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Find cheap flights from Colorado to Chicago from $33

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 5/28. 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
Sun 6/9
Sun 6/16

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In the last 7 days travelers have searched 43,895,468 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$33
Best time to beat the crowds with an average 28% drop in price.
Most popular time to fly with an average 13% increase in price.
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, +79 more

ANA, Aer Lingus, +80 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, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 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, +79 more

ANA, Aer Lingus, +80 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, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

Sunday

ANA, Aer Lingus, Aerolineas Argentinas, +79 more

ANA, Aer Lingus, +80 more

See more direct flights
See more direct flights

Book cheap flights from Colorado to Chicago

Recent round-trip flight deals

6/1Sat
nonstopFrontier
2h 25mDEN-MDW
6/8Sat
nonstopFrontier
2h 54mMDW-DEN
$55
5/18Sat
nonstopFrontier
2h 28mDEN-ORD
5/21Tue
nonstopFrontier
2h 55mORD-DEN
$57
5/22Wed
nonstop
2h 32mDEN-ORD
5/26Sun
1 stop
25h 30mORD-DEN
$113
6/17Mon
1 stop
7h 51mDEN-ORD
6/18Tue
nonstop
2h 45mORD-DEN
$117
7/12Fri
1 stopSun Country Air
23h 49mDEN-ORD
7/14Sun
1 stopSun Country Air
22h 38mORD-DEN
$175
6/6Thu
1 stopSun Country Air
22h 41mDEN-ORD
6/10Mon
1 stopSun Country Air
14h 20mORD-DEN
$185
6/16Sun
1 stopDelta
7h 41mDEN-ORD
7/1Mon
1 stopDelta
8h 14mORD-DEN
$196
6/18Tue
1 stopDelta
6h 44mDEN-MDW
6/25Tue
1 stopDelta
5h 46mMDW-DEN
$196
7/12Fri
1 stopUnited Airlines
4h 29mCOS-ORD
7/15Mon
nonstopUnited Airlines
2h 46mORD-COS
$232
7/12Fri
1 stopUnited Airlines
4h 29mCOS-ORD
7/15Mon
1 stopUnited Airlines
4h 23mORD-COS
$243

Search by stops

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Search by price

Recent one-way flight deals

5/28Tue
nonstopFrontier
2h 26mDEN-MDW
$33
5/18Sat
nonstopFrontier
2h 25mDEN-MDW
$34
6/11Tue
nonstopAmerican Airlines
2h 35mDEN-ORD
$70
6/26Wed
1 stopSun Country Air
16h 56mDEN-ORD
$78
6/24Mon
1 stopSun Country Air
7h 48mDEN-ORD
$86
6/8Sat
nonstopAmerican Airlines
2h 34mDEN-ORD
$89
6/12Wed
1 stopUnited Airlines
5h 05mCOS-ORD
$92
6/7Fri
nonstopUnited Airlines
2h 31mDEN-ORD
$93
6/7Fri
1 stopDelta
7h 08mDEN-MDW
$98
6/6Thu
1 stopDelta
5h 52mDEN-ORD
$102

Search by stops

Search by airline

Search by price

Last minute flights from Colorado to Chicago

Last minute flight, train and bus deals

5/13Mon
nonstopFrontier
2h 27mDEN-MDW
5/18Sat
nonstopFrontier
2h 57mMDW-DEN
$126
5/13Mon
nonstopFrontier
2h 29mDEN-ORD
5/15Wed
nonstopFrontier
2h 55mORD-DEN
$127
5/13Mon
nonstop
2h 29mDEN-ORD
6/7Fri
multi-stop
14h 51mORD-DEN
$203
5/14Tue
nonstop
2h 29mDEN-ORD
5/17Fri
multi-stop
22h 55mORD-DEN
$228
5/11Sat
nonstopAmerican Airlines
2h 28mDEN-ORD
5/11Sat
nonstopAmerican Airlines
2h 42mORD-DEN
$275
5/14Tue
nonstopAmerican Airlines
2h 28mDEN-ORD
5/14Tue
nonstopAmerican Airlines
2h 42mORD-DEN
$276
5/13Mon
multi-stopDelta
5h 41mDEN-ORD
5/14Tue
multi-stopDelta
6h 37mORD-DEN
$300
5/13Mon
multi-stopDelta
6h 25mDEN-MDW
5/15Wed
multi-stopDelta
5h 24mMDW-DEN
$300
5/14Tue
nonstopUnited Airlines
2h 32mDEN-ORD
5/16Thu
nonstopUnited Airlines
2h 42mORD-DEN
$301
5/14Tue
nonstopUnited Airlines
2h 30mDEN-ORD
5/17Fri
nonstopUnited Airlines
2h 47mORD-DEN
$319

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Colorado

Cabin classes:

$513
$1,575
$513
$49