]()
$301
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/48:55 pm -
Nonstop2h 45m
Fri 11/61:20 pm -
1 stop3h 25m
Deal found 10/6![Southwest logo]()
$308
This Southwest deal was found by Cheapflights users on 10/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2610:25 am -
1 stop5h 05m
Sun 11/2910:35 pm -
Nonstop2h 15m
Deal found 10/5![Southwest logo]()
$308
Last-minute flights from Midway to DenverDiscover last-minute flight deals from Midway to Denver. Data last updated October 8, 2026 and is based on user searches.
Discover last-minute flight deals from Midway to Denver. Data last updated October 8, 2026 and is based on user searches.
This Cheapflightsfares deal was found by Cheapflights users on 10/5. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/2712:27 pm -
1 stop10h 15m
Thu 10/2910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$177
This Orbitz deal was found by Cheapflights users on 10/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:20 pm -
1 stop10h 22m
Mon 11/210:41 am -
1 stop6h 06m
Deal found 10/7![Frontier logo]()
$186
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:42 pm -
1 stop14h 40m
Wed 11/410:43 am -
1 stop6h 04m
Deal found 10/6![Frontier logo]()
$190
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:42 pm -
2 stops22h 11m
Tue 11/1010:41 am -
1 stop12h 06m
Deal found 10/6![Frontier logo]()
$185
This Frontier deal was found by Cheapflights users on 10/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
1 stop10h 14m
Mon 11/910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$182
This Mytrip deal was found by Cheapflights users on 10/6. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/66:42 pm -
1 stop14h 40m
Mon 11/99:19 pm -
2 stops19h 28m
Deal found 10/6![Frontier logo]()
$191
This Frontier deal was found by Cheapflights users on 10/5. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:20 pm -
1 stop10h 14m
Mon 11/910:41 am -
1 stop6h 06m
Deal found 10/5![Frontier logo]()
$176
This Frontier deal was found by Cheapflights users on 10/7. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/712:20 pm -
1 stop10h 14m
Thu 11/196:00 am -
1 stop10h 47m
Deal found 10/7![Frontier logo]()
$187
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/76:25 pm -
Nonstop2h 55m
Mon 11/94:30 pm -
Nonstop2h 15m
Deal found 10/6![Southwest logo]()
$189
One-way flights from Midway to DenverSearch for one-way flight options from Midway to Denver. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
Search for one-way flight options from Midway to Denver. Find affordable one-way fares based on user searches. Data last updated October 8, 2026.
This CheapOair deal was found by Cheapflights users on 10/6. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2812:27 pm -
1 stop10h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$91
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/113:50 pm -
1 stop15h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$93
This Kiwi.com deal was found by Cheapflights users on 10/7. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/106:08 am -
2 stops10h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Frontier logo]()
$94
This Southwest deal was found by Cheapflights users on 10/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/2510:50 pm -
Nonstop2h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/7![Southwest logo]()
$95
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/36:16 am -
2 stops27h 03m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$96
This Super.com deal was found by Cheapflights users on 10/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/2912:20 pm -
1 stop10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 10/6. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/512:20 pm -
1 stop10h 14m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$99
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/510:05 am -
1 stop4h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Southwest logo]()
$100
This Southwest deal was found by Cheapflights users on 10/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/168:55 pm -
Nonstop2h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Southwest logo]()
$101
This Frontier deal was found by Cheapflights users on 10/6. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:28 pm -
2 stops10h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$102
This Kiwi.com deal was found by Cheapflights users on 10/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:42 pm -
2 stops27h 52m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/6![Frontier logo]()
$104
Find flight deals from Midway to Denver
Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Denver (DEN). 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 October 8, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $176 (Frontier) |
One-way from | $91 (CheapOair) |
Popular in | August |
Cheapest in | November |
Average price | $345 |
Good round-trip deal | $293 or less |
Good one-way deal | $200 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Midway to Denver 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 October 8, 2026.
