Find flights
When to book
FAQs & Tips
Direct Flights
Deals

Find cheap flights from Colorado to Chicago from $44

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to Chicago departing on 5/17. 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
0 bags
Tue 5/28
Tue 6/4

Search hundreds of travel sites at once for deals on flights to Chicago

In the last 7 days travelers have searched 43,623,357 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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

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

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

Good to know

Low season

January

High season

November

Cheapest flight

$44
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Denver to Chicago Midway Airport

FAQs for booking flights from Colorado to Chicago

  • How does KAYAK find such low prices on flights from Colorado to Chicago?

    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 Colorado to Chicago.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Colorado 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 Colorado to Chicago?

    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 to Chicago with an airline and back to Colorado with another airline.

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

    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 to Chicago from Colorado up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

Prefer to fly non-stop from Colorado to Chicago?

Find which airlines fly direct from Colorado to Chicago, which days they fly and book direct flights.

Nonstop departures

Colorado to Chicago

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights

Nonstop returns

Chicago to Colorado

Monday

ANA, Aer Lingus, Aeromexico, +80 more

ANA, Aer Lingus, +81 more

Tuesday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

Wednesday

ANA, Aer Lingus, Aeromexico, +79 more

ANA, Aer Lingus, +80 more

Thursday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Friday

ANA, Aer Lingus, Aerolineas Argentinas, +81 more

ANA, Aer Lingus, +82 more

Saturday

ANA, Aer Lingus, Aeromexico, +78 more

ANA, Aer Lingus, +79 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +78 more

ANA, Aer Lingus, +79 more

See more direct flights
See more direct flights

Book cheap flights from Colorado to Chicago

Recent round-trip flight deals

6/12Wed
nonstopFrontier
2h 38mDEN-ORD
6/15Sat
nonstopFrontier
2h 57mORD-DEN
$56
5/8Wed
nonstopFrontier
2h 29mDEN-ORD
5/14Tue
nonstopFrontier
2h 55mORD-DEN
$57
5/18Sat
nonstop
2h 28mDEN-ORD
5/27Mon
1 stop
14h 00mORD-DEN
$135
6/24Mon
1 stop
7h 48mDEN-ORD
6/29Sat
nonstop
2h 57mORD-DEN
$142
5/21Tue
nonstopAmerican Airlines
2h 28mDEN-ORD
5/21Tue
1 stopAmerican Airlines
7h 21mORD-DEN
$193
5/18Sat
1 stopSun Country Air
23h 13mDEN-ORD
5/26Sun
1 stopSun Country Air
25h 30mORD-DEN
$195
5/25Sat
1 stopDelta
4h 33mDEN-ORD
5/30Thu
1 stopDelta
4h 59mORD-DEN
$196
5/27Mon
1 stopDelta
6h 17mDEN-MDW
5/29Wed
1 stopDelta
6h 34mMDW-DEN
$196
5/26Sun
1 stopSun Country Air
24h 33mDEN-ORD
5/31Fri
1 stopSun Country Air
21h 25mORD-DEN
$199
8/28Wed
1 stopAmerican Airlines
7h 28mMTJ-ORD
9/3Tue
2 stopsAmerican Airlines
14h 16mORD-MTJ
$349

Search by stops

Search by airline

Search by price

Recent one-way flight deals

5/17Fri
nonstopFrontier
2h 25mDEN-MDW
$44
5/19Sun
nonstopFrontier
2h 38mDEN-ORD
$47
6/7Fri
1 stopSun Country Air
8h 08mDEN-ORD
$57
6/2Sun
1 stopSun Country Air
20h 08mDEN-ORD
$85
5/23Thu
nonstopAmerican Airlines
2h 29mDEN-ORD
$93
5/28Tue
nonstopUnited Airlines
2h 35mDEN-ORD
$95
6/17Mon
1 stopDelta
5h 52mDEN-ORD
$98
6/17Mon
1 stopDelta
7h 08mDEN-MDW
$98
6/2Sun
nonstopUnited Airlines
2h 35mDEN-ORD
$108
5/4Sat
nonstopAmerican Airlines
2h 29mDEN-ORD
$115

Search by stops

Search by airline

Search by price

Last minute flights from Colorado to Chicago

Last minute flight, train and bus deals

5/1Wed
nonstopFrontier
2h 29mDEN-ORD
5/8Wed
nonstopFrontier
2h 55mORD-DEN
$117
4/29Mon
nonstopFrontier
2h 29mDEN-ORD
5/4Sat
nonstopFrontier
2h 55mORD-DEN
$118
4/29Mon
nonstop
2h 29mDEN-ORD
5/3Fri
multi-stop
15h 35mORD-DEN
$148
4/30Tue
nonstop
2h 29mDEN-ORD
5/3Fri
multi-stop
15h 35mORD-DEN
$165
5/1Wed
nonstopAmerican Airlines
2h 33mDEN-ORD
5/1Wed
nonstopAmerican Airlines
2h 40mORD-DEN
$265
4/29Mon
multi-stopDelta
6h 34mDEN-ORD
5/4Sat
multi-stopDelta
5h 10mORD-DEN
$269
4/29Mon
multi-stopDelta
5h 45mDEN-ORD
5/1Wed
multi-stopDelta
7h 59mORD-DEN
$290
4/30Tue
nonstopUnited Airlines
2h 32mDEN-ORD
4/30Tue
nonstopUnited Airlines
2h 48mORD-DEN
$311
5/1Wed
nonstopUnited Airlines
2h 30mDEN-ORD
5/1Wed
multi-stopUnited Airlines
6h 54mORD-DEN
$320
5/2Thu
multi-stopAmerican Airlines
9h 16mDEN-ORD
5/5Sun
multi-stopAmerican Airlines
5h 40mORD-DEN
$362

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Colorado

Cabin classes:

$412
$819
$513
$49