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Find cheap flights from Colorado to Chicago from $28

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 6/1. 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
Fri 6/7
Fri 6/14

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In the last 7 days travelers have searched 43,968,530 times on KAYAK, and here is why:

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Good to know

Low season

January

High season

July

Cheapest flight

$28
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

5/29Wed
nonstopFrontier
2h 32mDEN-ORD
6/4Tue
nonstopFrontier
2h 55mORD-DEN
$62
5/22Wed
nonstopFrontier
2h 25mDEN-MDW
5/25Sat
nonstopFrontier
2h 57mMDW-DEN
$63
5/25Sat
nonstop
2h 28mDEN-ORD
5/26Sun
1 stop
9h 00mORD-DEN
$79
6/5Wed
1 stop
7h 38mDEN-ORD
6/8Sat
nonstop
2h 54mORD-DEN
$92
6/28Fri
nonstopUnited Airlines
2h 31mDEN-ORD
7/7Sun
nonstopUnited Airlines
2h 38mORD-DEN
$165
6/12Wed
1 stopSun Country Air
24h 32mDEN-ORD
6/17Mon
1 stopSun Country Air
16h 19mORD-DEN
$172
7/3Wed
1 stopSun Country Air
23h 07mDEN-ORD
7/5Fri
1 stopSun Country Air
14h 08mORD-DEN
$173
5/21Tue
nonstopAmerican Airlines
2h 28mDEN-ORD
5/21Tue
nonstopAmerican Airlines
2h 42mORD-DEN
$183
6/4Tue
nonstopAmerican Airlines
2h 28mDEN-ORD
6/4Tue
1 stopAmerican Airlines
6h 45mORD-DEN
$197
10/25Fri
1 stopUnited Airlines
4h 49mCOS-ORD
10/28Mon
1 stopUnited Airlines
5h 25mORD-COS
$214

Search by stops

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Recent one-way flight deals

6/1Sat
nonstopFrontier
2h 25mDEN-MDW
$28
6/1Sat
nonstopFrontier
2h 28mDEN-ORD
$29
6/5Wed
1 stopSun Country Air
7h 38mDEN-ORD
$57
6/5Wed
1 stopSun Country Air
7h 38mDEN-ORD
$58
6/4Tue
nonstopAmerican Airlines
2h 28mDEN-ORD
$70
8/11Sun
nonstopAmerican Airlines
2h 30mDEN-ORD
$83
6/8Sat
nonstopUnited Airlines
2h 31mDEN-ORD
$89
6/12Wed
1 stopUnited Airlines
4h 29mCOS-ORD
$92
6/29Sat
1 stopDelta
6h 10mDEN-ORD
$98
6/4Tue
1 stopDelta
6h 25mDEN-MDW
$98

Search by stops

Search by airline

Search by price

Last minute flights from Colorado to Chicago

Last minute flight, train and bus deals

5/11Sat
nonstopFrontier
2h 27mDEN-MDW
5/15Wed
nonstopFrontier
2h 46mMDW-DEN
$104
5/11Sat
nonstopFrontier
2h 29mDEN-ORD
5/15Wed
nonstopFrontier
2h 55mORD-DEN
$107
5/11Sat
nonstopFrontier
2h 25mDEN-MDW
5/18Sat
nonstopFrontier
2h 57mMDW-DEN
$108
5/11Sat
nonstop
2h 29mDEN-ORD
5/31Fri
multi-stop
14h 25mORD-DEN
$162
5/13Mon
nonstop
2h 29mDEN-ORD
5/26Sun
multi-stop
14h 00mORD-DEN
$176
5/13Mon
multi-stopDelta
5h 41mDEN-ORD
6/12Wed
multi-stopDelta
5h 54mORD-DEN
$227
5/13Mon
multi-stopDelta
7h 07mDEN-MDW
6/11Tue
multi-stopDelta
6h 40mMDW-DEN
$227
5/11Sat
multi-stopSun Country Air
23h 13mDEN-ORD
5/31Fri
multi-stopSun Country Air
21h 25mORD-DEN
$245
5/11Sat
multi-stopAmerican Airlines
8h 02mDEN-ORD
5/18Sat
nonstopAmerican Airlines
2h 54mORD-DEN
$268
5/11Sat
nonstopAmerican Airlines
2h 28mDEN-ORD
5/11Sat
nonstopAmerican Airlines
2h 42mORD-DEN
$275

Search by stops

Search by airline

Search by price

Flights to Chicago

Return flight deals:

Chicago - Colorado

Cabin classes:

$513
$1,575
$513
$49