Use the filters below to find and compare flights from Chicago Midway Airport to Denver that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 11/25
10:50 pm-12:40 am
Nonstop2h 50m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$95
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Tue 12/15
8:05 am-10:00 am
Nonstop2h 55m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$95
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 12/17
5:55 am-7:45 am
Nonstop2h 50m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$101
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Wed 12/30
4:20 pm-9:00 pm
1 stop5h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$105
Quickest round-trip
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Thu 10/29
6:05 am-7:45 am
Nonstop2h 40m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$119
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 12/11
5:55 am-7:45 am
Nonstop2h 50m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$129
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Mon 11/23
5:55 am-7:45 am
Nonstop2h 50m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Fri 12/18
10:50 pm-12:35 am
Nonstop2h 45m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$139
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 12/19
5:50 pm-11:10 pm
1 stop6h 20m
Denver Intl
Wed 12/31
12:00 am-1:00 am
Nonstop0h 00m
$149
ChicagoDenver
MDW Chicago Midway - DEN Denver Intl
MDWDEN
Chicago Midway
Sat 11/14
6:35 am-10:20 am
1 stop4h 45m
Denver Intl
Mon 11/16
7:05 am-10:30 am
Nonstop2h 25m
$199
Showing 1-10 of 20 resultsSorted by cheapest first
Compare providers for flights from Midway to Denver
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 Midway to Denver in October.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on Chicago Midway Airport-Denver flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Denver flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Denver flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Chicago Midway Airport-Denver 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 Chicago Midway Airport-Denver 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 Midway to Denver
Have a flexible travel schedule? Discover the best time to fly to Denver from Midway with our price prediction graph.
MDW-DEN
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.
Cheapflights Insights
Everything you need to know about your flight from Chicago Midway Airport to Denver
Prices
Delays
How far ahead should I book a flight from Chicago Midway Airport to Denver?
The price you pay for your flight from Chicago Midway Airport to Denver may vary depending on when you book. For the best chance of a lower fare, look to book 44 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Chicago Midway Airport to Denver?
Currently, November is the cheapest month in which you can book a flight from Chicago Midway Airport to Denver (average of $253). Flying from Chicago Midway Airport to Denver in August is currently the most expensive (average of $427). 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.
What is the cheapest time of day to fly from MDW to DEN?
Find hourly flight availability from Midway to Denver. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 8, 2026.
A simple way to save on the total cost of your ticket is to fly from Chicago Midway Airport to Denver in the evening. If you’re flexible enough to do this you can expect to save up to 20% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from Chicago Midway Airport to Denver?
Use this chart to determine the cheapest time to fly round-trip from Midway to Denver. Price data was last updated on October 3, 2026.
Travelers seeking maximum savings on their Chicago Midway Airport to Denver flight should consider departing on Saturday evenings when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
How often are flights from Chicago to Denver delayed?
About 22% of weekly flights between Chicago and Denver have experienced delays in the past year, with the average delay time being 128 minutes.
What is the most punctual flight time for Chicago to Denver flights?
Historically, flights departing in the morning are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Monday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Chicago to Denver flights?
Over the last year, Southwest have had the lowest number of delays on this route, with just 21% of flights being delayed.
The best insider tips for Chicago Midway Airport to Denver flights
AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to Denver trip
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Reviews of airlines servicing Denver
Get insights into the airlines that provide service to Denver. 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 Denver. Reviews last updated October 8, 2026.
Read through reviews of airlines operating flights from Chicago Midway Airport to Denver, such as Southwest and Frontier. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Overall
7.9
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
7.9
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Overall
7.9
Food
7.0
Crew
8.6
Entertainment
7.5
Comfort
8.0
Boarding
8.1
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Related info for your journey
Find useful and relevant information for your journey from Midway to Denver. 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 Denver?
Book flights to Denver if you plan to visit one of these locationsThornton
Westminster
Lakewood
Centennial
Black Hawk
Broomfield
Golden
Wheat Ridge
Silverthorne
Central City
Fort Morgan
Greeley
Frisco
Winter Park
Limon
Englewood
Manitou Springs
Glendale
Cripple Creek
Evergreen
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Top 2 airlines flying from Midway to Denver
Discover the top 2 airlines that operate flights from Midway to Denver. 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 October 8, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$82 | Average$201 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$204 | Average$332 | FlexibilityNo cancel fee | On-time63% |