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Cheap flights from Medicine Hat to Chicago from $275

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Medicine Hat to Chicago departing on 4/30. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Find the cheapest flights from Medicine Hat to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
WestJet Logo
3:40 pm - 12:26 pm
YXH
-
ORD
43h 46m
2 stops
WestJet Logo
7:35 am - 3:06 pm
ORD
-
YXH
32h 31m
2 stops
$826WestJet
Sat, Apr 18 - Wed, Apr 22
WestJet Logo
9:50 am - 9:38 pm
YXH
-
ORD
34h 48m
2 stops
WestJet Logo
9:50 am - 9:15 am
ORD
-
YXH
24h 25m
2 stops
$869WestJet
Sat, May 2 - Tue, May 5
WestJet Logo
9:50 am - 9:38 pm
YXH
-
ORD
34h 48m
2 stops
WestJet Logo
7:35 am - 9:15 am
ORD
-
YXH
50h 40m
2 stops
$870WestJet
Sat, May 2 - Tue, May 5
WestJet Logo
9:50 am - 6:17 pm
YXH
-
ORD
31h 27m
2 stops
WestJet Logo
1:36 pm - 9:15 am
ORD
-
YXH
20h 39m
2 stops
$871WestJet
Sat, May 2 - Tue, May 5

WestJet flights from Medicine Hat to Chicago

Our best WestJet deals on Medicine Hat to Chicago flight tickets
WestJet
Apr 18
YXH3:40 pmMedicine Hat
43h 46m
2 stops
ORD12:26 pmChicago O'Hare Intl
Apr 22
ORD7:35 amChicago O'Hare Intl
32h 31m
2 stops
YXH3:06 pmMedicine Hat
$826
WestJet
Apr 18
YXH3:40 pmMedicine Hat
17h 29m
2 stops
ORD10:09 amChicago O'Hare Intl
Apr 22
ORD2:09 pmChicago O'Hare Intl
25h 57m
2 stops
YXH3:06 pmMedicine Hat
$827
WestJet
May 2
YXH9:50 amMedicine Hat
34h 48m
2 stops
ORD9:38 pmChicago O'Hare Intl
May 5
ORD7:35 amChicago O'Hare Intl
50h 40m
2 stops
YXH9:15 amMedicine Hat
$870

momondo Fare Finder

 
Customize your flight search to find flights from Medicine Hat to Chicago 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, momondo users made 832,500 searches. Data last updated March 21, 2026.
Use the filters below to find and compare flights from Medicine Hat to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Sat 4/18

3:40 pm-12:26 pm

2 stops43h 46m

Chicago O'Hare Intl

Wed 4/22

7:35 am-3:06 pm

2 stops32h 31m

$826

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Sat 5/2

9:50 am-9:38 pm

2 stops34h 48m

Chicago O'Hare Intl

Tue 5/5

9:50 am-9:15 am

2 stops24h 25m

$869

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Sat 5/2

9:50 am-9:38 pm

2 stops34h 48m

Chicago O'Hare Intl

Tue 5/5

7:35 am-9:15 am

2 stops50h 40m

$870
Quickest round-trip

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Sat 5/2

9:50 am-6:17 pm

2 stops31h 27m

Chicago O'Hare Intl

Tue 5/5

1:36 pm-9:15 am

2 stops20h 39m

$871
Cheapest one-way

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Thu 4/30

9:50 am-5:00 pm

2 stops30h 10m

$275

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Thu 4/30

9:50 am-4:18 pm

3 stops29h 28m

$352

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Thu 4/30

9:50 am-5:25 am

3 stops18h 35m

$359
Quickest one-way

Medicine HatChicago

YXH - ORD

YXHORD

Medicine Hat

Thu 4/30

9:50 am-6:15 pm

1 stop7h 25m

$1,342

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Chicago from

How to get the cheapest flight ticket from Medicine Hat to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Medicine Hat to Chicago?

WestJet is the most popular carrier operating from Medicine Hat to Chicago

When to book flights from Medicine Hat to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Medicine Hat to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Medicine Hat to Chicago (YXH to CHI) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Medicine Hat to Chicago

Fastest flight time

18h 35m

Direct flights

None
The fastest flight from Medicine Hat to Chicago takes 18h 35m
There are no direct flights from Medicine Hat to Chicago. There are no popular flight routes from Medicine Hat to Chicago.
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  • How far is Medicine Hat to Chicago by plane?

    There are 1234.8 mi between Medicine Hat and Chicago. Flights usually cover this in 18h 35m, depending on flying conditions and air traffic around both airports.

  • When did momondo last update prices for flights from Medicine Hat Airport to Chicago?

    Prices for flights from Medicine Hat Airport to Chicago are refreshed on a daily basis.

  • How old do you have to be to fly from Medicine Hat Airport to Chicago?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Medicine Hat Airport to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Valparaiso
Schererville
Munster
Crown Point
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from Medicine Hat to Chicago?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Medicine Hat to Chicago. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Medicine Hat to Chicago with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Chicago from Medicine Hat with this policy.

How can momondo help me find flights from Medicine Hat to Chicago?

Once all potential Medicine Hat to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Medicine Hat to Chicago right now. Can momondo alert me if prices change?

Price alerts on flights to Chicago from Medicine Hat are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago
Chicago Midway Airport
Chicago O'Hare Intl Airport
Chicago Greater Rockford Airport